{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,23]],"date-time":"2026-07-23T19:07:57Z","timestamp":1784833677984,"version":"3.55.0"},"reference-count":123,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2026,2,1]],"date-time":"2026-02-01T00:00:00Z","timestamp":1769904000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2026,2,1]],"date-time":"2026-02-01T00:00:00Z","timestamp":1769904000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2026,2,1]],"date-time":"2026-02-01T00:00:00Z","timestamp":1769904000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2026,2,1]],"date-time":"2026-02-01T00:00:00Z","timestamp":1769904000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,2,1]],"date-time":"2026-02-01T00:00:00Z","timestamp":1769904000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2026,2,1]],"date-time":"2026-02-01T00:00:00Z","timestamp":1769904000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,2,1]],"date-time":"2026-02-01T00:00:00Z","timestamp":1769904000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic Chemistry"],"published-print":{"date-parts":[[2026,2]]},"DOI":"10.1016\/j.bioorg.2026.109465","type":"journal-article","created":{"date-parts":[[2026,1,3]],"date-time":"2026-01-03T23:24:35Z","timestamp":1767482675000},"page":"109465","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":1,"special_numbering":"C","title":["Structure\u2013activity and structure\u2013property relationships in CARBAZOLE-based AZETIDIN-2-one: Synthesis, antimicrobial evaluation, DFT, docking, ADME, and toxicity studies"],"prefix":"10.1016","volume":"169","author":[{"given":"Serkan","family":"Oncuoglu","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yildiz","family":"Celtik","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Cevher Gundogdu","family":"Hizliates","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.bioorg.2026.109465_bb0005","doi-asserted-by":"crossref","DOI":"10.1016\/j.bioorg.2020.103972","article-title":"Antimicrobial evaluation and docking study of some new substituted benzimidazole-2yl derivatives","volume":"101","author":"Abdel-Motaal","year":"2020","journal-title":"Bioorg. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0010","doi-asserted-by":"crossref","first-page":"101","DOI":"10.1016\/j.ejmech.2018.10.035","article-title":"Quinoline and quinolone dimers and their biological activities: an overview","volume":"161","author":"Chu","year":"2019","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0015","doi-asserted-by":"crossref","first-page":"1223","DOI":"10.1016\/j.ejmech.2018.08.095","article-title":"Recent developments of quinolone-based derivatives and their activities against Escherichia coli","volume":"157","author":"Gao","year":"2018","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0020","doi-asserted-by":"crossref","first-page":"1081","DOI":"10.1016\/j.ejmech.2018.08.061","article-title":"Quinolone derivatives and their activities against methicillin-resistant Staphylococcus aureus (MRSA)","volume":"157","author":"Gao","year":"2018","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0025","series-title":"Global burden of bacterial antimicrobial resistance in 2019","author":"World Health Organization","year":"2022"},{"key":"10.1016\/j.bioorg.2026.109465_bb0030","series-title":"Global Antibiotic Resistance Surveillance Report 2025","author":"World Health Organization","year":"2025"},{"key":"10.1016\/j.bioorg.2026.109465_bb0035","series-title":"Multi-drug resistant Neisseria gonorrhoeae: global epidemiology and treatment failure reports","author":"World Health Organization","year":"2023"},{"issue":"2","key":"10.1016\/j.bioorg.2026.109465_bb0040","doi-asserted-by":"crossref","first-page":"108","DOI":"10.1177\/0956462420948739","article-title":"Background review for the 2020 European guideline for the diagnosis and treatment of gonorrhoea in adults","volume":"32","author":"Unemo","year":"2021","journal-title":"Int. J. STD AIDS"},{"issue":"10459","key":"10.1016\/j.bioorg.2026.109465_bb0045","doi-asserted-by":"crossref","first-page":"1199","DOI":"10.1016\/S0140-6736(24)01867-1","article-title":"Global burden of bacterial antimicrobial resistance 1990\u20132021: a systematic analysis with projections to 2050","volume":"404","author":"Murray","year":"2024","journal-title":"Lancet"},{"issue":"12","key":"10.1016\/j.bioorg.2026.109465_bb0050","doi-asserted-by":"crossref","first-page":"5541","DOI":"10.1016\/j.ejmech.2010.09.035","article-title":"2-Azetidinone\u2013a new profile of various pharmacological activities","volume":"45","author":"Mehta","year":"2010","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0055","first-page":"64","article-title":"The \u03b2-lactam (azetidin-2-one) as a privileged ring in medicinal chemistry","volume":"50","author":"Fisher","year":"2016","journal-title":"RSC Drug Discov. Ser."},{"issue":"8","key":"10.1016\/j.bioorg.2026.109465_bb0060","doi-asserted-by":"crossref","DOI":"10.1101\/cshperspect.a025247","article-title":"\u0392-Lactams and \u03b2-lactamase inhibitors: an overview","volume":"6","author":"Bush","year":"2016","journal-title":"Cold Spring Harb. Perspect. Med."},{"issue":"208","key":"10.1016\/j.bioorg.2026.109465_bb0065","article-title":"\u0392-Lactam antibiotics: an overview from a medicinal chemistry perspective","volume":"15","author":"Lima","year":"2020","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0070","doi-asserted-by":"crossref","first-page":"101","DOI":"10.1016\/j.bmcl.2006.09.078","article-title":"Ezetimibe analogs with a reorganized azetidinone ring: design, synthesis, and evaluation of cholesterol absorption inhibitions","volume":"17","author":"Xu","year":"2007","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0075","doi-asserted-by":"crossref","first-page":"83","DOI":"10.1016\/j.ejmech.2008.03.018","article-title":"Synthesis and anti-inflammatory activity of newer quinazolin-4-one derivatives","volume":"44","author":"Kumar","year":"2009","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0080","doi-asserted-by":"crossref","first-page":"12","DOI":"10.1021\/jm0255825","article-title":"Stereoselective synthesis of \u03b2-lactams with polyaromatic imines: entry to new and novel anticancer agents","volume":"46","author":"Banik","year":"2003","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0085","doi-asserted-by":"crossref","DOI":"10.1002\/ardp.202100062","article-title":"Azetidines of pharmacological interest","volume":"354","author":"Parmar","year":"2021","journal-title":"Arch. Pharm."},{"key":"10.1016\/j.bioorg.2026.109465_bb0090","first-page":"76","article-title":"Synthesis and anticonvulsant activity of new 1-substituted 1\u2032-methyl-3-chloro-2-oxospiro(azetidin-3\u2032,4-indol-2\u2032-ones)","volume":"133","author":"Singh","year":"1994","journal-title":"Boll. Chim. Farm."},{"key":"10.1016\/j.bioorg.2026.109465_bb0095","doi-asserted-by":"crossref","first-page":"45","DOI":"10.1016\/S0014-827X(01)01011-4","article-title":"Lipoprotein-associated PLA2 inhibition\u2014a novel, non-lipid lowering strategy for atherosclerosis therapy","volume":"56","author":"Leach","year":"2001","journal-title":"Farmaco"},{"key":"10.1016\/j.bioorg.2026.109465_bb0100","doi-asserted-by":"crossref","first-page":"340","DOI":"10.4172\/2161-0444.1000478","article-title":"Synthesis and antimicrobial activity of azetidinone and thiazolidinone derivatives from azolylindolyl Schiff's bases","volume":"7","author":"Sankar","year":"2017","journal-title":"Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0105","doi-asserted-by":"crossref","first-page":"727","DOI":"10.1016\/j.farmac.2005.06.008","article-title":"Synthesis of 2-azetidinones from 2-diazo-1,2-diarylethanones and N-(2-thienylidene)imines as possible antimicrobial agents","volume":"60","author":"Singh","year":"2005","journal-title":"Il Farmaco"},{"key":"10.1016\/j.bioorg.2026.109465_bb0110","doi-asserted-by":"crossref","first-page":"103","DOI":"10.1016\/S0924-8579(00)00317-4","article-title":"Activity of gatifloxacin and ciprofloxacin in combination with other antimicrobial agents","volume":"17","author":"Gradelski","year":"2001","journal-title":"Int. J. Antimicrob. Agents"},{"key":"10.1016\/j.bioorg.2026.109465_bb0115","doi-asserted-by":"crossref","first-page":"7832","DOI":"10.1016\/j.bmc.2008.06.035","article-title":"Studies on the antifungal properties of N-thiolated \u03b2-lactams","volume":"16","author":"O'Driscoll","year":"2008","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0120","doi-asserted-by":"crossref","first-page":"3714","DOI":"10.1021\/jo990428k","article-title":"A novel one-step diastereo- and enantioselective formation of trans-azetidinones and its application to the total synthesis of cholesterol absorption inhibitors","volume":"64","author":"Wu","year":"1999","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0125","doi-asserted-by":"crossref","first-page":"12478","DOI":"10.3390\/molecules171112478","article-title":"Development of new drugs for an old target: the penicillin binding proteins","volume":"17","author":"Zervosen","year":"2012","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2026.109465_bb0130","doi-asserted-by":"crossref","first-page":"S79","DOI":"10.1016\/j.arabjc.2011.02.015","article-title":"Synthesis and biological evaluation of Schiff's bases and 2-azetidinones of isonicotinyl hydrazone as potential antidepressant and nootropic agents","volume":"9","author":"Thomas","year":"2016","journal-title":"Arab. J. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0135","first-page":"215","article-title":"\u0392-Lactams as inhibitors of serine enzymes","volume":"1","author":"Konaklieva","year":"2005","journal-title":"Curr. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0140","doi-asserted-by":"crossref","first-page":"7831","DOI":"10.1021\/ja001754g","article-title":"Catalytic, asymmetric synthesis of \u03b2-lactams","volume":"122","author":"Taggi","year":"2000","journal-title":"J. Am. Chem. Soc."},{"key":"10.1016\/j.bioorg.2026.109465_bb0145","doi-asserted-by":"crossref","first-page":"592","DOI":"10.1021\/ar030055g","article-title":"Advances in the catalytic, asymmetric synthesis of \u03b2-lactams","volume":"37","author":"France","year":"2004","journal-title":"Acc. Chem. Res."},{"key":"10.1016\/j.bioorg.2026.109465_bb0150","doi-asserted-by":"crossref","first-page":"5541","DOI":"10.1016\/j.ejmech.2010.09.035","article-title":"2-Azetidinone\u2014a new profile of various pharmacological activities","volume":"45","author":"Mehta","year":"2010","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0155","series-title":"Burger's Medicinal Chemistry: Drug Discovery and Development","first-page":"259","article-title":"\u03b2-lactam antibiotics","author":"Testero","year":"2010"},{"key":"10.1016\/j.bioorg.2026.109465_bb0160","series-title":"Ring Expansions of \u03b2-Lactams and \u03b2-(Thio)Lactones, Top. Heterocycl. Chem.","author":"Alcaide","year":"2015"},{"key":"10.1016\/j.bioorg.2026.109465_bb0165","doi-asserted-by":"crossref","first-page":"400","DOI":"10.1007\/s10593-018-2283-1","article-title":"Use of azetidine scaffolds in stereoselective transformations","volume":"54","author":"Luisi","year":"2018","journal-title":"Chem. Heterocycl. Compd."},{"key":"10.1016\/j.bioorg.2026.109465_bb0170","first-page":"1","article-title":"Asymmetric synthesis of \u03b2-lactams by the Staudinger reaction","author":"Landa","year":"2018","journal-title":"Org. React."},{"key":"10.1016\/j.bioorg.2026.109465_bb0175","doi-asserted-by":"crossref","first-page":"3280","DOI":"10.1002\/ejoc.201800605","article-title":"Facile conversion of \u03b1-acyloxy amides into 3-hydroxy-lactams","volume":"2018","author":"Koszelewski","year":"2018","journal-title":"Eur. J. Org. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0180","doi-asserted-by":"crossref","first-page":"421","DOI":"10.1016\/j.ejmech.2014.10.065","article-title":"A review on recent developments of indole-containing antiviral agents","volume":"89","author":"Zhang","year":"2015","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0185","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.antiviral.2008.12.015","article-title":"GSK983: a novel compound with broad-spectrum antiviral activity","volume":"82","author":"Harvey","year":"2009","journal-title":"Antivir. Res."},{"key":"10.1016\/j.bioorg.2026.109465_bb0190","doi-asserted-by":"crossref","first-page":"21","DOI":"10.1016\/j.ejmech.2014.01.020","article-title":"Tacrine-carbazole hybrids as multifunctional agents for Alzheimer's disease","volume":"75","author":"Thiratmatrakul","year":"2014","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0195","doi-asserted-by":"crossref","first-page":"728","DOI":"10.1002\/ptr.1738","article-title":"Anti-HIV-1 constituents from Clausena excavata: Part II","volume":"19","author":"Kongkathip","year":"2005","journal-title":"Phytother. Res."},{"key":"10.1016\/j.bioorg.2026.109465_bb0200","doi-asserted-by":"crossref","first-page":"9307","DOI":"10.3390\/molecules19079307","article-title":"N-alkyl carbazole derivatives as tools for Alzheimer's disease","volume":"19","author":"Saturnino","year":"2014","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2026.109465_bb0205","doi-asserted-by":"crossref","first-page":"49","DOI":"10.1016\/S0166-3542(00)00118-2","article-title":"Indolocarbazoles as potent inhibitors of pUL97","volume":"48","author":"Zimmermann","year":"2000","journal-title":"Antivir. Res."},{"key":"10.1016\/j.bioorg.2026.109465_bb0210","doi-asserted-by":"crossref","first-page":"751","DOI":"10.1016\/S0031-9422(97)00345-2","article-title":"Carbazole alkaloids from Murraya koenigii","volume":"46","author":"Chakrabarty","year":"1997","journal-title":"Phytochemistry"},{"key":"10.1016\/j.bioorg.2026.109465_bb0215","doi-asserted-by":"crossref","first-page":"4303","DOI":"10.1021\/cr020059j","article-title":"Isolation and synthesis of biologically active carbazole alkaloids","volume":"102","author":"Kn\u00f6lker","year":"2002","journal-title":"Chem. Rev."},{"issue":"19","key":"10.1016\/j.bioorg.2026.109465_bb0220","doi-asserted-by":"crossref","first-page":"6575","DOI":"10.3390\/molecules27196575","article-title":"Carbazole derivatives as potential antimicrobial agents","volume":"27","author":"Patil","year":"2022","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2026.109465_bb0225","first-page":"181","article-title":"Biological and pharmacological activities of carbazole alkaloids. Alkaloids","volume":"65","author":"Kn\u00f6lker","year":"2008","journal-title":"Chem. Biol."},{"issue":"102","key":"10.1016\/j.bioorg.2026.109465_bb0230","first-page":"1","article-title":"Synthesis of novel carbazole hydrazine-carbothioamide scaffold as potent antioxidant, anticancer and antimicrobial agents","volume":"18","author":"\u00c7apan","year":"2024","journal-title":"BMC Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0235","doi-asserted-by":"crossref","first-page":"347","DOI":"10.1016\/j.cbpa.2010.02.018","article-title":"Privileged scaffolds for library design and drug discovery","volume":"14","author":"Welsch","year":"2010","journal-title":"Curr. Opin. Chem. Biol."},{"key":"10.1016\/j.bioorg.2026.109465_bb0240","doi-asserted-by":"crossref","first-page":"630","DOI":"10.2174\/1389557515666150709111342","article-title":"Carbazole derivatives: a promising scenario for breast cancer treatment","volume":"16","author":"Caruso","year":"2016","journal-title":"Mini Rev. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0245","doi-asserted-by":"crossref","first-page":"609","DOI":"10.3109\/14756366.2011.603132","article-title":"Antiproliferative activity of 1,4-dimethylcarbazoles","volume":"27","author":"Caruso","year":"2012","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0250","doi-asserted-by":"crossref","first-page":"13496","DOI":"10.3390\/molecules200813496","article-title":"Recent developments and biological activities of N-substituted carbazole derivatives: a review","volume":"20","author":"Bashir","year":"2015","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2026.109465_bb0255","doi-asserted-by":"crossref","first-page":"263","DOI":"10.1016\/j.ejps.2016.09.039","article-title":"Multifaceted properties of 1, 4-dimethylcarbazoles: focus on trimethoxybenzamide and trimethoxyphenylurea derivatives as novel human topoisomerase II inhibitors","volume":"96","author":"Iacopetta","year":"2017","journal-title":"Eur. J. Pharm. Sci."},{"key":"10.1016\/j.bioorg.2026.109465_bb0260","doi-asserted-by":"crossref","first-page":"275","DOI":"10.1016\/j.ejmech.2015.11.004","article-title":"DPA-HBFQ-1 inhibits breast cancer cell growth and progression","volume":"107","author":"Rizza","year":"2016","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0265","doi-asserted-by":"crossref","first-page":"277","DOI":"10.1021\/ol702759b","article-title":"Chiral N-heterocyclic carbene catalyzed Staudinger reaction of ketenes with imines: highly enantioselective synthesis of N-Boc \u03b2-lactams","volume":"10","author":"Zhang","year":"2008","journal-title":"Org. Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0270","doi-asserted-by":"crossref","first-page":"629","DOI":"10.3906\/kim-1310-30","article-title":"Convenient synthesis of new polysubstituted isoindole-1,3-dione analogues","volume":"38","author":"Tan","year":"2014","journal-title":"Turk. J. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0275","doi-asserted-by":"crossref","first-page":"309","DOI":"10.1179\/2047773215Y.0000000030","article-title":"Antimicrobial resistance: a global multifaceted phenomenon","volume":"109","author":"Prestinaci","year":"2015","journal-title":"Pathog. Glob. Health"},{"key":"10.1016\/j.bioorg.2026.109465_bb0280","series-title":"Global Antimicrobial Resistance Surveillance System (GLASS): Meeting Report","author":"World Health Organization","year":"2016"},{"key":"10.1016\/j.bioorg.2026.109465_bb0285","doi-asserted-by":"crossref","first-page":"6989","DOI":"10.1016\/0040-4039(96)01571-7","article-title":"Microwave-assisted rapid synthesis of \u03b1-amino-\u03b2-lactams","volume":"37","author":"Bose","year":"1996","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0290","doi-asserted-by":"crossref","first-page":"213","DOI":"10.1016\/0040-4039(94)02225-Z","article-title":"Stereocontrol of \u03b2-lactam formation using microwave irradiation","volume":"36","author":"Bose","year":"1995","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0295","doi-asserted-by":"crossref","first-page":"4453","DOI":"10.1021\/jo000229x","article-title":"Thermally induced isomerization of cis-1,3,4-trisubstituted 2-azetidinones","volume":"65","author":"Alcaide","year":"2000","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0300","doi-asserted-by":"crossref","first-page":"2566","DOI":"10.1039\/b105748k","article-title":"Diazoketones as precursors in \u03b2-lactam synthesis: new insights into the mechanism of the photochemically induced Staudinger reaction","volume":"1","author":"Lindler","year":"2001","journal-title":"J. Chem. Soc. Perkin Trans."},{"key":"10.1016\/j.bioorg.2026.109465_bb0305","doi-asserted-by":"crossref","first-page":"8920","DOI":"10.1021\/jo015961q","article-title":"Synthesis of ferrocene-substituted 2-azetidinones","volume":"66","author":"Sierra","year":"2001","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0310","doi-asserted-by":"crossref","first-page":"131","DOI":"10.1055\/s-2002-19335","article-title":"Reversible diastereoselective photocyclization of phenylglyoxylamides of \u03b1-amino acid methyl esters to 3-hydroxy \u03b2-lactams","author":"Griesbeck","year":"2002","journal-title":"Synlett"},{"key":"10.1016\/j.bioorg.2026.109465_bb0315","doi-asserted-by":"crossref","first-page":"7811","DOI":"10.1016\/S0040-4020(00)00699-2","article-title":"Facile synthesis of 4-acylamino and 4-sulphonamido \u03b2-lactams","volume":"56","author":"Thiagarajan","year":"2000","journal-title":"Tetrahedron"},{"key":"10.1016\/j.bioorg.2026.109465_bb0320","doi-asserted-by":"crossref","first-page":"8555","DOI":"10.1016\/S0040-4020(00)00800-0","article-title":"Stereoselective synthesis of cis-bis-\u03b2-lactams linked with an ethylene bridge","volume":"56","author":"Karupaiyan","year":"2000","journal-title":"Tetrahedron"},{"key":"10.1016\/j.bioorg.2026.109465_bb0325","doi-asserted-by":"crossref","first-page":"2465","DOI":"10.1080\/00397910008087410","article-title":"Synthesis and GC\u2013EIMS analyses of optically pure 3-hydroxy-2-azetidinones having N-sulfonamide drug side chains","volume":"30","author":"Hassan","year":"2000","journal-title":"Synth. Commun."},{"key":"10.1016\/j.bioorg.2026.109465_bb0330","doi-asserted-by":"crossref","first-page":"1883","DOI":"10.1016\/S0040-4020(00)01169-8","article-title":"Synthesis of \u03b2-lactams and cyclo-\u03b2-dipeptides from \u03b2-amino acids: experimental observations and theoretical analysis","volume":"57","author":"Escalante","year":"2001","journal-title":"Tetrahedron"},{"key":"10.1016\/j.bioorg.2026.109465_bb0335","doi-asserted-by":"crossref","first-page":"3716","DOI":"10.1021\/jo991932s","article-title":"Tandem Ireland\u2013Claisen rearrangement\/ring-closing alkene metathesis in the construction of bicyclic \u03b2-lactam carboxylic esters","volume":"65","author":"Barrett","year":"2000","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0340","doi-asserted-by":"crossref","first-page":"3245","DOI":"10.1021\/ol006510f","article-title":"Synthesis of carbapenam skeletons using a ruthenium-catalyzed cyclization","volume":"2","author":"Mori","year":"2000","journal-title":"Org. Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0345","doi-asserted-by":"crossref","first-page":"4869","DOI":"10.1016\/S0040-4039(01)00870-X","article-title":"Construction of a carbapenam skeleton using palladium-catalyzed cyclization","volume":"42","author":"Kozawa","year":"2001","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0350","doi-asserted-by":"crossref","first-page":"6551","DOI":"10.1016\/S0040-4039(00)01126-6","article-title":"Unprecedented stereoselectivity in the Staudinger reaction with polycyclic aromatic imines","volume":"41","author":"Banik","year":"2000","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0355","doi-asserted-by":"crossref","first-page":"5943","DOI":"10.1016\/S0040-4039(00)00984-9","article-title":"New method for activation of aldimines in cycloaddition of lithium ynolates with N-2-methoxyphenyl imines leading to \u03b2-lactams","volume":"41","author":"Shindo","year":"2000","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0360","doi-asserted-by":"crossref","first-page":"3209","DOI":"10.1016\/S0040-4020(00)00196-4","article-title":"Preparation of (3S,4S)-1-benzhydryl-3-[(5R)-1\u2032-hydroxyethyl]-4-acyl-2-azetidinones from (2R,3R)-epoxybutyramide precursors","volume":"56","author":"Deng","year":"2000","journal-title":"Tetrahedron"},{"key":"10.1016\/j.bioorg.2026.109465_bb0365","doi-asserted-by":"crossref","first-page":"233","DOI":"10.1016\/S0040-4039(01)02108-6","article-title":"Synthesis of novel 4-(1-ethoxycarbonyl-methylidene)-azetidin-2-ones via a Lewis acid-catalyzed reaction of ethyl diazoacetate","volume":"43","author":"Cainelli","year":"2002","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0370","doi-asserted-by":"crossref","first-page":"3538","DOI":"10.1021\/jo015559b","article-title":"Entry to new conformationally constrained amino acids: first synthesis of 3-unsubstituted 4-alkyl-4-carboxy-2-azetidinone derivatives via an intramolecular n\u03b1\u2013c\u03b1 cyclization strategy","volume":"66","author":"Gerona-Navarro","year":"2001","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0375","doi-asserted-by":"crossref","first-page":"1612","DOI":"10.1021\/jo005715z","article-title":"Straightforward asymmetric entry to highly functionalized medium-sized rings fused to \u03b2-lactams via chemo- and stereocontrolled divergent radical cyclization of Baylis\u2013Hillman adducts derived from 4-oxoazetidine-2-carbaldehydes","volume":"66","author":"Alcaide","year":"2001","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0380","doi-asserted-by":"crossref","first-page":"1657","DOI":"10.1021\/ol0056628","article-title":"Synthesis of \u03b1-amino-\u03b1'-diazomethyl ketones via ring opening of substituted cyclopropanones with alkyl azides: a facile route to N-substituted 3-azetidinones","volume":"2","author":"Desai","year":"2000","journal-title":"Org. Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0385","doi-asserted-by":"crossref","first-page":"7205","DOI":"10.1016\/S0040-4020(01)00675-5","article-title":"[2+2] cycloaddition reactions of 1-benzyl-2,4-diphenyl-1,3-diazabuta-1,3-diene with chiral ketenes","volume":"57","author":"Abbiati","year":"2001","journal-title":"Tetrahedron"},{"key":"10.1016\/j.bioorg.2026.109465_bb0390","doi-asserted-by":"crossref","first-page":"3985","DOI":"10.1016\/S0040-4020(00)00298-2","article-title":"Regioselective epimerisation of cis-3-amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic \u03b2-lactams","volume":"56","author":"Ceric","year":"2000","journal-title":"Tetrahedron"},{"key":"10.1016\/j.bioorg.2026.109465_bb0395","doi-asserted-by":"crossref","first-page":"10347","DOI":"10.1016\/S0040-4039(00)01860-8","article-title":"Radical cyclisations of methylenecyclopropyl azetidinones: synthesis of novel tricyclic \u03b2-lactams","volume":"41","author":"Penfold","year":"2000","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0400","doi-asserted-by":"crossref","first-page":"11","DOI":"10.1007\/s00706-018-2306-8","article-title":"Methyl glycosides via Fischer glycosylation: translation from batch microwave to continuous flow processing","volume":"150","author":"Aronow","year":"2019","journal-title":"Monatsh. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0405","doi-asserted-by":"crossref","first-page":"10403","DOI":"10.1016\/0040-4020(95)00662-R","article-title":"Microwave assisted organic reactions","volume":"51","author":"Caddick","year":"1995","journal-title":"Tetrahedron"},{"key":"10.1016\/j.bioorg.2026.109465_bb0410","doi-asserted-by":"crossref","first-page":"6250","DOI":"10.1002\/anie.200400655","article-title":"Controlled microwave heating in modern organic synthesis","volume":"43","author":"Kappe","year":"2004","journal-title":"Angew. Chem. Int. Ed."},{"key":"10.1016\/j.bioorg.2026.109465_bb0415","doi-asserted-by":"crossref","first-page":"1088","DOI":"10.1002\/anie.201204103","article-title":"Microwave effects in organic synthesis: myth or reality?","volume":"52","author":"Kappe","year":"2013","journal-title":"Angew. Chem. Int. Ed."},{"key":"10.1016\/j.bioorg.2026.109465_bb0420","doi-asserted-by":"crossref","first-page":"9199","DOI":"10.1016\/S0040-4020(01)00905-X","article-title":"A tentative rationalization of microwave effects in organic synthesis according to the reaction medium and mechanistic considerations","volume":"57","author":"Perreux","year":"2001","journal-title":"Tetrahedron"},{"issue":"1","key":"10.1016\/j.bioorg.2026.109465_bb0425","doi-asserted-by":"crossref","first-page":"67","DOI":"10.1007\/BF03245817","article-title":"A convenient, rapid and eco-friendly synthesis of isoxazoline heterocyclic moiety containing bridge at 2-amine as potential pharmacological agent","volume":"5","author":"Desai","year":"2008","journal-title":"J. Iran. Chem. Soc."},{"issue":"38","key":"10.1016\/j.bioorg.2026.109465_bb0430","doi-asserted-by":"crossref","first-page":"10403","DOI":"10.1016\/0040-4020(95)00662-R","article-title":"Microwave assisted organic reactions","volume":"51","author":"Caddick","year":"1995","journal-title":"Tetrahedron"},{"issue":"4","key":"10.1016\/j.bioorg.2026.109465_bb0435","doi-asserted-by":"crossref","first-page":"629","DOI":"10.3906\/kim-1310-30","article-title":"Convenient synthesis of new polysubstituted isoindole-1, 3-dione analogues","volume":"38","author":"Tan","year":"2014","journal-title":"Turk. J. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0440","doi-asserted-by":"crossref","first-page":"213","DOI":"10.1016\/0040-4039(94)02225-Z","article-title":"Stereocontrol of \u03b2-lactam formation using microwave irradiation","volume":"36","author":"Bose","year":"1995","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.bioorg.2026.109465_bb0445","doi-asserted-by":"crossref","first-page":"6989","DOI":"10.1016\/0040-4039(96)01571-7","article-title":"Microwave-assisted rapid synthesis of \u03b1-amino-\u03b2-lactams","volume":"37","author":"Bose","year":"1996","journal-title":"Tetrahedron Lett."},{"issue":"3","key":"10.1016\/j.bioorg.2026.109465_bb0450","doi-asserted-by":"crossref","first-page":"492","DOI":"10.3390\/reactions5030026","article-title":"Synthesis of 2-Azetidinones via cycloaddition approaches: an update","volume":"5","author":"Cornedo","year":"2024","journal-title":"Reactions"},{"key":"10.1016\/j.bioorg.2026.109465_bb0455","doi-asserted-by":"crossref","DOI":"10.1016\/j.molstruc.2022.134185","article-title":"Phenyl substituted 3-chloro 2-azetidinones: design, green synthesis, antimicrobial activity, and molecular docking studies","volume":"1272","author":"Kusurkar","year":"2023","journal-title":"J. Mol. Struct."},{"key":"10.1016\/j.bioorg.2026.109465_bb0460","doi-asserted-by":"crossref","DOI":"10.1002\/cbdv.202500242","article-title":"Carbazole alkaloids as antimicrobial and Antibiofilm agents: a focus on plant-derived natural alkaloids","author":"Hussien","year":"2025","journal-title":"Chem. Biodivers."},{"key":"10.1016\/j.bioorg.2026.109465_bb0465","doi-asserted-by":"crossref","DOI":"10.1016\/j.ejmech.2023.115627","article-title":"Antimicrobial activity of natural and semi-synthetic carbazole alkaloids","volume":"259","author":"Ding","year":"2023","journal-title":"Eur. J. Med. Chem."},{"issue":"12","key":"10.1016\/j.bioorg.2026.109465_bb0470","doi-asserted-by":"crossref","DOI":"10.1002\/cbdv.202401775","article-title":"DFT, molecular docking, ADME, and cardiotoxicity studies of persuasive Thiazoles as potential inhibitors of the Main protease of SARS-CoV-2","volume":"21","author":"Khan","year":"2024","journal-title":"Chem. Biodivers."},{"key":"10.1016\/j.bioorg.2026.109465_bb0475","article-title":"An overview of conceptual-DFT based insights into global chemical reactivity of volatile sulfur compounds (VSCs)","volume":"29","author":"Bhatia","year":"2023","journal-title":"Comput. Toxicol."},{"issue":"18","key":"10.1016\/j.bioorg.2026.109465_bb0480","doi-asserted-by":"crossref","first-page":"6264","DOI":"10.1039\/D0SC07017C","article-title":"Conceptual density functional theory based electronic structure principles","volume":"12","author":"Chakraborty","year":"2021","journal-title":"Chem. Sci."},{"issue":"1","key":"10.1016\/j.bioorg.2026.109465_bb0485","doi-asserted-by":"crossref","first-page":"108","DOI":"10.1186\/s12982-024-00229-3","article-title":"A review of the current trends in computational approaches in drug design and metabolism","volume":"21","author":"Ouma","year":"2024","journal-title":"Discov. Public Health"},{"issue":"2","key":"10.1016\/j.bioorg.2026.109465_bb0490","doi-asserted-by":"crossref","first-page":"146","DOI":"10.2174\/157340911795677602","article-title":"Molecular docking: a powerful approach for structure-based drug discovery","volume":"7","author":"Meng","year":"2011","journal-title":"Curr. Comput. Aided Drug Des."},{"issue":"3","key":"10.1016\/j.bioorg.2026.109465_bb0495","doi-asserted-by":"crossref","first-page":"192","DOI":"10.1038\/nrd1032","article-title":"ADME in silico modelling: towards prediction paradise?","volume":"2","author":"Van De Waterbeemd","year":"2003","journal-title":"Nat. Rev. Drug Discov."},{"issue":"5","key":"10.1016\/j.bioorg.2026.109465_bb0500","doi-asserted-by":"crossref","first-page":"327","DOI":"10.2133\/dmpk.19.327","article-title":"In silico approaches for predicting ADME properties of drugs","volume":"19","author":"Yamashita","year":"2004","journal-title":"Drug Metab. Pharmacokinet."},{"issue":"7","key":"10.1016\/j.bioorg.2026.109465_bb0505","doi-asserted-by":"crossref","first-page":"352","DOI":"10.1080\/00498254.2023.2245049","article-title":"In silico ADME\/tox comes of age: twenty years later","volume":"54","author":"Ekins","year":"2024","journal-title":"Xenobiotica"},{"key":"10.1016\/j.bioorg.2026.109465_bb0510","doi-asserted-by":"crossref","DOI":"10.1016\/j.molstruc.2021.130016","article-title":"Design, synthesis, molecular docking and biological activity studies of novel coumarino-azetidinones","volume":"1231","author":"Kumbar","year":"2021","journal-title":"J. Mol. Struct."},{"key":"10.1016\/j.bioorg.2026.109465_bb0515","doi-asserted-by":"crossref","DOI":"10.3390\/ijms232012685","article-title":"Cheminformatics study on structural and bactericidal activity of latest generation \u03b2-lactams on widespread pathogens","volume":"23","author":"Gherman","year":"2022","journal-title":"Int. J. Mol. Sci."},{"key":"10.1016\/j.bioorg.2026.109465_bb0520","doi-asserted-by":"crossref","first-page":"573","DOI":"10.1002\/mrc.5444","article-title":"DFT investigation of coupling constant anomalies in substituted \u03b2-lactams","volume":"62","author":"Crull","year":"2024","journal-title":"Magn. Reson. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0525","doi-asserted-by":"crossref","DOI":"10.1016\/j.molstruc.2020.127891","article-title":"Synthesis, DFT calculations, biological investigation, molecular docking studies of \u03b2-lactam derivatives","volume":"1208","author":"Mermer","year":"2020","journal-title":"J. Mol. Struct."},{"key":"10.1016\/j.bioorg.2026.109465_bb0530","doi-asserted-by":"crossref","DOI":"10.1016\/j.molstruc.2021.130092","article-title":"Synthesis of novel \u03b2-lactams: antioxidant activity, acetylcholinesterase inhibition and computational studies","volume":"1233","author":"Fahim","year":"2021","journal-title":"J. Mol. Struct."},{"key":"10.1016\/j.bioorg.2026.109465_bb0535","doi-asserted-by":"crossref","first-page":"196","DOI":"10.1007\/s42452-024-05783-8","article-title":"In silico analysis on binding action of beta-lactam drugs against TEM and SHV class a beta-lactamases from Klebsiella pneumoniae","volume":"6","author":"Akinola","year":"2024","journal-title":"Discov. Appl. Sci."},{"key":"10.1016\/j.bioorg.2026.109465_bb0540","doi-asserted-by":"crossref","first-page":"1183","DOI":"10.3390\/ph17091183","article-title":"Pharmacophore-based study: an in silico perspective for the identification of potential New Delhi metallo-\u03b2-lactamase-1 (NDM-1) inhibitors","volume":"17","author":"Alkhatabi","year":"2024","journal-title":"Pharmaceuticals"},{"key":"10.1016\/j.bioorg.2026.109465_bb0545","doi-asserted-by":"crossref","DOI":"10.1016\/j.jksus.2024.103290","article-title":"Molecular modeling and simulation-based identification of inhibitors against New Delhi metallo-lactamase 1: implications for bacterial antibiotic resistance","volume":"36","author":"Haque","year":"2024","journal-title":"J. King Saud Univ. - Sci."},{"key":"10.1016\/j.bioorg.2026.109465_bb0550","doi-asserted-by":"crossref","first-page":"5631","DOI":"10.1080\/07391102.2023.2227724","article-title":"Structure-based virtual screening, molecular docking, and molecular dynamics simulation approaches for identification of new potential inhibitors of class a \u03b2-lactamase enzymes","volume":"42","author":"Dehkordi","year":"2024","journal-title":"J. Biomol. Struct. Dyn."},{"key":"10.1016\/j.bioorg.2026.109465_bb0555","doi-asserted-by":"crossref","DOI":"10.1016\/j.imu.2023.101186","article-title":"In silico study of inhibition effects of phytocompounds from four medicinal plants against the Staphylococcus aureus \u03b2-lactamase","volume":"37","author":"Etminani","year":"2023","journal-title":"Inform. Med. Unlocked"},{"key":"10.1016\/j.bioorg.2026.109465_bb0560","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1016\/S0169-409X(96)00423-1","article-title":"Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings","volume":"23","author":"Lipinski","year":"1997","journal-title":"Adv. Drug Deliv. Rev."},{"key":"10.1016\/j.bioorg.2026.109465_bb0565","doi-asserted-by":"crossref","first-page":"2615","DOI":"10.1021\/jm020017n","article-title":"Molecular properties that influence the oral bioavailability of drug candidates","volume":"45","author":"Veber","year":"2002","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0570","doi-asserted-by":"crossref","DOI":"10.1038\/srep42717","article-title":"SwissADME: a free web tool to evaluate pharmacokinetics, drug-likeness and medicinal chemistry friendliness of small molecules","volume":"7","author":"Daina","year":"2017","journal-title":"Sci. Rep."},{"key":"10.1016\/j.bioorg.2026.109465_bb0575","doi-asserted-by":"crossref","first-page":"257","DOI":"10.1093\/nar\/gky318","article-title":"ProTox-II: a webserver for the prediction of toxicity of chemicals","volume":"46","author":"Banerjee","year":"2018","journal-title":"Nucleic Acids Res."},{"key":"10.1016\/j.bioorg.2026.109465_bb0580","doi-asserted-by":"crossref","first-page":"293","DOI":"10.1080\/17518253.2010.483601","article-title":"Eco-friendly synthesis of 2-azetidinone analogs of isonicotinic acid hydrazide","volume":"3","author":"Thomas","year":"2010","journal-title":"Green Chem. Lett. Rev."},{"key":"10.1016\/j.bioorg.2026.109465_bb0585","doi-asserted-by":"crossref","DOI":"10.1016\/j.comptc.2020.112712","article-title":"Charge transfer and nonlinear optical properties of anthraquinone D-\u03c0-a dyes in relation with the DFT-based molecular descriptors and perturbational potential","volume":"1174","author":"Ayare","year":"2020","journal-title":"Comput. Theor. Chem."},{"key":"10.1016\/j.bioorg.2026.109465_bb0590","doi-asserted-by":"crossref","first-page":"579","DOI":"10.1134\/S1990793122040030","article-title":"A B3LYP\/DFT study on the structure\u2013activity relationship for benzimidazole derivatives in water solution","volume":"16","author":"Al-Sawaff","year":"2022","journal-title":"Russ. J. Phys. Chem. B"},{"key":"10.1016\/j.bioorg.2026.109465_bb0595","doi-asserted-by":"crossref","first-page":"30778","DOI":"10.1039\/D1RA06134H","article-title":"Synthesis, FT-IR, structural, thermochemical, electronic absorption spectral and NLO analysis of MFCTP: A DFT\/TD-DFT study","volume":"11","author":"Halim","year":"2021","journal-title":"RSC Adv."},{"key":"10.1016\/j.bioorg.2026.109465_bb0600","doi-asserted-by":"crossref","first-page":"85","DOI":"10.1016\/j.cplett.2015.04.005","article-title":"Contribution of reactivity indexes in the formation of \u03b2-lactams through [2+ 2] cycloaddition between substituted ketenes and imines","volume":"628","author":"Sharma","year":"2015","journal-title":"Chem. Phys. Lett."},{"issue":"2","key":"10.1016\/j.bioorg.2026.109465_bb0605","doi-asserted-by":"crossref","DOI":"10.1002\/open.202100273","article-title":"Studies of new 2, 7-Carbazole (CB) based donor-acceptor-donor (D-A-D) monomers as possible Electron donors in polymer solar cells by DFT and TD-DFT methods","volume":"11","author":"Babu","year":"2022","journal-title":"ChemistryOpen"},{"key":"10.1016\/j.bioorg.2026.109465_bb0610","doi-asserted-by":"crossref","DOI":"10.1016\/j.saa.2020.118724","article-title":"Carbazole derivatives containing chalcone analogues targeting topoisomerase II inhibition: first principles characterization and QSAR modelling","volume":"242","author":"Ghamri","year":"2020","journal-title":"Spectrochim. Acta-A:Mol. Biomol."},{"key":"10.1016\/j.bioorg.2026.109465_bb0615","doi-asserted-by":"crossref","first-page":"1234","DOI":"10.1038\/s41598-024-81633-2","article-title":"Spectroscopic, quantum chemical, and topological calculations of the phenylephrine molecule using density functional theory","volume":"15","author":"Khadka","year":"2025","journal-title":"Sci. Rep."}],"container-title":["Bioorganic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206826000015?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206826000015?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2026,1,17]],"date-time":"2026-01-17T13:46:31Z","timestamp":1768657591000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0045206826000015"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,2]]},"references-count":123,"alternative-id":["S0045206826000015"],"URL":"https:\/\/doi.org\/10.1016\/j.bioorg.2026.109465","relation":{},"ISSN":["0045-2068"],"issn-type":[{"value":"0045-2068","type":"print"}],"subject":[],"published":{"date-parts":[[2026,2]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Structure\u2013activity and structure\u2013property relationships in CARBAZOLE-based AZETIDIN-2-one: Synthesis, antimicrobial evaluation, DFT, docking, ADME, and toxicity studies","name":"articletitle","label":"Article Title"},{"value":"Bioorganic Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bioorg.2026.109465","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2026 Elsevier Inc. All rights are reserved, including those for text and data mining, AI training, and similar technologies.","name":"copyright","label":"Copyright"}],"article-number":"109465"}}