{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,28]],"date-time":"2026-10-28T07:35:19Z","timestamp":1793172919145,"version":"4.5.0"},"reference-count":58,"publisher":"Wiley","issue":"10","license":[{"start":{"date-parts":[[2026,10,9]],"date-time":"2026-10-09T00:00:00Z","timestamp":1791504000000},"content-version":"vor","delay-in-days":8,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"},{"start":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T00:00:00Z","timestamp":1790812800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry &amp;amp; Biodiversity"],"published-print":{"date-parts":[[2026,10]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    Combining two pharmacophores into one molecule with multiple applications presents interest in the field of medicinal chemistry. Benzo[\n                    <jats:italic>b<\/jats:italic>\n                    ]thiophenes are among privileged scaffolds due to their wide biological activities, whereas oxadiazoles are versatile linkers with pharmacological potential. Thus, this article focused on the synthesis of novel\u00a0benzo[\n                    <jats:italic>b<\/jats:italic>\n                    ]thiophene\u2010linked bis\u2010oxadiazoles and the exploration of their anticancer potential. The structural elucidation of the prepared oxadiazole compounds was established by\u00a0\n                    <jats:sup>1<\/jats:sup>\n                    H NMR,\u00a0\n                    <jats:sup>13<\/jats:sup>\n                    C NMR, and HRMS spectroscopic analysis. The in vitro anticancer activity effect on the human colorectal (HT\u201029, HCT\u2010116 and Caco\u20102) and breast (MDA\u2010MB\u2010231) cancer cell lines was assessed for each synthesized compound. It was revealed that compounds\u00a0\n                    <jats:bold>7b<\/jats:bold>\n                    and\n                    <jats:bold>7g<\/jats:bold>\n                    \u00a0showed well\u2010established anticancer affinities on HT\u201029 and Caco\u20102 cell lines with inhibitory concentrations of 6.2 \u00b1 0.67 and 8.1 \u00b1 0.89\u00a0\u00b5g\/mL in comparison to the reference drug etoposide (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a07.5 \u00b1 1.04 and 9.5 \u00b1 1.01\u00a0\u00b5g\/mL). Notably, compound\u00a0\n                    <jats:bold>7i<\/jats:bold>\n                    displayed the highest antiproliferative activity among the tested compounds, with selectivity towards the MDA\u2010MB\u2010231, IC\n                    <jats:sub>50<\/jats:sub>\n                    9.5 \u00b1 0.38\u00a0\u00b5g\/mL, with respect to Etoposide (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a08.4 \u00b1 0.91\u00a0\u00b5g\/mL). Ligand\n                    <jats:bold>7i<\/jats:bold>\n                    showed the best docking score (\u22129.92\u00a0kcal*mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    ), followed by ligand\n                    <jats:bold>7<\/jats:bold>\n                    \u00a0\n                    <jats:bold>g<\/jats:bold>\n                    (\u221210.68\u00a0kcal*mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    ), with favorable H\u2010bonding residues GlnA:64, AsnA:103, GlnA:112 and SerA:111 within the colorectal active site (PDB code: 2HQ6). DFT analyses elucidated electronic properties, including geometry optimization, frontier molecular orbitals, and E\n                    <jats:sub>HOMO<\/jats:sub>\n                    \u2013E\n                    <jats:sub>LUMO<\/jats:sub>\n                    (0.12766\u20130.15523\u00a0eV), correlating with observed bioactivity. The theoretical predictions by DFT and in silico docking and ADMET\u2010physicochemical properties were well supported by the experimental studies and revealed strong anticancer activity. Collectively, these findings highlight the benzo[\n                    <jats:italic>b<\/jats:italic>\n                    ]thiophene scaffold as a highly promising candidate for the development of new anticancer inhibitors, warranting further investigation.\n                  <\/jats:p>","DOI":"10.1002\/cbdv.71782","type":"journal-article","created":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T06:13:58Z","timestamp":1791612838000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Development of Benzothiophene\u2013Bearing Bis\u2013oxadiazole Derivatives for Potential Anticancer Targets: Evaluation of DFT, ADME\u2013Tox, and In Silico Docking"],"prefix":"10.1002","volume":"23","author":[{"ORCID":"https:\/\/orcid.org\/0009-0009-7077-5868","authenticated-orcid":false,"given":"Nagaraju","family":"Madala","sequence":"first","affiliation":[{"name":"Centre For Chemical Sciences and Technology, University College of Engineering Science and Technology Hyderabad Jawaharlal Nehru Technological University Hyderabad  Hyderabad Telangana India"},{"name":"Medicinal Chemistry Division, VSN LABS IDA Cherlapally, Phase\u2010V  Hyderabad Telangana India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vishal","family":"Sharma","sequence":"additional","affiliation":[{"name":"Discovery Chemistry Division Jubilant Biosys Ltd  Knowledge Park II, Greater Noida Uttar Pradesh India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Srilalitha","family":"Vinnakota","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science and Technology ICFAI Foundation for Higher Education  Hyderabad Telangana India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,10,9]]},"reference":[{"key":"e_1_2_10_2_1","doi-asserted-by":"publisher","DOI":"10.1146\/annurev\u2010publhealth\u2010031912\u2010114350"},{"key":"e_1_2_10_3_1","doi-asserted-by":"publisher","DOI":"10.3322\/caac.21443"},{"key":"e_1_2_10_4_1","doi-asserted-by":"publisher","DOI":"10.3322\/caac.21834"},{"key":"e_1_2_10_5_1","doi-asserted-by":"publisher","DOI":"10.3322\/caac.21660"},{"key":"e_1_2_10_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jconrel.2019.11.016"},{"key":"e_1_2_10_7_1","doi-asserted-by":"publisher","DOI":"10.1259\/bjr.20211033"},{"key":"e_1_2_10_8_1","doi-asserted-by":"publisher","DOI":"10.1158\/1055\u20109965.EPI\u201020\u20101193"},{"key":"e_1_2_10_9_1","doi-asserted-by":"publisher","DOI":"10.4331\/wjbc.v6.i3.231"},{"key":"e_1_2_10_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2022.106286"},{"key":"e_1_2_10_11_1","first-page":"89","article-title":"Epidemiology of Colorectal Cancer: Incidence, Mortality, Survival, and Risk Factors","volume":"14","author":"Rawla P.","year":"2019","journal-title":"Prz Gastroenterol"},{"key":"e_1_2_10_12_1","doi-asserted-by":"publisher","DOI":"10.3390\/ijms26031313"},{"key":"e_1_2_10_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.isci.2020.101467"},{"key":"e_1_2_10_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.202200638"},{"key":"e_1_2_10_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2025.117935"},{"key":"e_1_2_10_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2025.144292"},{"key":"e_1_2_10_17_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11030\u2010022\u201010536\u2010z"},{"key":"e_1_2_10_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2021.132216"},{"key":"e_1_2_10_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/slct.202505667"},{"key":"e_1_2_10_20_1","doi-asserted-by":"publisher","DOI":"10.1080\/14756366.2021.1900162"},{"key":"e_1_2_10_21_1","doi-asserted-by":"publisher","DOI":"10.3389\/fchem.2022.943062"},{"key":"e_1_2_10_22_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2021.116330"},{"key":"e_1_2_10_23_1","article-title":"Novel 2\u2010(Diphenylmethylidene) malonic Acid Derivatives as Anti\u2010HIV Agents: Molecular Modeling, Synthesis and Biological Evaluation","volume":"21","author":"Lotfaliei M.","year":"2022","journal-title":"Iranian Journal of Pharmaceutical Research"},{"key":"e_1_2_10_24_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11030\u2010021\u201010375\u20104"},{"key":"e_1_2_10_25_1","doi-asserted-by":"publisher","DOI":"10.59761\/RCR5109"},{"key":"e_1_2_10_26_1","first-page":"120","article-title":"Pharmacological Significance of Synthetic Heterocycles Scaffold: A Review","volume":"5","author":"Dua R.","year":"2011","journal-title":"Advances in Biological Regulation"},{"key":"e_1_2_10_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2026.118890"},{"key":"e_1_2_10_28_1","doi-asserted-by":"publisher","DOI":"10.1039\/c3md00130j"},{"key":"e_1_2_10_29_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2024.140251"},{"key":"e_1_2_10_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/jlb.55.4.443"},{"key":"e_1_2_10_31_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1096\u20107192(02)00001\u2010X"},{"key":"e_1_2_10_32_1","first-page":"2553","article-title":"Inhibition of Urokinase by 4\u2010Substituted Benzothiophene\u20102\u2010Carboxamidines: An Important New Class of Selective Synthetic Urokinase Inhibitor","volume":"53","author":"Towle M. J.","year":"1993","journal-title":"Cancer Research"},{"key":"e_1_2_10_33_1","doi-asserted-by":"publisher","DOI":"10.2478\/v10007\u2010007\u20100041\u20105"},{"key":"e_1_2_10_34_1","first-page":"1460","article-title":"A New Cognition","volume":"18","author":"Ono S.","year":"1995","journal-title":"Biological & pharmaceutical bulletin"},{"key":"e_1_2_10_35_1","doi-asserted-by":"publisher","DOI":"10.1124\/dmd.31.11.1352"},{"key":"e_1_2_10_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.3c07776"},{"key":"e_1_2_10_37_1","doi-asserted-by":"publisher","DOI":"10.1002\/jccs.70025"},{"key":"e_1_2_10_38_1","doi-asserted-by":"publisher","DOI":"10.1002\/jhet.4700"},{"key":"e_1_2_10_39_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmcr.2024.100150"},{"key":"e_1_2_10_40_1","doi-asserted-by":"publisher","DOI":"10.1002\/slct.202304020"},{"key":"e_1_2_10_41_1","doi-asserted-by":"publisher","DOI":"10.1002\/jhet.4398"},{"key":"e_1_2_10_42_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmcr.2022.100058"},{"key":"e_1_2_10_43_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41586\u2010023\u201005905\u2010z"},{"key":"e_1_2_10_44_1","doi-asserted-by":"publisher","DOI":"10.1134\/S1068162023030111"},{"key":"e_1_2_10_45_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.202200681"},{"key":"e_1_2_10_46_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2016.12.016"},{"key":"e_1_2_10_47_1","doi-asserted-by":"publisher","DOI":"10.1080\/07391102.2020.1846621"},{"key":"e_1_2_10_48_1","first-page":"335","article-title":"Combination Therapy of Eurycomanone and Doxorubicin as Anticancer on T47D and MCF\u20107 Cell Lines","volume":"11","author":"Yusuf H.","year":"2020","journal-title":"Systematic Reviews in Pharmacy"},{"key":"e_1_2_10_49_1","article-title":"An Observational Analysis of the Trope \u201ca p\u2010Value of <0.05 was Considered Statistically Significant\u201d and Other cut\u2010and\u2010Paste Statistical Methods","volume":"17","author":"White N. M.","year":"2022","journal-title":"Public Library of Science ONE"},{"key":"e_1_2_10_50_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pbio.1000439"},{"key":"e_1_2_10_51_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2026.146460"},{"key":"e_1_2_10_52_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jctc.3c00127"},{"key":"e_1_2_10_53_1","volume-title":"Gaussian 09","author":"Frisch M. J.","year":"2009"},{"key":"e_1_2_10_54_1","doi-asserted-by":"publisher","DOI":"10.1038\/nrd1032"},{"key":"e_1_2_10_55_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkab255"},{"key":"e_1_2_10_56_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkae298"},{"key":"e_1_2_10_57_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm020017n"},{"key":"e_1_2_10_58_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0169\u2010409X(00)00129\u20100"},{"key":"e_1_2_10_59_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gky318"}],"container-title":["Chemistry &amp; Biodiversity"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbdv.71782","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/cbdv.71782","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbdv.71782","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,28]],"date-time":"2026-10-28T06:55:38Z","timestamp":1793170538000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/cbdv.71782"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,10]]},"references-count":58,"journal-issue":{"issue":"10","published-print":{"date-parts":[[2026,10]]}},"alternative-id":["10.1002\/cbdv.71782"],"URL":"https:\/\/doi.org\/10.1002\/cbdv.71782","archive":["Portico"],"relation":{},"ISSN":["1612-1872","1612-1880"],"issn-type":[{"value":"1612-1872","type":"print"},{"value":"1612-1880","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,10]]},"assertion":[{"value":"2026-02-13","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-21","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-10-09","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e71782"}}