{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,22]],"date-time":"2026-10-22T12:56:32Z","timestamp":1792673792621,"version":"4.5.0"},"reference-count":82,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2024,12,1]],"date-time":"2024-12-01T00:00:00Z","timestamp":1733011200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2024,12,1]],"date-time":"2024-12-01T00:00:00Z","timestamp":1733011200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2024,12,1]],"date-time":"2024-12-01T00:00:00Z","timestamp":1733011200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2024,12,1]],"date-time":"2024-12-01T00:00:00Z","timestamp":1733011200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2024,12,1]],"date-time":"2024-12-01T00:00:00Z","timestamp":1733011200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2024,12,1]],"date-time":"2024-12-01T00:00:00Z","timestamp":1733011200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2024,12,1]],"date-time":"2024-12-01T00:00:00Z","timestamp":1733011200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"funder":[{"DOI":"10.13039\/501100020600","name":"Kirklareli \u00dcniversitesi","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100020600","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100018347","name":"K\u0131rklareli University","doi-asserted-by":"publisher","award":["KLUBAP 122"],"award-info":[{"award-number":["KLUBAP 122"]}],"id":[{"id":"10.13039\/100018347","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic Chemistry"],"published-print":{"date-parts":[[2024,12]]},"DOI":"10.1016\/j.bioorg.2024.107756","type":"journal-article","created":{"date-parts":[[2024,8,29]],"date-time":"2024-08-29T01:47:22Z","timestamp":1724896042000},"page":"107756","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":4,"special_numbering":"C","title":["1,3-Naphthoxazine derivatives: Synthesis, in silico pharmacokinetic studies, antioxidant and photoprotective properties"],"prefix":"10.1016","volume":"153","author":[{"given":"Emel","family":"Pelit","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aliye","family":"Gediz Erturk","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Melek","family":"Gul","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"issue":"6","key":"10.1016\/j.bioorg.2024.107756_b0005","doi-asserted-by":"crossref","first-page":"3083","DOI":"10.1021\/cr100233r","article-title":"Chemistry and Biology of Multicomponent Reactions","volume":"112","author":"D\u00f6mling","year":"2012","journal-title":"Chem. Rev."},{"issue":"3","key":"10.1016\/j.bioorg.2024.107756_b0010","doi-asserted-by":"crossref","first-page":"1475","DOI":"10.1021\/jacs.2c11071","article-title":"Construction of Covalent Organic Frameworks via Multicomponent Reactions","volume":"145","author":"Guan","year":"2023","journal-title":"J. Am. Chem. Soc.."},{"key":"10.1016\/j.bioorg.2024.107756_b0015","doi-asserted-by":"crossref","first-page":"505","DOI":"10.3390\/molecules25030505","article-title":"Synthesis of Biologically Active Molecules through Multicomponent Reactions","volume":"25","author":"Insuasty","year":"2020","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2024.107756_b0020","doi-asserted-by":"crossref","DOI":"10.1016\/j.ultsonch.2021.105704","article-title":"Greener organic synthetic methods: Sonochemistry and heterogeneous catalysis promoted multicomponent reactions","volume":"78","author":"Machado","year":"2021","journal-title":"Ultrason. Sonochem."},{"issue":"4","key":"10.1016\/j.bioorg.2024.107756_b0025","doi-asserted-by":"crossref","first-page":"376","DOI":"10.1021\/acsmedchemlett.3c00012","article-title":"Accelerating Drug Discovery: Synthesis of Complex Chemotypes via Multicomponent Reactions","volume":"14","author":"Buskes","year":"2023","journal-title":"ACS Med. Chem. Lett."},{"key":"10.1016\/j.bioorg.2024.107756_b0030","doi-asserted-by":"crossref","first-page":"18467","DOI":"10.1039\/C9RA02813G","article-title":"Recent advances in the synthesis and synthetic applications of Betti base (aminoalkylnaphthol) and bis-Betti base derivatives","volume":"9","author":"Olyae","year":"2019","journal-title":"RSC Adv."},{"key":"10.1016\/j.bioorg.2024.107756_b0035","doi-asserted-by":"crossref","first-page":"1211","DOI":"10.1007\/s11030-020-10076-4","article-title":"Recent development in the synthesis of heterocycles by 2-naphthol-based multicomponent reactions","volume":"25","author":"Chaudhary","year":"2021","journal-title":"Mol. Divers."},{"key":"10.1016\/j.bioorg.2024.107756_b0040","doi-asserted-by":"crossref","first-page":"e202301456","DOI":"10.1002\/slct.202301456","article-title":"1,3-Oxazine as a Promising Scaffold for the Development of Biologically Active Lead Molecules","author":"Gupta","year":"2023","journal-title":"ChemistrySelect 8"},{"key":"10.1016\/j.bioorg.2024.107756_b0045","doi-asserted-by":"crossref","first-page":"16","DOI":"10.1111\/cbdd.13633","article-title":"Medicinal chemistry of oxazines as promising agents in drug discovery","volume":"95","author":"Zinad","year":"2020","journal-title":"Chem. Biol. Drug Des."},{"key":"10.1016\/j.bioorg.2024.107756_b0050","article-title":"Namratha Vaddiraju, Design, synthesis of benzimidazole tethered 3,4-dihydro-2H-benzo[e][1,3] oxazines as anticancer agents","author":"Gali","year":"2023","journal-title":"Mol. Divers."},{"issue":"8","key":"10.1016\/j.bioorg.2024.107756_b0055","doi-asserted-by":"crossref","first-page":"6944","DOI":"10.1021\/acsomega.1c06637","article-title":"Gold(I)-Catalyzed Synthesis of 4H-Benzo[d][1,3]oxazines and Biological Evaluation of Activity in Breast Cancer Cells","volume":"7","author":"Segura-Quezada","year":"2022","journal-title":"ACS Omega"},{"key":"10.1016\/j.bioorg.2024.107756_b0060","doi-asserted-by":"crossref","unstructured":"R. Gawali, J. Trivedi, S. Bhansali, R. Bhosale, D. Sarkar, D. Mitra, Design, synthesis, docking studies and biological screening of 2- thiazolyl substituted -2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazines as potent HIV-1 reverse transcriptase inhibitors, Eur. J. Med. Chem. 157 (2018) 310e319, https:\/\/doi.org\/10.1016\/j.ejmech.2018.07.067.","DOI":"10.1016\/j.ejmech.2018.07.067"},{"key":"10.1016\/j.bioorg.2024.107756_b0065","doi-asserted-by":"crossref","unstructured":"S. Khabnadideh, A. Solhjoo, R. Heidari, L. Amiri Zirtol, A. Sakhteman, Z. Rezaei, E. Babaei, S. Rahimi and L. Emami, Efcient synthesis of1,3-naphtoxazine derivatives using reusable magnetic catalyst (GO-Fe3O4\u2013Ti(IV)): anticonvulsant evaluation andcomputational studies, BMC Chem. 16 (2022) 44, https:\/\/doi.org\/10.1186\/s13065-022-00836-8.","DOI":"10.1186\/s13065-022-00836-8"},{"key":"10.1016\/j.bioorg.2024.107756_b0070","doi-asserted-by":"crossref","first-page":"3394","DOI":"10.1002\/jhet.4059","article-title":"An efficient green synthesis and antibacterial activity of 1,3-benzoxazine and 1,3-naphthoxazine using NaCl.SiO2 as solid catalyst in neat condition","volume":"57","author":"Imchen","year":"2020","journal-title":"J. Heterocycl. Chem."},{"key":"10.1016\/j.bioorg.2024.107756_b0075","doi-asserted-by":"crossref","first-page":"277","DOI":"10.1134\/S1070427222020070","article-title":"Synthesis and Antimicrobial Activity of 3-Substituted 8-Propenylbenzo[e][1,3]oxazines","volume":"95","author":"Mehdiyeva","year":"2022","journal-title":"Russ. J. Appl. Chem."},{"key":"10.1016\/j.bioorg.2024.107756_b0080","doi-asserted-by":"crossref","first-page":"195","DOI":"10.1016\/j.ejmech.2012.08.018","article-title":"Synthesis, antimicrobial and cytotoxicity study of 1,3-disubstituted-1H-naphtho [1,2-e][1,3]oxazines","volume":"56","author":"Verma","year":"2012","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2024.107756_b0085","doi-asserted-by":"crossref","first-page":"1333","DOI":"10.3390\/molecules26051333","article-title":"Coumarin Annulated Ferrocenyl 1,3-Oxazine Derivatives Possessing In Vitro Antimalarial and Antitrypanosomal Potency","volume":"26","author":"Swart","year":"2021","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2024.107756_b0090","doi-asserted-by":"crossref","first-page":"e202300015","DOI":"10.1002\/cmdc.202300015","article-title":"Synthesis and Anti-Mycobacterium tuberculosis Activity of Imidazo[2,1-b][1,3]oxazine Derivatives against Multidrug Resistant Strains","volume":"18","author":"Fernandes","year":"2023","journal-title":"ChemMedChem"},{"key":"10.1016\/j.bioorg.2024.107756_b0095","doi-asserted-by":"crossref","first-page":"229","DOI":"10.1007\/s00044-019-02477-4","article-title":"Synthesis, anti-inflammatory evaluation and in silico studies of naphtho[1,2-e][1,3]oxazine derivatives as potential non-steroidal anti-inflammatory agents","volume":"29","author":"Chanu","year":"2020","journal-title":"Med. Chem. Res."},{"key":"10.1016\/j.bioorg.2024.107756_b0100","doi-asserted-by":"crossref","first-page":"393","DOI":"10.1016\/S0014-4886(03)00353-4","article-title":"Neuroprotective Effects of the Novel D3\/D2 Receptor Agonist and Antiparkinson Agent, S32504, in vitro Against 1-methyl-4- phenylpyridinium (MPP+) and in vivo Against 1-methyl-4-phenyl1,2,3,6-tetrahydropyridine (MPTP): A Comparison to Ropinirole","volume":"184","author":"Joyce","year":"2003","journal-title":"Exp. Neurol."},{"key":"10.1016\/j.bioorg.2024.107756_b0105","doi-asserted-by":"crossref","unstructured":"J. Hobley and F. Wilkinson, Photochromism of naphthoxazine-spiro-indolines by direct excitation and following sensitisation by triplet-energy donors, J. Chem. Soc., Faraday Trans. 92 (8) (1996) 92(8):1323- 1330, https:\/\/doi.org\/10.1039\/FT9969201323.","DOI":"10.1039\/ft9969201323"},{"key":"10.1016\/j.bioorg.2024.107756_b0110","doi-asserted-by":"crossref","first-page":"1346","DOI":"10.1039\/c1pp05067b","article-title":"Photochromic and photophysical properties of new benzo- and naphtho[1,3]oxazine switches","volume":"10","author":"Prostota","year":"2011","journal-title":"Photochem. Photobiol. Sci."},{"key":"10.1016\/j.bioorg.2024.107756_b0115","doi-asserted-by":"crossref","first-page":"8799","DOI":"10.1039\/C8CC03094D","article-title":"Fluorescence activation with switchable oxazines","volume":"58","author":"Zhang","year":"2018","journal-title":"Chem. Commun."},{"key":"10.1016\/j.bioorg.2024.107756_b0120","doi-asserted-by":"crossref","DOI":"10.1016\/j.dyepig.2021.109445","article-title":"Recent progress in multi-stimulable photochromic oxazines with their wide-ranging applications","volume":"192","author":"Gulati","year":"2021","journal-title":"Dyes and Pigm."},{"key":"10.1016\/j.bioorg.2024.107756_b0125","doi-asserted-by":"crossref","unstructured":"P. Beaujean, F. Bondu, A. Plaquet, \u0301 J. Garcia-Amoros, J. Cusido, F.M. Raymo, F. Castet, V. Rodriguez, and B. Champagn, J, Oxazines: A New Class of Second-Order Nonlinear Optical Switches, Am. Chem. Soc. 138 (2016) 5052\u22125062, https:\/\/doi.org\/10.1021\/jacs.5b13243.","DOI":"10.1021\/jacs.5b13243"},{"key":"10.1016\/j.bioorg.2024.107756_b0130","doi-asserted-by":"crossref","first-page":"1852","DOI":"10.1002\/cphc.201600141","article-title":"Tuning the Activation Wavelength of Photochromic Oxazines Subramani Swaminathan","volume":"17","author":"Garcia-Amor\u00fbs","year":"2016","journal-title":"ChemPhysChem"},{"key":"10.1016\/j.bioorg.2024.107756_b0135","doi-asserted-by":"crossref","first-page":"727","DOI":"10.1007\/s11030-012-9408-8","article-title":"Synthesis of trans-1,3-diaryl-2-(5-methylisoxazol-3-yl)-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazines via bismuth(III)-catalyzed one-pot pseudo-four component reaction","volume":"16","author":"Shafiee","year":"2012","journal-title":"Mol. Divers."},{"key":"10.1016\/j.bioorg.2024.107756_b0140","doi-asserted-by":"crossref","first-page":"10912","DOI":"10.1039\/c3ra47211f","article-title":"Synthesis of anti-2,3-dihydro-1,2,3-trisubstituted-1H-naphth [1,2-e][1,3]oxazine derivatives via multicomponent approach","volume":"4","author":"Borah","year":"2014","journal-title":"RSC Adv."},{"key":"10.1016\/j.bioorg.2024.107756_b0145","doi-asserted-by":"crossref","first-page":"902","DOI":"10.1007\/s10562-015-1678-1","article-title":"Development of Environmentally Benign Methods Towards the Synthesis of anti-2,3-dihydro-1,2,3-trisubstituted-1H-naphth[1,2-e][1,3]oxazines Using Br\u00f8nsted Acidic Catalysts","volume":"146","author":"Dutta","year":"2016","journal-title":"Catal. Lett."},{"key":"10.1016\/j.bioorg.2024.107756_b0150","doi-asserted-by":"crossref","first-page":"184","DOI":"10.1016\/j.poly.2016.11.038","article-title":"Triphenylsulfophosphonium chlorometallates as efficient heterogeneous catalysts for the three-component synthesis of 2,3-dihydro-1,2,3- trisubstituted-1H-naphth[1,2-e][1,3]oxazines","volume":"123","author":"Dutta","year":"2017","journal-title":"Polyhedron"},{"key":"10.1016\/j.bioorg.2024.107756_b0155","doi-asserted-by":"crossref","first-page":"345","DOI":"10.3390\/12030345","article-title":"Synthesis of New 1,3-Disubstituted-2,3-dihydro-1H-naphth[1,2e][1,3]oxazines","volume":"12","author":"Turgut","year":"2007","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2024.107756_b0160","doi-asserted-by":"crossref","first-page":"421","DOI":"10.1016\/j.arabjc.2014.02.017","article-title":"Synthesis of enantiopure aminonaphthol derivatives under conventional\/ultrasonic technique and their ring-closure reaction","volume":"9","author":"Pelit","year":"2016","journal-title":"Arab. J. Chem."},{"key":"10.1016\/j.bioorg.2024.107756_b0165","doi-asserted-by":"crossref","unstructured":"E. Pelit, and Z. Turgut, (+)-CSA Catalyzed Multicomponent Synthesis of 1-[(1,3-Thiazol-2-ylamino)methyl]-2-naphthols and Their Ring-Closure Reaction under Ultrasonic Irradiation, J. Chem. Volume (2016) Article ID 9315614, http:\/\/dx.doi.org\/10.1155\/2016\/9315614.","DOI":"10.1155\/2016\/9315614"},{"key":"10.1016\/j.bioorg.2024.107756_b0170","doi-asserted-by":"crossref","first-page":"413","DOI":"10.1007\/s11030-018-9884-6","article-title":"One-pot solvent-free synthesis of 2,3-dihydro-2-substituted-1H-naphtho[1,2-e][1,3]oxazine derivatives using Fe3O4@nano-cellulose\/TiCl as a bio-based and recyclable magnetic nano-catalyst","volume":"23","author":"Mirjalili","year":"2019","journal-title":"Mol. Divers."},{"key":"10.1016\/j.bioorg.2024.107756_b0175","doi-asserted-by":"crossref","DOI":"10.1016\/j.tet.2022.132672","article-title":"Recent advances in strategies of green synthesis of 1,3-oxazines- a brief review","volume":"109","author":"Zhimomi","year":"2022","journal-title":"Tetrahedron"},{"issue":"3","key":"10.1016\/j.bioorg.2024.107756_b0180","doi-asserted-by":"crossref","first-page":"518","DOI":"10.1080\/10406638.2019.1600561","article-title":"One Pot Aqueous Media Synthesis of 1,3-Oxazine Derivatives Catalyzed by Reusable Nano-Al2O3\/BF3\/Fe3O4 at Room Temperature, Polycycl","volume":"41","author":"Babaei","year":"2021","journal-title":"Aromat. Comp."},{"key":"10.1016\/j.bioorg.2024.107756_b0185","doi-asserted-by":"crossref","first-page":"17713","DOI":"10.1038\/s41598-022-22712-0","article-title":"One\u2013pot synthesis of naphtho[1,2\u2013e][1,3]oxazines in the presence of FNAOSiPAMP*\/ CuII as an almond shell based nanocatalyst","volume":"12","author":"Keihanfar","year":"2022","journal-title":"Sci. Rep."},{"key":"10.1016\/j.bioorg.2024.107756_b0190","doi-asserted-by":"crossref","unstructured":"M.F. Holick, Sunlight, UV Radiation, Vitamin D, and Skin Cancer: How Much Sunlight Do We Need? In: Reichrath, J. (eds) Sunlight, Vitamin D and Skin Cancer. Adv. Exp. Med. Biol. (2020) vol 1268. Print ISBN 978-3-030-46226-0 Springer, Cham. https:\/\/doi.org\/10.1007\/978-3-030-46227-7_2.","DOI":"10.1007\/978-3-030-46227-7_2"},{"key":"10.1016\/j.bioorg.2024.107756_b0195","doi-asserted-by":"crossref","unstructured":"F.J. Moloney, S. Collins and G.M. Murphy, Sunscreens Safety, Efficacy and Appropriate Use, Am. J. Clin. Dermatol. 3(3) (2002) 185-191, https:\/\/doi.org\/1175-0561\/02\/0003-0185\/$25.00\/0.","DOI":"10.2165\/00128071-200203030-00005"},{"issue":"1","key":"10.1016\/j.bioorg.2024.107756_b0200","doi-asserted-by":"crossref","first-page":"10","DOI":"10.1117\/1.1854112","article-title":"Synergy effects between organic and inorganic UV filters in sunscreens","volume":"10","author":"Lademann","year":"2005","journal-title":"J. Biomed. Opt."},{"key":"10.1016\/j.bioorg.2024.107756_b0205","doi-asserted-by":"crossref","first-page":"869","DOI":"10.1111\/j.1751-1097.2009.00544.x","article-title":"Photostability of UV Absorber Systems in Sunscreens","volume":"85","author":"Herzog","year":"2009","journal-title":"Photochem. Photobiol."},{"key":"10.1016\/j.bioorg.2024.107756_b0210","doi-asserted-by":"crossref","unstructured":"T.M. Candido, M.B. Ariede, C.A.S.d.O. Pinto, F.R. Louren\u00e7o, C. Rosado, M.V.R. Velasco, A.R. Baby, Prospecting In Vitro Antioxidant and Photoprotective Properties of Rosmarinic Acid in a Sunscreen System Developed by QbD Containing Octyl p-Methoxycinnamate and Bemotrizinol, Cosmetics 9 (2022) 29, https:\/\/doi.org\/10.3390\/cosmetics9020029.","DOI":"10.3390\/cosmetics9020029"},{"key":"10.1016\/j.bioorg.2024.107756_b0215","first-page":"1","article-title":"Development of Photoprotective Formulations: Infuence of Formulation Composition on the SPF and Mechanical Properties","volume":"24","author":"Costa","year":"2023","journal-title":"AAPS PharmSciTech"},{"key":"10.1016\/j.bioorg.2024.107756_b0220","doi-asserted-by":"crossref","first-page":"546","DOI":"10.3390\/antiox12030546","article-title":"Microbiota, Oxidative Stress, and Skin Cancer: an Unexpected Triangle","volume":"12","author":"Azzimonti","year":"2023","journal-title":"Antioxidants"},{"key":"10.1016\/j.bioorg.2024.107756_b0225","doi-asserted-by":"crossref","DOI":"10.1155\/2014\/860479","article-title":"The Role of Antioxidants in Skin Cancer Prevention and Treatment, Oxi","author":"Godic","year":"2014","journal-title":"Med. Cell. Longev."},{"key":"10.1016\/j.bioorg.2024.107756_b0230","doi-asserted-by":"crossref","unstructured":"A.M. Pisoschi, A. Pop, The role of antioxidants in the chemistry of oxidative stress: A review, Eur. J. Med. Chem. 97 (2015) 55e74, http:\/\/dx.doi.org\/10.1016\/j.ejmech.2015.04.040.","DOI":"10.1016\/j.ejmech.2015.04.040"},{"key":"10.1016\/j.bioorg.2024.107756_b0235","doi-asserted-by":"crossref","first-page":"41","DOI":"10.1016\/S0262-4079(23)01428-8","article-title":"Super sunscreen","volume":"259","author":"Fedunik","year":"2023","journal-title":"New Sci."},{"key":"10.1016\/j.bioorg.2024.107756_b0240","doi-asserted-by":"crossref","first-page":"17017","DOI":"10.1039\/D3RA02252H","article-title":"Synthesis and characterization of novel composite sunscreens containing both avobenzone and octocrylene motifs","volume":"13","author":"Cowden","year":"2023","journal-title":"RSC Adv."},{"issue":"1","key":"10.1016\/j.bioorg.2024.107756_b0245","doi-asserted-by":"crossref","first-page":"138","DOI":"10.3390\/antiox12010138","article-title":"Antioxidants in Sunscreens: Which and What for?","volume":"12","author":"Jesus","year":"2023","journal-title":"Antioxidants"},{"key":"10.1016\/j.bioorg.2024.107756_b0250","doi-asserted-by":"crossref","first-page":"178","DOI":"10.1016\/j.watres.2019.01.023","article-title":"Photochemical behavior of benzophenone sunscreens induced by nitrate in aquatic environments","volume":"153","author":"Ge","year":"2019","journal-title":"Water Res."},{"key":"10.1016\/j.bioorg.2024.107756_b0255","article-title":"Sunscreens: A comprehensive review with the application of nanotechnology","volume":"86","author":"Chavda","year":"2023","journal-title":"J. Drug Deliv. Sci. Technol."},{"issue":"12","key":"10.1016\/j.bioorg.2024.107756_b0260","doi-asserted-by":"crossref","first-page":"3116","DOI":"10.1016\/j.joule.2021.11.001","article-title":"Storing energy with molecular photoisomers","volume":"5","author":"Zhang","year":"2021","journal-title":"Joule"},{"key":"10.1016\/j.bioorg.2024.107756_b0265","doi-asserted-by":"crossref","DOI":"10.1016\/j.jphotobiol.2023.112668","article-title":"Effect of Na and Al doping on ZnO nanoparticles for potential application in sunscreens","volume":"240","author":"Porrawatkul","year":"2023","journal-title":"J. Photochem. Photobiol. B"},{"key":"10.1016\/j.bioorg.2024.107756_b0270","doi-asserted-by":"crossref","first-page":"88","DOI":"10.1111\/phpp.12113","article-title":"Relevance of UV filter\/sunscreen product photostability to human safety, Photodermatol","volume":"30","author":"Nash","year":"2014","journal-title":"Photoimmunol. Photomed."},{"issue":"1\u20132","key":"10.1016\/j.bioorg.2024.107756_b0275","doi-asserted-by":"crossref","first-page":"12","DOI":"10.1016\/j.ijpharm.2013.02.040","article-title":"Skin penetration enhancers","volume":"447","author":"Lane","year":"2013","journal-title":"Int. J. Pharmac."},{"key":"10.1016\/j.bioorg.2024.107756_b0280","doi-asserted-by":"crossref","first-page":"28","DOI":"10.1159\/000068291","article-title":"Skin Penetration and Sun Protection Factor of Five UV Filters: Effect of the Vehicle","volume":"16","author":"Chatelain","year":"2003","journal-title":"Skin Pharmacol. Physiol."},{"key":"10.1016\/j.bioorg.2024.107756_b0285","doi-asserted-by":"crossref","first-page":"2464","DOI":"10.1021\/jz501140b","article-title":"Excited-State Dynamics of Isolated and Microsolvated Cinnamate-Based UV-B Sunscreens","volume":"5","author":"Tan","year":"2014","journal-title":"J. Phys. Chem. Lett."},{"key":"10.1016\/j.bioorg.2024.107756_b0290","doi-asserted-by":"crossref","first-page":"494","DOI":"10.1016\/j.chemosphere.2016.03.080","article-title":"Photochemical transformation of sunscreen agent benzophenone-3 and its metabolite in surface freshwater and seawater","volume":"153","author":"Li","year":"2016","journal-title":"Chemosphere"},{"key":"10.1016\/j.bioorg.2024.107756_b0295","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1016\/S0169-409X(00)00129-0","article-title":"Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings","volume":"46","author":"Lipinski","year":"2001","journal-title":"Adv. Drug Deliv. Rev."},{"key":"10.1016\/j.bioorg.2024.107756_b0300","doi-asserted-by":"crossref","first-page":"4872","DOI":"10.1016\/j.bmcl.2008.07.071","article-title":"Physiochemical drug properties associated with in vivo toxicological outcomes","volume":"18","author":"Hughes","year":"2008","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.bioorg.2024.107756_b0305","doi-asserted-by":"crossref","first-page":"817","DOI":"10.1021\/jm701122q","article-title":"Generation of a set of simple, interpretable ADMET rules of thumb","volume":"51","author":"Gleeson","year":"2008","journal-title":"J. Med. Chem."},{"issue":"19","key":"10.1016\/j.bioorg.2024.107756_b0310","doi-asserted-by":"crossref","first-page":"5560","DOI":"10.1016\/j.bmcl.2009.08.045","article-title":"Using the Golden Triangle to optimize clearance and oral absorption","volume":"19","author":"Johnson","year":"2009","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.bioorg.2024.107756_b0315","doi-asserted-by":"crossref","first-page":"175","DOI":"10.4028\/p-4qs845","article-title":"Molecular docking study, synthesis and characterization of new hybrid anthracene-thiophene compounds with chalcone and pyridine scaffolds","volume":"1068","author":"Bakar","year":"2022","journal-title":"Mater. Sci. Forum"},{"issue":"8\u20139","key":"10.1016\/j.bioorg.2024.107756_b0320","doi-asserted-by":"crossref","first-page":"1447","DOI":"10.1007\/s11274-005-6563-4","article-title":"Nitrile- and Amide-hydrolysing activity in kluyveromyces thermotolerans MGBY 37","volume":"21","author":"Prasad","year":"2005","journal-title":"World J. Microbiol. Biotechnol."},{"key":"10.1016\/j.bioorg.2024.107756_b0325","doi-asserted-by":"crossref","first-page":"633","DOI":"10.1080\/15459620802304245","article-title":"A Spreadsheet-Based Method for Estimating the Skin Disposition of Volatile Compounds: Application to N, N-Diethyl-m-Toluamide (DEET)","volume":"5","author":"Kasting","year":"2008","journal-title":"J. Occup. Env. Hyg."},{"key":"10.1016\/j.bioorg.2024.107756_b0330","doi-asserted-by":"crossref","first-page":"963024","DOI":"10.1002\/jps.20883","article-title":"A multiphase microscopic model for stratum corneum permeability II. Estimation of physicochemical parameters and application to a large permeability database","volume":"96","author":"Wang","year":"2007","journal-title":"J. Pharma. Sci."},{"key":"10.1016\/j.bioorg.2024.107756_b0335","first-page":"25","article-title":"Use of a free radical method to evaluate antioxidant activity, LWT\u2014Food Sci","volume":"28","author":"Brand-Williams","year":"1995","journal-title":"Tech."},{"key":"10.1016\/j.bioorg.2024.107756_b0340","first-page":"210","article-title":"Antioxidative action of indole compounds during the autooxidation of linoleic acid","volume":"19","author":"Mitsuda","year":"1996","journal-title":"JFNFS"},{"key":"10.1016\/j.bioorg.2024.107756_b0345","first-page":"121","article-title":"Determinacao do fator de protecao solar por espectrofotometria","volume":"61","author":"Mansur","year":"1986","journal-title":"An. Bras. Dermatol."},{"key":"10.1016\/j.bioorg.2024.107756_b0350","doi-asserted-by":"crossref","first-page":"559","DOI":"10.1111\/j.1751-1097.1979.tb07090.x","article-title":"Comparison of in vivo and in vitro testing of sunscreening formulas","volume":"29","author":"Sayre","year":"1979","journal-title":"Photochem. Photobiol."},{"key":"10.1016\/j.bioorg.2024.107756_b0355","doi-asserted-by":"crossref","first-page":"1220","DOI":"10.1080\/07391102.2023.2253906","article-title":"A biochemistry-oriented drug design: synthesis, anticancer activity, enzymes inhibition, molecular docking studies of novel 1,2,4-triazole derivatives","volume":"42","author":"Yuriy","year":"2024","journal-title":"J. Biomol. Struct. Dyn."},{"issue":"W1","key":"10.1016\/j.bioorg.2024.107756_b0360","doi-asserted-by":"crossref","first-page":"W5","DOI":"10.1093\/nar\/gkab255","article-title":"ADMETlab 2.0: an integrated online platform for accurate and comprehensive predictions of ADMET properties","volume":"49","author":"Xiong","year":"2021","journal-title":"Nucleic Acids Res."},{"key":"10.1016\/j.bioorg.2024.107756_b0365","doi-asserted-by":"crossref","unstructured":"W. M., Meylan, P. H. Howard, Atom\/fragment contribution method for estimating octanol\u2013water partition coefficients,J. Pharma. Sci. 84 (1995) 83-92,https:\/\/doi.org\/10.1002\/jps.2600840120.","DOI":"10.1002\/jps.2600840120"},{"key":"10.1016\/j.bioorg.2024.107756_b0370","unstructured":"W. M., Meylan, P. H. Howard, Upgrade of PCGEMS water solubility estimation method,US Environmental Protection Agency, OPPT (1994) Washington, DC."},{"key":"10.1016\/j.bioorg.2024.107756_b0375","unstructured":"W. M. Meylan, P. H. Howard, Validation of water solubility estimation methods using log Kow for application in PCGEMS & EPI, Final report, US Environmental Protection Agency, OPPT (1994) Washington, DC."},{"key":"10.1016\/j.bioorg.2024.107756_b0380","doi-asserted-by":"crossref","first-page":"640","DOI":"10.1016\/j.chemosphere.2005.03.029","article-title":"Estimating octanol\u2013air partition coefficients with octanol\u2013water partition coefficients and Henry\u2019s law constants","volume":"61","author":"Meylan","year":"2005","journal-title":"Chemosphere"},{"issue":"1","key":"10.1016\/j.bioorg.2024.107756_b0385","doi-asserted-by":"crossref","first-page":"69","DOI":"10.1021\/cr00071a004","article-title":"Kinetics and mechanisms of the gas-phase reactions of the hydroxyl radical with organic compounds under atmospheric conditions","volume":"86","author":"Atkinson","year":"1986","journal-title":"Chem. Rev."},{"key":"10.1016\/j.bioorg.2024.107756_b0390","unstructured":"Bioconcentration Factor (BCF). A compound's bioconcentration factor (BCF) is the most commonly used indicator of its tendency to accumulate in aquatic organisms from the surrounding medium. Because it is expensive to measure, the BCF is generally estimated from the octanol\/water partition coefficient (Kow), but currently used regression equations were developed from small data sets that do not adequately represent the wide range of chemical substances now subject to review. To develop an improved method, we collected BCF data in a file that contained information on measured BCFs and other key experimental details for 694 chemicals. Log BCF was then regressed against log Kow and chemicals with significant deviations from the line of best fit were analyzed by chemical structure. The resulting algorithm classifies a substance as either nonionic or ionic, the latter group including carboxylic acids, sulfonic acids and their salts, and quaternary N compounds. Log BCF for nonionics is estimated from log Kow and a series of correction factors if applicable; different equations apply for log Kow 1.0 to 7.0 and >7.0. For ionics, chemicals are categorized by log Kow and a log BCF in the range 0.5 to 1.75 is assigned. Organometallics, nonionics with long alkyl chains, and aromatic azo compounds receive special treatment. The correlation coefficient (r2 = 0.73) and mean error (0.48) for log BCF (n = 694) indicate that the new method is a significantly better fit to existing data than other methods."},{"key":"10.1016\/j.bioorg.2024.107756_b0395","doi-asserted-by":"crossref","first-page":"337","DOI":"10.1002\/qsar.200390023","article-title":"A generic QSAR for assessing the bioaccumulation potential of organic chemicals in aquatic food webs","volume":"22","author":"Arnot","year":"2003","journal-title":"QSAR Com. Sci."},{"key":"10.1016\/j.bioorg.2024.107756_b0400","doi-asserted-by":"crossref","first-page":"664","DOI":"10.1002\/etc.5620180412","article-title":"Improved method for estimating bioconcentration\/bioaccumulation factor from octanol\/water partition coefficient","volume":"18","author":"Meylan","year":"1999","journal-title":"Environ.Toxicol. Chem."},{"key":"10.1016\/j.bioorg.2024.107756_b0405","unstructured":"Dermal Exposure Assessment: Principles and Applications. EPA\/600\/8-91-011B, January 1992, Interim Report. U.S. Environmental Protection Agency, Exposure Assessment Group, Office of Health and Environmental Assessment, Washington, DC. USEPA. 1992."},{"key":"10.1016\/j.bioorg.2024.107756_b0410","unstructured":"Risk Assessment Guidance for Superfund (RAGS), Volume I: Human Health Evaluation Manual (Part E, Supplemental Guidance for Dermal Risk Assessment) Interim. USEPA. 2004. http:\/\/www.epa.gov\/oswer\/riskassessment\/ragse\/index.htm."}],"container-title":["Bioorganic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206824006618?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206824006618?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,1,30]],"date-time":"2025-01-30T02:20:31Z","timestamp":1738203631000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0045206824006618"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,12]]},"references-count":82,"alternative-id":["S0045206824006618"],"URL":"https:\/\/doi.org\/10.1016\/j.bioorg.2024.107756","relation":{},"ISSN":["0045-2068"],"issn-type":[{"value":"0045-2068","type":"print"}],"subject":[],"published":{"date-parts":[[2024,12]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"1,3-Naphthoxazine derivatives: Synthesis, in silico pharmacokinetic studies, antioxidant and photoprotective properties","name":"articletitle","label":"Article Title"},{"value":"Bioorganic Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bioorg.2024.107756","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2024 Elsevier Inc. All rights are reserved, including those for text and data mining, AI training, and similar technologies.","name":"copyright","label":"Copyright"}],"article-number":"107756"}}