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What impact does tautomerism have on drug discovery and development?

作者信息

Dhaked Devendra K, Nicklaus Marc C

机构信息

Department of Pharmacoinformatics, National Institute of Pharmaceutical Education and Research (NIPER), Kolkata, India.

Computer-Aided Drug Design Group, Chemical Biology Laboratory, Center for Cancer Research, National Cancer Institute, NIH, Frederick, MD, USA.

出版信息

Expert Opin Drug Discov. 2024 Sep;19(9):1011-1016. doi: 10.1080/17460441.2024.2379873. Epub 2024 Jul 16.

DOI:10.1080/17460441.2024.2379873
PMID:39014878
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11390299/
Abstract
摘要
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7837/11390299/5a35f0c35838/nihms-2011308-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7837/11390299/0185041dcb68/nihms-2011308-f0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7837/11390299/5a35f0c35838/nihms-2011308-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7837/11390299/0185041dcb68/nihms-2011308-f0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7837/11390299/5a35f0c35838/nihms-2011308-f0002.jpg

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本文引用的文献

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Complexation of Fluorofenidone by Cucurbit[7]uril and β-Cyclodextrin: Keto-Enol Tautomerization to Enhance the Solubility.氟苯尼酮与葫芦脲和β-环糊精的包络作用：酮-烯醇互变异构增强溶解度。
Mol Pharm. 2023 Sep 4;20(9):4517-4527. doi: 10.1021/acs.molpharmaceut.3c00213. Epub 2023 Aug 1.
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Drug Delivery Strategies for Avobenzone: A Case Study of Photostabilization.阿伏苯宗的药物递送策略：光稳定化案例研究
Pharmaceutics. 2023 Mar 21;15(3):1008. doi: 10.3390/pharmaceutics15031008.
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Importance of tautomerism in drugs.互变异构在药物中的重要性。
Drug Discov Today. 2023 Apr;28(4):103494. doi: 10.1016/j.drudis.2023.103494. Epub 2023 Jan 18.
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Toward a Comprehensive Treatment of Tautomerism in Chemoinformatics Including in InChI V2.致力于 Chemoinformatics 中包括 InChI V2 在内的互变异构现象的全面处理。
J Chem Inf Model. 2020 Mar 23;60(3):1253-1275. doi: 10.1021/acs.jcim.9b01080. Epub 2020 Mar 10.
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Identification and analysis of the reactive metabolites related to the hepatotoxicity of safrole.黄樟素肝毒性相关反应性代谢物的鉴定与分析。
Xenobiotica. 2018 Nov;48(11):1164-1172. doi: 10.1080/00498254.2017.1399227. Epub 2017 Nov 22.
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Bioorg Med Chem Lett. 2017 Feb 15;27(4):718-722. doi: 10.1016/j.bmcl.2017.01.050. Epub 2017 Jan 17.
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Drug Metab Dispos. 2016 Jun;44(6):809-20. doi: 10.1124/dmd.115.068866. Epub 2016 Mar 30.
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J Med Chem. 2016 Jan 28;59(2):531-44. doi: 10.1021/acs.jmedchem.5b00894. Epub 2016 Jan 7.
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Metabolism-dependent inhibition of CYP3A4 by lapatinib: evidence for formation of a metabolic intermediate complex with a nitroso/oxime metabolite formed via a nitrone intermediate.拉帕替尼通过代谢依赖性抑制 CYP3A4：形成代谢中间复合物的证据，该复合物是通过亚硝酮中间体形成的亚硝基/肟代谢物。
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