2-Methylacrylamide as a bioisoster of thiourea group for 1,3-dibenzylthioureido TRPV1 receptor antagonists
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Park, Seol Rin | - |
dc.contributor.author | Kim, Juhyun | - |
dc.contributor.author | Lee, Sun Young | - |
dc.contributor.author | Park, Young-Ho | - |
dc.contributor.author | Kim, Hee-Doo | - |
dc.date.available | 2021-02-22T08:46:32Z | - |
dc.date.issued | 2018-06 | - |
dc.identifier.issn | 0960-894X | - |
dc.identifier.issn | 1464-3405 | - |
dc.identifier.uri | https://scholarworks.sookmyung.ac.kr/handle/2020.sw.sookmyung/4502 | - |
dc.description.abstract | In order to replace thiourea group with the more drug-like moiety for 1,3-dibenzylthioureas having TRPV1 antagonist activity, we introduced a set of functional groups between the two aromatic rings based on bioisosteric replacement. The synthesized bioisosteres of 1,3-dibenzylthioureas were tested for their antagonist activities on TRPV1 by Ca-45(2+)-influx assay using neonatal rat cultured spinal sensory neurons. Among the tested 14 kinds of bioisosters, 2-methylacrylamide group was the best candidate to replace thiourea group. Compound 7c, 2-methylacrylamide analog of ATC-120, showed as potent as ATC-120 in its antagonist activity. In addition, 2-methylacrylamide analog 7e having vinyl moiety showed the most potent activity with 0.022 mu M of IC50 value, indicating that thiourea group of 1,3-dibenzylthioureas could be replaced to 2-methylacrylamide without loss of their potencies. (C) 2018 Elsevier Ltd. All rights reserved. | - |
dc.format.extent | 4 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | PERGAMON-ELSEVIER SCIENCE LTD | - |
dc.title | 2-Methylacrylamide as a bioisoster of thiourea group for 1,3-dibenzylthioureido TRPV1 receptor antagonists | - |
dc.type | Article | - |
dc.publisher.location | 영국 | - |
dc.identifier.doi | 10.1016/j.bmcl.2018.04.044 | - |
dc.identifier.scopusid | 2-s2.0-85046140898 | - |
dc.identifier.wosid | 000432876000017 | - |
dc.identifier.bibliographicCitation | BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, v.28, no.11, pp 2080 - 2083 | - |
dc.citation.title | BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | - |
dc.citation.volume | 28 | - |
dc.citation.number | 11 | - |
dc.citation.startPage | 2080 | - |
dc.citation.endPage | 2083 | - |
dc.type.docType | Article | - |
dc.description.isOpenAccess | N | - |
dc.description.journalRegisteredClass | sci | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Pharmacology & Pharmacy | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Medicinal | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.subject.keywordPlus | VANILLOID RECEPTOR | - |
dc.subject.keywordPlus | CAPSAICIN RECEPTOR | - |
dc.subject.keywordPlus | PAIN PATHWAY | - |
dc.subject.keywordPlus | ANALOGS | - |
dc.subject.keywordPlus | CHANNEL | - |
dc.subject.keywordPlus | TARGET | - |
dc.subject.keywordPlus | FIBERS | - |
dc.subject.keywordPlus | POTENT | - |
dc.subject.keywordAuthor | 2-Methylacrylamide | - |
dc.subject.keywordAuthor | Bioisoster | - |
dc.subject.keywordAuthor | TRPV1 | - |
dc.subject.keywordAuthor | 1,3-Dibenzylthioureas | - |
dc.subject.keywordAuthor | Antagonist | - |
dc.subject.keywordAuthor | Ca-45(2+)-Influx assay | - |
dc.identifier.url | https://www.sciencedirect.com/science/article/abs/pii/S0960894X18303561?via%3Dihub | - |
Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.
Sookmyung Women's University. Cheongpa-ro 47-gil 100 (Cheongpa-dong 2ga), Yongsan-gu, Seoul, 04310, Korea02-710-9127
Copyright©Sookmyung Women's University. All Rights Reserved.
Certain data included herein are derived from the © Web of Science of Clarivate Analytics. All rights reserved.
You may not copy or re-distribute this material in whole or in part without the prior written consent of Clarivate Analytics.