Silicon switch approach in TRPV1 antagonist MK-056 and its analogues

Chang, Minsun; Park, Seol-Rin; Kim, Juhyun; Jang, Mijung; Park, Jeong Hyun; Park, Ji Eun; Park, Hyeung-Geun; Suh, Young-Ger; Jeong, Yeon Su; Park, Young-Ho; Kim, Hee-Doo

doi:10.1016/j.bmc.2009.11.014

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Silicon switch approach in TRPV1 antagonist MK-056 and its analogues

Chang, Minsun;
Park, Seol-Rin;
Kim, Juhyun;
Jang, Mijung;
Park, Jeong Hyun;
외 6명

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초록

In searching for opportunities to exploit the benefits of silicon in TRPV1 research, we tried to investigate the pharmacological effects of sila-substitution (C/Si exchange) of tert-butyl group in the MK-056 series. Compound 13a, with a 4-positioned trimethylsilanyl group on the B ring in place of tert-butyl group, exhibited the most potent antagonist activity with IC50 values of 0.15 mu M, which is almost equipotent with that of MK-056. This is the first example that tert-butyl group on MK-056 series can be replaced to the other substituent without loss of activity. (C) 2009 Elsevier Ltd. All rights reserved.

키워드

Silicon switch; TRPV1; Antagonist; 1,3-Dibenzylthiourea; VANILLOID RECEPTOR TRPV1; CAPSAICIN RECEPTOR; CHANNEL; CHEMISTRY; POTENT; THIOUREAS; TARGET

제목: Silicon switch approach in TRPV1 antagonist MK-056 and its analogues

저자: Chang, Minsun; Park, Seol-Rin; Kim, Juhyun; Jang, Mijung; Park, Jeong Hyun; Park, Ji Eun; Park, Hyeung-Geun; Suh, Young-Ger; Jeong, Yeon Su; Park, Young-Ho; Kim, Hee-Doo

DOI: 10.1016/j.bmc.2009.11.014

발행일: 2010-01-01

유형: Article

저널명: Bioorganic & Medicinal Chemistry

권: 18

호: 1

페이지: 111 ~ 116

언어: ENG

출판사: PERGAMON-ELSEVIER SCIENCE LTD

발행국가: 영국

분량: 6 페이지

ISSN: E 1464-3391
P 0968-0896