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作为瞬时受体电位香草酸亚型1（TRPV1）拮抗剂的N'-（4-叔丁基苄基）-N-（4-甲基磺酰氨基苄基）硫脲的构象受限类似物

Conformationally constrained analogues of N'-(4-tert-butylbenzyl)-N-(4-methylsulfonylaminobenzyl)thiourea as TRPV1 antagonists.

作者信息

Lim Ju-Ok, Jin Mi-Kyoung, Ryu HyungChul, Kang Dong Wook, Lee Jeewoo, Pearce Larry V, Tran Richard, Toth Attila, Blumberg Peter M

机构信息

Laboratory of Medicinal Chemistry, Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Shinlim-Dong, Kwanak-Ku, Seoul 151-742, Republic of Korea.

出版信息

Eur J Med Chem. 2009 Jan;44(1):322-31. doi: 10.1016/j.ejmech.2008.02.026. Epub 2008 Mar 7.

DOI:10.1016/j.ejmech.2008.02.026
PMID:18406014
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3420357/
Abstract

A series of bicyclic analogues having indan and tetrahydronaphthalene templates in the A-region were designed as conformationally constrained analogues of our previously reported potent TRPV1 antagonists (1, 3). The activities for rat TRPV1 of the conformationally restricted analogues were moderately or markedly diminished, particularly in the case of the tetrahydronaphthalene analogues. The analysis indicated that steric constraints at the benzylic position in the bicyclic analogues may be an important factor for their unfavorable interaction with the receptor.

摘要

设计了一系列在A区域具有茚满和四氢萘模板的双环类似物，作为我们先前报道的强效TRPV1拮抗剂（1, 3）的构象受限类似物。构象受限类似物对大鼠TRPV1的活性中度或显著降低，特别是在四氢萘类似物的情况下。分析表明，双环类似物中苄基位置的空间限制可能是其与受体产生不利相互作用的重要因素。

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本文引用的文献

1
Alpha-substituted N-(4-tert-butylbenzyl)-N'-[4-(methylsulfonylamino)benzyl]thiourea analogues as potent and stereospecific TRPV1 antagonists.α-取代的N-(4-叔丁基苄基)-N'-[4-(甲磺酰氨基)苄基]硫脲类似物作为强效和立体特异性的瞬时受体电位香草酸亚型1（TRPV1）拮抗剂。
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The potential of transient receptor potential vanilloid type 1 channel modulators for the treatment of pain.瞬时受体电位香草酸亚型1通道调节剂在疼痛治疗中的潜力。
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The vanilloid receptor TRPV1: 10 years from channel cloning to antagonist proof-of-concept.香草酸受体TRPV1：从通道克隆到拮抗剂概念验证的十年。
Nat Rev Drug Discov. 2007 May;6(5):357-72. doi: 10.1038/nrd2280.
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TRPV1: a therapeutic target for novel analgesic drugs?瞬时受体电位香草酸亚型1：新型镇痛药的治疗靶点？
Trends Mol Med. 2006 Nov;12(11):545-54. doi: 10.1016/j.molmed.2006.09.001. Epub 2006 Sep 25.
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Novel potent antagonists of transient receptor potential channel, vanilloid subfamily member 1: structure-activity relationship of 1,3-diarylalkyl thioureas possessing new vanilloid equivalents.瞬时受体电位通道香草酸亚家族成员1的新型强效拮抗剂：具有新型香草酸类似物的1,3-二芳基烷基硫脲的构效关系
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6
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7
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