来自鼠尾草属植物迷幻鼠尾草中新克罗烷二萜的合成研究：呋喃在对阿片受体亲和力中的作用。
Synthetic studies of neoclerodane diterpenes from Salvia divinorum: role of the furan in affinity for opioid receptors.
作者信息
Simpson Denise S, Lovell Kimberly M, Lozama Anthony, Han Nina, Day Victor W, Dersch Christina M, Rothman Richard B, Prisinzano Thomas E
机构信息
Department of Medicinal Chemistry, The University of Kansas, Lawrence, KS 66045-7582, USA.
出版信息
Org Biomol Chem. 2009 Sep 21;7(18):3748-56. doi: 10.1039/b905148a. Epub 2009 Jul 14.
Abstract
Further synthetic modification of the furan ring of salvinorin A (1), the major active component of Salvia divinorum, has resulted in novel neoclerodane diterpenes with opioid receptor affinity and activity. A computational study has predicted 1 to be a reproductive toxicant in mammals and is suggestive that use of 1 may be associated with adverse effects. We report in this study that piperidine 21 and thiomorpholine 23 have been identified as selective partial agonists at kappa opioid receptors. This indicates that additional structural modifications of 1 may provide ligands with good selectivity for opioid receptors but with reduced potential for toxicity.
摘要
对鼠尾草属植物主要活性成分Salvinorin A（1）的呋喃环进行进一步的合成修饰，已得到具有阿片受体亲和力和活性的新型新克罗烷二萜。一项计算研究预测1在哺乳动物中是一种生殖毒物，并表明使用1可能与不良反应有关。我们在本研究中报告，哌啶21和硫代吗啉23已被鉴定为κ阿片受体的选择性部分激动剂。这表明对1进行额外的结构修饰可能会提供对阿片受体具有良好选择性但毒性潜力降低的配体。
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