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具有多个立体中心的毒蕈碱拮抗剂：异构的1-甲基-2-(2,2-烷基芳基-1,3-氧硫杂环戊烷-5-基)吡咯烷亚砜衍生物的合成、亲和力分布及功能活性

Muscarinic antagonists with multiple stereocenters: Synthesis, affinity profile and functional activity of isomeric 1-methyl-2-(2,2-alkylaryl-1,3-oxathiolan-5-yl)pyrrolidine sulfoxide derivatives.

作者信息

Dei Silvia, Bellucci Cristina, Buccioni Michela, Ferraroni Marta, Guandalini Luca, Manetti Dina, Marucci Gabriella, Matucci Rosanna, Nesi Marta, Romanelli Maria Novella, Scapecchi Serena, Teodori Elisabetta

机构信息

Laboratorio di Progettazione, Sintesi e Studio di Eterocicli Biologicamente Attivi (HeteroBioLab), Dipartimento di Scienze Farmaceutiche, Università di Firenze, Via U. Schiff 6, 50019 Sesto Fiorentino (FI), Italy.

出版信息

Bioorg Med Chem. 2008 May 15;16(10):5490-500. doi: 10.1016/j.bmc.2008.04.013. Epub 2008 Apr 11.

DOI:10.1016/j.bmc.2008.04.013
PMID:18455407
Abstract

Completing a long-lasting research on 1,3-oxathiolane muscarinic ligands, we have synthesized a set of isomeric 1-methyl-2-(2,2-alkylaryl-1,3-oxathiolan-5-yl)pyrrolidine 3-sulfoxide derivatives, containing three or four stereogenic centers. In general the compounds are very potent antagonists even if, unlike the corresponding agonists, they show modest subtype selectivity.

摘要

在完成了一项关于1,3-氧硫杂环戊烷类毒蕈碱配体的长期研究后，我们合成了一组含有三个或四个手性中心的异构1-甲基-2-(2,2-烷基芳基-1,3-氧硫杂环戊烷-5-基)吡咯烷3-亚砜衍生物。一般来说，这些化合物是非常有效的拮抗剂，尽管与相应的激动剂不同，它们表现出适度的亚型选择性。

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