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来自弗氏瓜馥木茎中的7,7-二甲基阿朴啡生物碱。

7,7-Dimethylaporphine alkaloids from the stem of Guatteriopsis friesiana.

作者信息

Costa Emmanoel Vilaça, Marques Francisco A, Pinheiro Maria Lúcia B, Vaz Nelissa P, Duarte Marta Cristina T, Delarmelina Camila, Braga Raquel M, Maia Beatriz Helena L N Sales

机构信息

Departamento de Quimica, Universidade Federal do Parana, Centro Politecnico, P.O. Box 19081, 81531-990 Curitiba, PR, Brazil.

出版信息

J Nat Prod. 2009 Aug;72(8):1516-9. doi: 10.1021/np800788n.

DOI:10.1021/np800788n
PMID:19639965
Abstract

Phytochemical investigation of a methanolic extract of the stem of Guatteriopsis friesiana afforded two new 7,7-dimethylaporphine alkaloids, 6,6a-dihydrodemethoxyguadiscine (1) and guatteriopsiscine (3), together with demethoxyguadiscine (2), liriodenine (4), corypalmine (5), and coreximine (6). Their structures were elucidated on the basis of spectroscopic methods (UV, IR, EIMS, HRESIMS, 1D/2D NMR). The absolute configurations of 1 and 3 were determined from the circular dichroism curves. The presence of 7,7-dimethylaporphine alkaloids in this species is important for the chemotaxonomy of Guatteriopsis. Antimicrobial activity of compounds 1-5 was investigated, and 4 showed activity against Rhodococcus equi, with a MIC value of 10 microg x mL(-1).

摘要

对圭亚那瓜馥木茎的甲醇提取物进行植物化学研究,得到了两种新的7,7-二甲基阿朴啡生物碱,6,6a-二氢去甲氧基瓜馥木碱(1)和瓜馥木新碱(3),以及去甲氧基瓜馥木碱(2)、鹅掌楸碱(4)、紫堇棕榈碱(5)和科瑞昔明(6)。通过光谱方法(紫外、红外、电子轰击质谱、高分辨电喷雾电离质谱、一维/二维核磁共振)阐明了它们的结构。根据圆二色曲线确定了1和3的绝对构型。该物种中7,7-二甲基阿朴啡生物碱的存在对瓜馥木属的化学分类学具有重要意义。研究了化合物1-5的抗菌活性,4对马红球菌显示出活性,最低抑菌浓度值为10微克·毫升-1。

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