大叶玉叶金花根皮中三萜类糖苷对两种口腔病原菌的活性

Activity of triterpenoid glycosides from the root bark of Mussaenda macrophylla against two oral pathogens.

作者信息

Kim N C, Desjardins A E, Wu C D, Kinghorn A D

机构信息

Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, USA.

出版信息

J Nat Prod. 1999 Oct;62(10):1379-84. doi: 10.1021/np9901579.

DOI:10.1021/np9901579

PMID:10543897

Abstract

Four new triterpenoid glycosides were isolated from the root bark of Mussaenda macrophylla. Their structures were determined as 3-O-beta-D-glucopyranosyl-28-O-alpha-L-rhamnopyranosyl-16alpha- hydrox y-23-deoxyprotobassic acid (1), 28-O-beta-D-glucopyranosyl-16alpha-hydroxy-23-deoxyprotobassic+ ++ acid (2), 3-O-beta-D-glucopyranosyl-28-O-alpha-L-rhamnopyranosyl-16alpha- hydrox yprotobassic acid (3), and 3-O-¿[beta-D-glucopyranosyl-(1-->6)]-O-alpha-L-rhamnopyranosyl-(1-->2 )-O-beta-D-glucopyranosyl-(1-->2)¿-O-beta-D-glucopyranosyl-(1-->3)-O- beta-D-glucopyranosyl-cycloarta-22,24-dien-27-oic acid (mussaendoside W, 4). Four known triterpenoids [3-O-acetyloleanolic acid (5), 3-O-acetyldaturadiol (6), rotundic acid (7), and 16alpha-hydroxyprotobassic acid (8)] were also isolated. The structures of 1-4 were determined by several spectroscopic techniques including 2D NMR methods. Compounds 1-6 showed inhibitory activity against a periodontopathic bacterium, Porphyromonas gingivalis, but were inactive against the cariogenic organism, Streptococcus mutans.

摘要

从大叶玉叶金花的根皮中分离出四种新的三萜糖苷。它们的结构被确定为3-O-β-D-吡喃葡萄糖基-28-O-α-L-吡喃鼠李糖基-16α-羟基-23-脱氧原巴西酸（1）、28-O-β-D-吡喃葡萄糖基-16α-羟基-23-脱氧原巴西酸（2）、3-O-β-D-吡喃葡萄糖基-28-O-α-L-吡喃鼠李糖基-16α-羟基原巴西酸（3）和3-O-β-D-吡喃葡萄糖基-(1→6)-O-α-L-吡喃鼠李糖基-(1→2)-O-β-D-吡喃葡萄糖基-(1→2)-O-β-D-吡喃葡萄糖基-(1→3)-O-β-D-吡喃葡萄糖基-环阿尔廷-22,24-二烯-27-酸（玉叶金花苷W，4）。还分离出四种已知的三萜类化合物[3-O-乙酰齐墩果酸（5）、3-O-乙酰达图二醇（6）、圆叶鼠李酸（7）和16α-羟基原巴西酸（8）]。1-4的结构通过包括二维核磁共振方法在内的几种光谱技术确定。化合物1-6对牙周病原菌牙龈卟啉单胞菌显示出抑制活性，但对致龋菌变形链球菌无活性。