矮慈姑中的抗菌二萜类化合物。

Antibacterial diterpenoids from Sagittaria pygmaea.

作者信息

Liu Xue-Ting, Shi Yao, Yu Biao, Williams Ian D, Sung Herman H Y, Zhang Qiong, Liang Jing-Yu, Ip Nancy Y, Min Zhi-Da

机构信息

Department of Natural Medicinal Chemistry, China Pharmaceutical University, People's Republic of China.

出版信息

Planta Med. 2007 Jan;73(1):84-90. doi: 10.1055/s-2006-951773.

DOI:10.1055/s-2006-951773

PMID:17315313

Abstract

There were five new diterpenoids, 18-beta-D-3',4'-diacetoxyxylopyranosyl-ent-kaur-16-ene (1), 18-beta-L-3',5'-diacetoxyarabinofuranosyl-ent-kaur-16-ene (2), 18-beta-D-3',6'-diacetoxyglucopyranosyl-ent-kaur-16-ene (3), ent-isopimar-8(14),15-dien-19-oic acid (4), and 5alpha-hydroxy-ent-rosa-15-en-18-oic acid (5), isolated from the whole herb of Sagittaria pygmaea. Their structures and relative configurations were established based on spectroscopic studies, chemical methods, and X-ray crystallographic analysis. Compound 2 exhibited significant antibacterial activity against the oral pathogens, Streptococcus mutans ATCC 25 175 and Actinomyces viscosus ATCC 27 044, with MIC values against both pathogens of 15.6 microg/mL. Compound 3 was active against only A. viscosus ATCC 27 044 with an MIC value of 62.5 microg/mL. Compounds 4 and 5 were active against S. mutans ATCC 25 175 and A. viscosus ATCC 27 044, with MIC values against both pathogens of 125.0 microg/mL.

摘要

从矮慈姑全草中分离出5个新的二萜类化合物，分别为18-β-D-3',4'-二乙酰氧基吡喃木糖基-对映-贝壳杉-16-烯（1）、18-β-L-3',5'-二乙酰氧基阿拉伯呋喃糖基-对映-贝壳杉-16-烯（2）、18-β-D-3',6'-二乙酰氧基吡喃葡萄糖基-对映-贝壳杉-16-烯（3）、对映-异海松-8(14),15-二烯-19-酸（4）和5α-羟基-对映-蔷薇-15-烯-18-酸（5）。通过光谱研究、化学方法和X射线晶体学分析确定了它们的结构和相对构型。化合物2对口腔病原菌变形链球菌ATCC 25175和粘性放线菌ATCC 27044表现出显著的抗菌活性，对这两种病原菌的MIC值均为15.6μg/mL。化合物3仅对粘性放线菌ATCC 27044有活性，MIC值为62.5μg/mL。化合物4和5对变形链球菌ATCC 25175和粘性放线菌ATCC 27044有活性，对这两种病原菌的MIC值均为125.0μg/mL。