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从垂花根乃拉草的茎和叶中提取的具有抗菌活性的简单1,4-苯醌。

Simple 1,4-benzoquinones with antibacterial activity from stems and leaves of Gunnera perpensa.

作者信息

Drewes Siegfried E, Khan Fatima, van Vuuren Sandy F, Viljoen Alvaro M

机构信息

School of Chemistry, University of KwaZulu-Natal, Private Bag X01, Scottsville, 3209 Pietermaritzburg, South Africa.

出版信息

Phytochemistry. 2005 Aug;66(15):1812-6. doi: 10.1016/j.phytochem.2005.05.024.

DOI:10.1016/j.phytochem.2005.05.024
PMID:16019043
Abstract

From the dichloromethane extract of the leaves and stems of Gunnera perpensa two new, simple 1,4-benzoquinones and a known benzopyran-6-ol were isolated. From the methanol extract phytol was obtained. The two benzoquinones, 2-methyl-6-(-3-methyl-2-butenyl)benzo-1,4-quinone (1) and 3-hydroxy-2-methyl-5-(3-methyl-2-butenyl)benzo-1,4-quinone (2) and the benzopyran, 6-hydroxy-8-methyl-2,2-dimethyl-2H-benzopyran (3) were examined for antimicrobial properties together with the crude stem, leaf and root extracts. Minimum inhibitory concentration (MIC) assays were used to quantify antimicrobial activity and the MIC values for the crude extracts of stems, roots and leaves ranged between 100 microg and >16 mg/ml against the eight microorganisms investigated. Compound 1 showed significant antimicrobial activity with the most sensitive organism being Staphylococcus epidermidis with an MIC of 9.8 microg/ml. For compound 2, no activity was noted. Compound 3 exhibited good activity against the yeasts Cryptococcus neoformans (75 microg/ml) and Candida albicans (37.5 microg/ml).

摘要

从垂序南美天南星叶和茎的二氯甲烷提取物中分离出两种新的简单1,4 - 苯醌和一种已知的苯并吡喃 - 6 - 醇。从甲醇提取物中得到叶绿醇。将两种苯醌,即2 - 甲基 - 6 -(-3 - 甲基 - 2 - 丁烯基)苯 - 1,4 - 醌(1)和3 - 羟基 - 2 - 甲基 - 5 -(3 - 甲基 - 2 - 丁烯基)苯 - 1,4 - 醌(2)以及苯并吡喃,6 - 羟基 - 8 - 甲基 - 2,2 - 二甲基 - 2H - 苯并吡喃(3)与茎、叶和根的粗提物一起进行抗菌性能检测。采用最低抑菌浓度(MIC)测定法来量化抗菌活性,茎、根和叶粗提物对所研究的8种微生物的MIC值在100微克至>16毫克/毫升之间。化合物1表现出显著的抗菌活性,最敏感的微生物是表皮葡萄球菌,MIC为9.8微克/毫升。化合物2未观察到活性。化合物3对新型隐球菌(75微克/毫升)和白色念珠菌(37.5微克/毫升)表现出良好的活性。

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