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从泰国红树林内生真菌 Aspergillus sp. xy02 中分离得到的酚类倍半萜类化合物。

Phenolic bisabolane sesquiterpenoids from a Thai mangrove endophytic fungus, Aspergillus sp. xy02.

机构信息

Marine Drugs Research Center, College of Pharmacy, Jinan University, Guangzhou 510632, PR China.

School of Biological Science and Technology, University of Jinan, Jinan 250022, PR China.

出版信息

Fitoterapia. 2018 Jun;127:322-327. doi: 10.1016/j.fitote.2018.02.031. Epub 2018 Mar 12.

DOI:10.1016/j.fitote.2018.02.031
PMID:29544761
Abstract

Seven new phenolic bisabolane sesquiterpenoids, (7R,10S)-7,10-epoxysydonic acid (1), (7S,10S)-7,10-epoxysydonic acid (2), (7R,11S)-7,12-epoxysydonic acid (3), (7S,11S)-7,12-epoxysydonic acid (4), 7-deoxy-7,14-didehydro-12-hydroxysydonic acid (5), (Z)-7-deoxy-7,8-didehydro-12-hydroxysydonic acid (6), and (E)-7-deoxy-7,8-didehydro-12-hydroxysydonic acid (7), along with five known analogues (8-12), were obtained from the culture of an endophytic fungus Aspergillus sp. xy02 isolated from the leaves of a Thai mangrove Xylocarpus moluccensis. All structures were assigned on the basis of detailed spectroscopic analyses. The absolute configurations of 1-4, being two pairs of epimers, were established by TDDFT-ECD calculations. Compound 12 showed mild antioxidative activity to scavenge DPPH radical with an IC of 72.1 μM, whereas 2, 3, 5, 7, 9, 11, and 12 displayed moderate inhibitory activities against Staphylococcus aureus ATCC 25923 with IC values ranging from 31.5 to 41.9 μM.

摘要

从泰国红树 Xylocarpus moluccensis 的叶子中分离得到的内生真菌 Aspergillus sp. xy02 的培养物中,分离得到了 7 个新的酚类双大根香叶型倍半萜,(7R,10S)-7,10-环氧大根香叶酸(1)、(7S,10S)-7,10-环氧大根香叶酸(2)、(7R,11S)-7,12-环氧大根香叶酸(3)、(7S,11S)-7,12-环氧大根香叶酸(4)、7-脱氧-7,14-二去氢-12-羟基大根香叶酸(5)、(Z)-7-脱氧-7,8-二去氢-12-羟基大根香叶酸(6)和(E)-7-脱氧-7,8-二去氢-12-羟基大根香叶酸(7),以及 5 个已知类似物(8-12)。所有结构均基于详细的光谱分析确定。1-4 为两对差向异构体,其绝对构型通过 TDDFT-ECD 计算确定。12 显示出轻度抗氧化活性,可清除 DPPH 自由基,IC 为 72.1µM,而 2、3、5、7、9、11 和 12 对金黄色葡萄球菌 ATCC 25923 显示出中等抑制活性,IC 值范围为 31.5-41.9µM。

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