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两株福建茶内生真菌共培养诱导甾体化合物的产生。

Induced production of steroids by co-cultivation of two endophytes from Mahonia fortunei.

机构信息

Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, People's Republic of China.

Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, People's Republic of China; Department of Natural Product Chemistry, Key Laboratory of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University, Jinan 250012, People's Republic of China.

出版信息

Steroids. 2019 May;145:1-4. doi: 10.1016/j.steroids.2019.02.005. Epub 2019 Feb 6.

Abstract

A new ergosterol derivative, 23R-hydroxy-(20Z,24R)-ergosta-4,6,8(14),20(22)-tetraen-3-one (1), and a biosynthetically related known compound, (22E,24R)-ergosta-4,6,8(14),22-tetraen-3-one (2), were isolated from the co-culture between endophytic fungus Pleosporales sp. F46 and endophytic bacterium Bacillus wiedmannii Com1 both inhibiting in the medicinal plant Mahonia fortunei. The structure of the new compound 1 was determined by extensive spectroscopic analysis using HRMS and NMR, together with the modified Mosher's ester method. This is the first example of isolation of a ergosterol derivative with a Δ-double bond in the side chain. Compound 1 exhibited moderate antibacterial efficacy against Staphylococcus aureus and no obvious cytotoxic activities against the cancer cell lines A549, MDA-MB-231 and Hct116. Our results not only reveal that compound 1 is a potent antibacterial lead compound, but also highlight the powder of co-cultivation for inducing the production of cryptic natural products from endophytes derived from the same host plant.

摘要

从药用植物阔叶十大功劳内生真菌 Pleosporales sp. F46 和内生细菌 Bacillus wiedmannii Com1 的共培养物中分离得到一种新的麦角甾醇衍生物 23R-羟基-(20Z,24R)-麦角甾-4,6,8(14),20(22)-四烯-3-酮(1)和一种生物合成相关的已知化合物 (22E,24R)-麦角甾-4,6,8(14),22-四烯-3-酮(2)。新化合物 1 的结构通过使用 HRMS 和 NMR 以及改进的莫舍尔酯法进行广泛的光谱分析来确定。这是首次分离到具有侧链 Δ-双键的麦角甾醇衍生物。化合物 1 对金黄色葡萄球菌表现出中等的抗菌功效,对肺癌细胞系 A549、MDA-MB-231 和 Hct116 没有明显的细胞毒性。我们的研究结果不仅表明化合物 1 是一种有效的抗菌先导化合物,还强调了共培养物粉末可以诱导来自同一宿主植物的内生菌产生隐藏的天然产物。

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