一株太子参植物内生真菌链格孢菌次生代谢产物的研究

Secondary metabolites of the endophytic fungus Alternaria alstroemeriae from Pseudostellariae Radix

摘要

采用硅胶、ODS 反相、Sephadex LH-20 凝胶柱色谱及制备型 HPLC 等分离纯化手段，对太子参内生真菌链格孢菌Alternaria alstroemeriae WZ-419 大米固体发酵物进行系统化学成分研究，共分离获得 16 个化合物。根据其理化性质及波谱数据，上述化合物被鉴定为 alterpenoid A（1）、tricycloalternarene A（2）、细格菌素（3）、4′-表细链格孢烯（4）、交链孢烯（5）、交链孢醇（6）、细链格孢甲醚醇（7）、3-hydroxyalternariol-5-O-methylether（8）、alternariol-9-methyl ether（9）、alternariol 1′-hydroxy-9-methyl ether（10）、百叶酚（11）、dihydroalterperylenol（12）、alterinone A（13）、4-hydroxy-3-methoxy-5-(2E,6E-3,7,11-trimethyldodeca-2,6,10-trien-1-yl) benzoic acid（14）、hexylitaconic acid（15）和 altechromone A（16）。其中化合物 1 和 13 为新化合物，化合物 14 和 15 为首次从 Alternaria 属中分离获得。体外活性实验对化合物1~16 的抗菌活性进行了初步评价。结果显示，化合物 3、6~8、10、11、13、14 对革兰氏阳性菌表现出较好的抑制作用，最小抑菌浓度为 8~64 µg/mL。本研究从太子参内生真菌中分离获得了一系列具有抗菌活性的代谢产物，为阐明其活性物质基础及开展药理活性研究提供了参考。

Abstract

Sixteen compounds were isolated from the solid rice culture of the endophytic fungusAlternaria alstroemeriae WZ-419 derived from Pseudostellariae Radix, using silica gel, ODS, Sephadex LH-20 column chromatography, and preparative HPLC. Their structures were elucidated based on physicochemical properties and comprehensive spectroscopic analyses, and identified as alterpenoid A (1), tricycloalternarene A (2), altenusin (3), 4'-epialtenuene (4), altenuene (5), alternariol (6), altenuisol (7), 3-hydroxyalternariol-5-O-methylether (8), alternariol-9-methyl ether (9), alternariol 1′-hydroxy-9-methyl ether (10), stemphyperylenol (11), dihydroalterperylenol (12), alterinone A (13), 4-hydroxy-3-methoxy-5-(2E,6E-3,7,11-trimethyldodeca-2,6,10-trien-1-yl) benzoic acid (14), hexylitaconic acid (15), and altechromone A (16). Among them, compound 1 and 13 were new, and compounds 14 and 15 were isolated from the genus Alternaria for the first time. The antibacterial activities of compounds 1–16 were evaluated in vitro. Compounds 3, 6–8, 10, 11, 13, and 14 exhibited notable inhibitory effects against Gram-positive bacteria, with minimal inhibitory concentrations ranging from 8 to 64 µg/mL.This study isolated a series of antimicrobial metabolites from the endophytic fungi of Pseudostellariae Radix, providing new insights into their bioactive constituents and laying a foundation for further pharmacological investigations.

关键词

太子参 / 内生真菌 / 链格孢菌 / 代谢产物 / 分离鉴定 / 抗菌活性

Key words

Pseudostellariae Radix / endophytic fungus / Alternaria alstroemeriae / secondary metabolites / isolation and identification / antimicrobial activity

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基金资助

国家自然科学基金项目(32300338)

国家自然科学基金项目(32470426)