天然产物研究与开发 ›› 2026, Vol. 38 ›› Issue (8): 1698-1705.doi: 10.16333/j.1001-6880.2026.8.008 cstr: 32307.14.1001-6880.2026.8.008

• 研究简报 • 上一篇    下一篇

草莓番石榴内生真菌Nigrospora sp.次生代谢产物研究

张  琴1,罗志强2,贾海燕1,3,何云清1,刘佳宝1,许自攀1,高  原1,4*,杨  健2,3*   

  1. 1宜宾学院 过程分析与控制四川省高校重点实验室,宜宾 644000;2中国中医科学院 中药资源中心道地药材品质保障与资源持续利用全国重点实验室,北京100700;3江西省道地药材质量评价研究中心,南昌 330000;4宜宾学院 香料植物资源开发与利用四川省高校重点实验室,宜宾 644000
  • 出版日期:2026-08-27 发布日期:2026-08-26
  • 基金资助:
    中国中医科学院科技创新工程项目(CI2024C007YN);财政部和农业农村部国家现代农业产业技术体系项目(CARS-21);过程分析与控制四川省高校重点实验室开放基金(GCFX2022004);香料植物资源开发与利用四川省高校重点实验室开放基金(22XLZ02)

Secondary metabolites of endophytic fungus Nigrospora sp. from Psidium cattleianum

ZHANG Qin1,LUO Zhi-qiang2,JIA Hai-yan1,3,HE Yun-qing1,LIU Jia-bao1,XU Zi-pan1,GAO Yuan1,4*,YANG Jian2,3*   

  1. 1Key Lab of Process Analysis and Control of Sichuan Universities, Yibin University,Yibin 644000,China;2State Key Laboratory for Quality Ensurance and Sustainable Use of Dao-di Herbs,National Resource Center for Chinese Materia Medica,China Academy of Chinese Medical Sciences,Beijing 100700,China; 3Evaluation and Research Center of Daodi Herbs of Jiangxi Province,Nanchang 330000,China;4Key Lab of Aromatic Plant Resources Exploitation and Utilization in Sichuan Higher Education,Yibin University,Yibin 644000,China
  • Online:2026-08-27 Published:2026-08-26

摘要:

本文对草莓番石榴内生真菌Nigrospora sp.的次生代谢产物进行研究。采用正相硅胶柱色谱、凝胶柱色谱、中压液相色谱等方法对该真菌固态发酵物的甲醇提取物进行分离,运用波谱技术及NMR和ECD量子化学计算手段鉴定化合物结构,并通过CCK-8法和二倍稀释法分别对化合物的抗肿瘤和抗菌活性进行评价。共分离鉴定出11个化合物,分别为黑孢内酰胺A(1)、ergosta-4,6,8(14),22-tetraen-3-one(2)、ganodermaside B(3)、9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one(4)、(22E,24R)-24-methyl-5α-cholesta-7,22-dien-3β,5,6β-triol(5)、3β,5α,9α-trihydroxy-(22E,24R)-ergosta-7,22-dien-6-one(6)、吲哚-3-甲酸(7)、(1H-indol-3-yl) oxoacetamide(8)、吲哚-3-甲醛(9)、pestalotiopyrone A(10)、nigrosporapyrone D(11)。其中,化合物1是新的甾体生物碱。活性评价结果显示,所有化合物均无抑菌活性,化合物1对三阴性乳腺癌MDA-MB-231细胞有细胞毒活性,其IC50值为20.46 μmol/L。

关键词: 草莓番石榴, Nigrospora sp., 次生代谢产物, 黑孢内酰胺A, 抗三阴性乳腺癌活性

Abstract:

This study aims to investigate the secondary metabolites produced by Nigrospora sp., an endophytic fungus derived from Psidium cattleianum Afzel. ex Sabine. All metabolites were separated from the methanolic extract of the solid-state fermentation culture of this fungus using positive-phase silica gel column, Sephadex LH-20 column, and medium pressure liquid chromatographies. Spectroscopic methods and quantum chemical calculations of NMR and ECD data were employed for structure determination. CCK-8 assay and two-fold dilution method were adopted to test the antitumor and antimicrobial properties, respectively. Eleven compounds were isolated and identified as nigrolactam A (1), ergosta-4,6,8(14),22-tetraen-3-one (2), ganodermaside B (3), 9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one (4), (22E,24R)-24-methyl-5α-cholesta-7,22-dien-3β,5,6β-triol (5), 3β,5α,9α-trihydroxy-(22E,24R)-ergosta-7,22-dien-6-one (6), indole-3-carboxylic acid (7), (1H-indol-3-yl) oxoacetamide (8), 3-indolecarbaldehyde (9), pestalotiopyrone A (10), nigrosporapyrone D (11). Among them, none of the compounds exhibited antimicrobial activity, and compound 1 was a new steroidal alkaloid and exhibited cytotoxic activity against triple-negative breast cancer MDA-MB-231 cells, with an IC50 value of 20.46 μmol/L.

Key words:

Psidium cattleianum, Nigrospora sp., secondary metabolite, nigrolactam A, anti-triple negative breast cancer activity

中图分类号:  R284.1