邢倩,杨凯琳,王毓,等.一株海洋来源真菌 Nigrospora sp. 蒽醌类化合物及其生物活性研究[J].中国海洋药物,2014,33(6):8-14.
一株海洋来源真菌 Nigrospora sp. 蒽醌类化合物及其生物活性研究
Anthraquinone Derivatives Isolated from a Marine-derived Fungus Nigrospora sp. and their Biological Activities
投稿时间:2014-04-08  修订日期:2014-04-15
DOI:
中文关键词:  海洋来源真菌 Nigrospora sp. 蒽醌  抗菌活性
English Keywords:marine-derived fungus  Nigrospora sp.  anthraquinone derivative  antimicrobial activity
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作者单位E-mail
邢倩 中国海洋大学医药学院 jingzihebao@163.com 
杨凯琳 中国海洋大学医药学院  
王毓 中国海洋大学医药学院  
杨瑞云 广西师范大学化学化工学院  
王长云 中国海洋大学医药学院  
邵长伦* 中国海洋大学医药学院 shaochanglun@ouc.edu.cn 
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中文摘要:
      目的 对一株海洋来源真菌 Nigrospora sp. (TA26-9) 中的蒽醌类化合物进行结构表征,筛选评价生物活性。方法 采用波谱分析方法和单晶衍射技术对化合物进行结构表征,采用微量稀释法测定化合物对 10 株致病菌的抗菌活性,采用 Solis 改良法测定化合物的卤虫致死活性。结果 结构表征确定了 6 个蒽醌类化合物的结构:9α-hydroxydihydrodesoxybostrycin (1),9α-hydroxyhalorosellinia A (2),4-deoxybostrycin (3),bostrycin (4),3,5,8-trihydroxy-7-methoxy-2-methylanthracene-9,10-dione (5) 和austrocortirubin (6)。对化合物 1–6 及其乙酰化衍生物 3a,4a,5a–5d 生物活性评价表明,所有化合物对辣椒炭疽病菌 Colletotrichum capsici 都有选择性抗菌活性,MIC = 0.26–1.22 μM;除化合物 3 外,对玉米大斑病菌 Setosphaeria turcica 也表现出很好的抗菌活性,MIC = 0.27–4.82 μM。特别地,化合物 3a具有广谱抗菌活性,对 8 株致病菌的 MIC 在 0.27–4.32 μM之间,该化合物还显示卤虫致死活性,在 25 μg/mL 浓度下对卤虫 Artemia salina 的致死率为 78.9%。结论 海洋来源真菌 Nigrospora sp. (TA26-9) 中的蒽醌类化合物具有选择性抗菌活性,具有开发成抗菌剂的潜力。
English Summary:
      Objective To characterize the structures of anthraquinone derivatives isolated from a marine-derived fungus Nigrospora sp. (TA26-9) and evaluate their biological activities. Methods Structural characterization was established by extensive spectroscopic analysis as well as single-crystal X-ray diffraction analysis using Cu Kα radiation. Antimicrobial activities of anthraquinone derivatives against ten pathogenic strains were determined by micro-dilution method. Brine shrimp lethalities were measured using Solis modified method. Results The structures of six anthraquinone derivatives were determined as 9α-hydroxydihydrodesoxybostrycin (1), 9α-hydroxyhalorosellinia A (2), 4-deoxybostrycin (3), bostrycin (4), 3,5,8-trihydroxy-7-methoxy-2-methylanthracene-9,10-dione (5), and austrocortirubin (6). Compounds 1–6 and their acetylated derivatives 3a,4a,5a–5d were evaluated for their biological activities. All compounds showed selective antifungal activities against Colletotrichum capsici with the minimum inhibitory concentrations (MICs) ranging from 0.26 to 1.22 μM, and all the tested compounds, except 3, also exhibited antifungal activities against Setosphaeria turcica with the MICs of 0.27–4.82 μM. Specifically, 3a displayed broad-spectrum antimicrobial activity against eight pathogenic strains (MIC = 0.27–4.32 μM). In addition, 3a showed lethal activity against brine shrimp Artemia salina with a lethality rate of 78.9% at 25 μg/mL. Conclusion Anthraquinone derivatives isolated from Nigrospora sp. (TA26-9) possess selective antimicrobial activities with the potential to be developed into antimicrobial agents.
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