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一株藤壶内生真菌的次生代谢产物

蔡彩虹, 郑浩, 盖翠娟, 戴好富, 梅文莉, 陈惠琴

蔡彩虹, 郑浩, 盖翠娟, 戴好富, 梅文莉, 陈惠琴. 一株藤壶内生真菌的次生代谢产物[J]. 中国药科大学学报, 2023, 54(1): 62-67. DOI: 10.11665/j.issn.1000-5048.20220531001
引用本文: 蔡彩虹, 郑浩, 盖翠娟, 戴好富, 梅文莉, 陈惠琴. 一株藤壶内生真菌的次生代谢产物[J]. 中国药科大学学报, 2023, 54(1): 62-67. DOI: 10.11665/j.issn.1000-5048.20220531001
CAI Caihong, ZHENG Hao, GAI Cuijuan, DAI Haofu, MEI Wenli, CHEN Huiqin. Secondary metabolites of the endophytic fungus Aspergillus sp.Dq-25 from barnacle[J]. Journal of China Pharmaceutical University, 2023, 54(1): 62-67. DOI: 10.11665/j.issn.1000-5048.20220531001
Citation: CAI Caihong, ZHENG Hao, GAI Cuijuan, DAI Haofu, MEI Wenli, CHEN Huiqin. Secondary metabolites of the endophytic fungus Aspergillus sp.Dq-25 from barnacle[J]. Journal of China Pharmaceutical University, 2023, 54(1): 62-67. DOI: 10.11665/j.issn.1000-5048.20220531001

一株藤壶内生真菌的次生代谢产物

基金项目: 海南省自然科学基金资助项目(No.220RC702);农业农村部财政专项资助项目(No.NFZX2021)

Secondary metabolites of the endophytic fungus Aspergillus sp.Dq-25 from barnacle

Funds: This study was supported by the Natural Science Foundation of Hainan Province (No.220RC702), and Special Financial Project of Ministry of Agriculture and Rural Affairs (No.NFZX2021)
  • 摘要: 采用硅胶、Sephadex LH-20、C18反相硅胶和重结晶等分离技术从藤壶内生真菌Aspergillus sp.Dq-25的大米固体发酵产物的乙酸乙酯提取物中分离得到6个化合物,并通过理化性质和波谱学方法对单体化合物进行结构鉴定,分别为:demethyldihydropenicillic acid(1)、dihydropenicillic acid(2)、penicillic acid(3)、fortisterol(4)、22E,24R-3P,5a-dihydroxyerogosta-7,22-diene-6-one(5)和(22E,24R)-麦角甾-7,22-二烯-3β,5α,9α-三醇-6-酮(6)。其中化合物1为一新的丁内酯类化合物。通过MTT法测试化合物的细胞毒活性,结果显示化合物3对人慢性髓原白血病细胞K562、人宫颈癌细胞HeLa、人胃癌细胞SGC-7901、人肺癌细胞A549和人肝癌细胞BEL-7402均有一定的抑制作用,其IC50范围为38.0 ~ 105.0 μmol/L。
    Abstract: The chemical constituents of solid rice culture of the endophytic fungus Aspergillus sp.Dq-25 from barnacle were isolated and purified by silica gel, Sephadex LH-20, C18 reversed silica gel column chromatography and recrystallization.Their structures were identified by the physical and chemical properties, and by various spectroscopic methods.Six compounds were isolated and identified as: demethyldihydropenicillic acid (1), dihydropenicillic acid (2), penicillic acid (3), fortisterol (4), 22E, 24R-3P, 5a-dihydroxyerogosta-7, 22-diene-6-one (5), and (22E, 24R)-ergosterol-7, 22-diene-3β, 5α, 9α-triol-6-one (6).Compound 1 was a new butyrolactone.MTT method was used to analyze cytotoxicity, and the result showed that compound 3 exhibited inhibitory activity on five cell lines, including K562, HeLa, SGC-7901, A542 and BEL-7402, with IC50 values of 38.0 ~ 105.0 μmol/L.
  • [1] . Nat Prod Rep,2021,38(2):362-413.
    [2] Bhatnagar I,Kim SK. Immense essence of excellence:marine microbial bioactive compounds[J]. Mar Drugs,2010,8(10):2673-2701.
    [3] Blunt JW,Copp BR,Keyzers RA,et al. Marine natural products[J]. Nachrichten Aus Der Chemie,2018,35(8):235-254.
    [4] Wang L,Jiao JY,Liu D,et al. Cytotoxic meroterpenoids from the fungus Alternaria sp. JJY-32[J]. Chem Biodivers,2020,17(7):e2000226.
    [5] Zhou YM,Debbab A,Wray V,et al. Marine bacterial inhibitors from the sponge-derived fungus Aspergillus sp[J]. Tetrahedron Lett,2014,55(17):2789-2792.
    [6] Du XW,Liu D,Huang J,et al. Polyketide derivatives from the sponge associated fungus Aspergillus europaeus with antioxidant and NO inhibitory activities[J]. Fitoterapia,2018,130:190-197.
    [7] Zheng H,Mei WL,Cai CH,et al. Study on the secondary metabolites and their bioactivities of the endophytic fungus Colletotrichum sp. HK-08 from the leaves of Nerium indicum[J]. Nat Prod Res Dev(天然产物研究与开发),2020,32(1):75-80.
    [8] Phainuphong P,Rukachaisirikul V,Tadpetch K,et al. γ-Butenolide and furanone derivatives from the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178[J]. Phytochemistry,2017,137:165-173.
    [9] Kimura Y,Nakahara S,Fujioka S. Aspyrone a nematicidal compound isolated from the fungus,Aspergillus melleus[J]. Biosci Biotechnol Biochem,1996,60(8):1375-1376.
    [10] Huang XC,Guo YW,Song GQ. Fortisterol,a novel steroid with an unusual seven-membered lactone ring B from the Chinese marine sponge Biemna fortis Topsent[J]. J Asian Nat Prod Res,2006,8(6):485-489.
    [11] Fangkrathok N,Sripanidkulchai B,Umehara K,et al. Bioactive ergostanoids and a new polyhydroxyoctane from Lentinus polychrous mycelia and their inhibitory effects on E2-enhanced cell proliferation of T47D cells[J]. Nat Prod Res,2013,27(18):1611-1619.
    [12] Gong QF,Zhang YM,Tan NH,et al. Chemical constituents of Basidiomycetes Russula subnigricans[J]. Nat Prod Res Dev(天然产物研究与开发),2013,19:436-438.
    [13] Chen M,Wang KL,Liu M,et al. Bioactive steroid derivatives and butyrolactone derivatives from a Gorgonian-derived Aspergillus sp. fungus[J]. Chem Biodivers,2015,12(9):1398-1406.
    [14] Parvatkar RR,D’Souza C,Tripathi A,et al. Aspernolides A and B,butenolides from a marine-derived fungus Aspergillus terreus[J]. Phytochemistry,2009,70(1):128-132.
    [15] Gao HQ,Guo WQ,Wang Q,et al. Aspulvinones from a mangrove rhizosphere soil-derived fungus Aspergillus terreus Gwq-48 with anti-influenza A viral(H1N1) activity[J]. Bioorg Med Chem Lett,2013,23(6):1776-1778.
    [16] Liu B,Tang ZJ,Chen N,et al. Research progress of butyrolactones isolated from marine-derived Aspergillus sp[J]. Chin J Mar Drugs(中国海洋药物),2021,40(5):59-70.
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    1. 马小翔,马泽源,刘亚月,周龙建,和羿帆,张翼. 仿突变生物合成调控对土曲霉C23-3次生代谢产物的影响. 生物技术通报. 2024(08): 275-287 . 百度学术

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出版历程
  • 收稿日期:  2022-05-30
  • 修回日期:  2023-03-02
  • 刊出日期:  2023-02-24

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