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

doi:10.11665/j.issn.1000-5048.20220531001

一株藤壶内生真菌的次生代谢产物

蔡彩虹^1,2,
郑浩^1,2,
盖翠娟^1,2,
戴好富^1,2,
梅文莉^1,2,
陈惠琴^1,2

1.
中国热带农业科学院热带生物技术研究所海南省黎药资源天然产物研究与利用重点实验室，海口 571101
2.
海南热带农业资源研究院，海口 571101

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）

计量
- 文章访问数: 175
- HTML全文浏览量: 5
- PDF下载量: 435
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

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

1.
Hainan Provincial Key Laboratory for Research and Development of Natural Product from Li Folk Medicine, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101
2.
Hainan Institute for Tropical Agricultural Resources, Haikou 571101, China

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

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。
- 藤壶 /
- 内生真菌 /
- Aspergillus sp. /
- γ-丁内酯 /
- 化学成分 /
- 分离鉴定 /
- 细胞毒
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, C₁₈reversed 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.
- barnacle /
- endophytic fungus /
- Aspergillus sp. /
- γ-butyrolactone /
- chemical constituents /
- isolation and identification /
- cytotoxicity

HTML全文

参考文献(16)

[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.