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来自印度尼西亚软珊瑚的新型细胞毒性西松烷类化合物

New Cytotoxic Cembranoid from Indonesian Soft Coral sp.

作者信息

Januar Hedi Indra, Zamani Neviaty Putri, Soedharma Dedi, Chasanah Ekowati

机构信息

Department of Biotechnology, Indonesian Research and Development Center for Marine and Fisheries Products Processing and Biotechnology, Jakarta, Indonesia; Department of Marine Science, Faculty of Fisheries and Marine Science, Bogor Agricultural University, Bogor, Indonesia.

Department of Marine Science, Faculty of Fisheries and Marine Science, Bogor Agricultural University, Bogor, Indonesia.

出版信息

Pharmacognosy Res. 2017 Jan-Mar;9(1):65-68. doi: 10.4103/0974-8490.199779.

DOI:10.4103/0974-8490.199779
PMID:28250656
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5330105/
Abstract

CONTEXT

is a soft coral species that contains various secondary metabolites with cytotoxic activity. The production of cytotoxic compounds in soft corals is suggested as their allelochemical to win space competition. Therefore, if a particular soft coral species dominates a reef area, it may suggest to contain interesting bioactive compounds.

AIMS

This research aimed to characterize the cytotoxic compounds in dominant soft coral species ( sp.) on the reef at the Western side of Mahengetang Island, Indonesia.

SUBJECTS AND METHODS

Isolation of cytotoxic compounds through ethanol extracts had been done with preparative high-performance liquid chromatography and bioassay-guided fractionation by MCF-7 (breast) cancer cell lines. The structures of each cytotoxic compounds were elucidated on the basis of mass and nuclear magnetic resonance spectroscopic studies.

RESULTS

Elucidation through all compounds found a new cembranoid, namely, 2-hydroxy-crassocolide E (1), alongside with 5 known cembranoids; sarcophytoxide (2), sarcrassin E (3), 3,7,11-cembreriene-2,15-diol (4), 11,12-epoxy-Sarcophytol A (5), and sarcophytol A (6). All of these cembranoids were showed to inhibit the growth of MCF-7 (breast) cancer, with 50% inhibition of tumor cell lines growth lower than 30 mg/L.

CONCLUSIONS

Results of this study suggest that a soft coral species which dominate a reef area is a potential source for various bioactive compounds.

SUMMARY

Elucidation of cytotoxic compounds from sp. that dominate the reef at Mahengetang Island Indonesia revealed a new compound (2-hydroxy-crassocolide E) alongside with 5 known cembranoid compounds. : SCUBA: Self-contained underwater breathing apparatus; HPLC: High performance liquid chromatography; NMR: Nuclear magnetic resonance; IT-TOF: Ion trap-time of flight; MTT: 3-(4,5-dimethylthiazol-2-yl)-2; 5-diphenyltetrazolinon bromide; DEPT: Distortionless enhancement by polarisation transfer; COSY: Correlation spectroscopy; HMBC: Heteronuclear multiplebond correlation; NOE: Nuclear overhauser effect; IG50: 50% inhibition growth.

摘要

背景

是一种软珊瑚物种,含有多种具有细胞毒性活性的次生代谢产物。软珊瑚中细胞毒性化合物的产生被认为是它们用于赢得空间竞争的化感物质。因此,如果某一特定软珊瑚物种在珊瑚礁区域占主导地位,可能表明其含有有趣的生物活性化合物。

目的

本研究旨在表征印度尼西亚马亨格唐岛西侧珊瑚礁上占主导地位的软珊瑚物种(种)中的细胞毒性化合物。

对象与方法

通过乙醇提取物分离细胞毒性化合物,采用制备型高效液相色谱法和MCF - 7(乳腺癌)细胞系进行生物测定导向分级分离。基于质谱和核磁共振光谱研究阐明了每种细胞毒性化合物的结构。

结果

对所有化合物的解析发现了一种新的西松烷类化合物,即2 - 羟基 - 厚珊瑚内酯E(1),以及5种已知的西松烷类化合物;肉芝毒素(2)、肉芝厚素E(3)、3,7,11 - 西松三烯 - 2,15 - 二醇(4)、11,12 - 环氧 - 肉芝醇A(5)和肉芝醇A(6)。所有这些西松烷类化合物均显示出抑制MCF - 7(乳腺癌)细胞生长的作用,对肿瘤细胞系生长的50%抑制浓度低于30 mg/L。

结论

本研究结果表明,在珊瑚礁区域占主导地位的软珊瑚物种是各种生物活性化合物的潜在来源。

总结

对印度尼西亚马亨格唐岛珊瑚礁上占主导地位的种的细胞毒性化合物的解析揭示了一种新化合物(2 - 羟基 - 厚珊瑚内酯E)以及5种已知的西松烷类化合物。:SCUBA:自给式水下呼吸器;HPLC:高效液相色谱;NMR:核磁共振;IT - TOF:离子阱 - 飞行时间;MTT:3 -(4,5 - 二甲基噻唑 - 2 - 基)- 2,5 - 二苯基四氮唑溴盐;DEPT:无畸变极化转移增强;COSY:相关光谱;HMBC:异核多键相关;NOE:核Overhauser效应;IG50:50%抑制生长

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d4b/5330105/b1cc1baf55a4/PR-9-65-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d4b/5330105/83c492979ed1/PR-9-65-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d4b/5330105/28ef4a99f645/PR-9-65-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d4b/5330105/b1cc1baf55a4/PR-9-65-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d4b/5330105/83c492979ed1/PR-9-65-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d4b/5330105/28ef4a99f645/PR-9-65-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d4b/5330105/b1cc1baf55a4/PR-9-65-g005.jpg

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