西沙短指软珊瑚Sinularia flexibilis中具有肿瘤细胞毒活性的甾体化合物

doi:10.11978/2023038

热带海洋学报 ›› 2023, Vol. 42 ›› Issue (5): 56-63.doi: 10.11978/2023038CSTR: 32234.14.2023038

西沙短指软珊瑚Sinularia flexibilis中具有肿瘤细胞毒活性的甾体化合物

高亚欣¹^,²(), 王昊², 戴好富², 夏志辉¹(), 曾艳波¹^,²()

1. 海南大学热带作物学院, 海南海口 570228
2. 中国热带农业科学院热带生物技术研究所海南省海洋生物资源功能性成分研究与利用重点实验室, 海南海口 571101

收稿日期:2023-03-23 修回日期:2023-04-21 出版日期:2023-09-10 发布日期:2023-05-06
作者简介:
高亚欣(1997—), 女, 山东省聊城市人, 硕士研究生。email: 20095131210018@hainanu.edu.cn
基金资助:
海南省重点研发计划项目(ZDYF2021SHFZ107); 国家自然科学基金项目(41776093); 农业农村部财政专项(NFZX2021)

Cytotoxic steroids from the soft coral Sinularia flexibilis collected off the Xisha

GAO Yaxin¹^,²(), WANG Hao², DAI Haofu², XIA Zhihui¹(), ZENG Yanbo¹^,²()

1. College of Tropical Crops, Hainan University, Haikou 570228, China
2. Hainan Provincial Key Laboratory for Functional Components Research and Utilization of Marine Bio-resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China

Received:2023-03-23 Revised:2023-04-21 Online:2023-09-10 Published:2023-05-06
Supported by:
Key Research and Development Project of Hainan Province(ZDYF2021SHFZ107); National Natural Science Foundation of China(41776093); Financial Fund of the Ministry of Agriculture and Rural Affairs, P. R. of China(NFZX2021)

摘要/Abstract

摘要：

文章对采集自我国南海西沙群岛的短指软珊瑚Sinularia flexibilis的化学成分及其生物活性进行研究。采用薄层层析、硅胶柱层析、凝胶柱层析和半制备高效液相色谱等各种分离方法进行分离纯化, 根据理化特性和各种波谱数据, 结合文献数据对分离到的化合物进行结构鉴定。从短指软珊瑚S. flexibilis中分离鉴定了8个甾体类化合物, 其结构分别鉴定为: 24-亚甲基胆甾-5,24(28)-二烯-3β,19-二醇(24-methylcholesta-5,24(28)-diene-3β,19-diol) (1)、(3β,23S)-ergosta-5,24(28)-diene-3,23-diol (2)、4α-methyl-3β,14β-dihydroxy-5α-ergost-24(28)-en-23-one (3)、sinulasterol C (4)、nephalsterol C (5)、24-亚甲基胆固醇(24-methylene-cholesterol) (6)、4α-methyl-3β,8β-dihydroxy-5α-ergost-24(28)-en-23-one (7)和4α-甲基-麦角甾-24-烯-3β-醇(4α-methyl-ergosterol-24-en-3β-ol) (8)。肿瘤细胞毒活性测试结果表明, 化合物2、3和5具有较强的K562 (人慢性髓原白血病细胞)毒活性, 其IC₅₀ (半数最大抑制浓度)值分别为(5.48±0.22)μmol·L^-1、(4.80±0.11)μmol·L^-1和(2.08±0.11)μmol·L^-1。

关键词: 软珊瑚, Sinularia flexibilis, 化学成分, 甾体, 肿瘤细胞毒活性

Abstract:

Thin layer chromatography, silica gel column chromatography, gel column chromatography and semi preparative high-performance liquid chromatography were used to study the chemical compositions of Sinularia flexibilis, a soft coral collected off the Xisha islands in the South China Sea. Eight steroids were identified from the soft coral S. flexibilis, 24-methylcholesta-5,24(28)-diene-3β,19-diol (1), (3β,23S)-ergosta-5,24(28)-diene-3,23-diol (2), 4α-methyl-3β,14β-dihydroxy-5α-ergost-24(28)-en-23-one (3), sinulasterol C (4), nephalsterol C (5), 24-methylene-cholesterol (6), 4α-methyl-3β, 8β-dihydroxy-5α-ergost-24(28)-en-23-one (7) and 4α-methyl-ergosterol-24-en-3β-ol (8) by the physical and chemical properties, extensive spectroscopic analysis and comparison with the reported data from literatures. The results of cytotoxic activity test showed compounds 2, 3 and 5 had strong inhibitory activity on K562 (human chronic myeloid leukemia cells), with IC₅₀ (half maximal inhibitory concentration) values of (5.48 ± 0.22) μmol·L^-1, (4.80 ± 0.11) μmol·L^-1 and (2.08 ± 0.11) μmol·L^-1, respectively.

Key words: soft coral, Sinularia flexibilis, chemical constituent, steroids, cytotoxicity

高亚欣, 王昊, 戴好富, 夏志辉, 曾艳波. 西沙短指软珊瑚Sinularia flexibilis中具有肿瘤细胞毒活性的甾体化合物[J]. 热带海洋学报, 2023, 42(5): 56-63.

GAO Yaxin, WANG Hao, DAI Haofu, XIA Zhihui, ZENG Yanbo. Cytotoxic steroids from the soft coral Sinularia flexibilis collected off the Xisha[J]. Journal of Tropical Oceanography, 2023, 42(5): 56-63.

图/表 3

参考文献 26

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化合物	(IC₅₀ ± SD)/(μmol·L^-1)^a
化合物	K562	BEL-7402	SGC-7901	A549	Hela
1	-	-	-	-	-
2	5.48 ± 0.22	26.76 ± 0.10	19.40 ± 0.27	43.69 ± 0.60	44.44 ± 0.65
3	4.80 ± 0.11	29.64 ± 0.52	23.54 ± 0.68	36.44 ± 0.29	42.00 ± 1.17
4	-	-	-	-	-
5	2.08 ± 0.11	9.09 ± 0.08	16.57 ± 0.04	28.69 ± 0.25	20.10 ± 0.19
6	-	-	-	-	-
7	-	-	-	-	-
8	-	-	-	-	-
顺铂^b	3.08 ± 0.05	4.02 ± 0.08	4.11 ± 0.02	1.93 ± 0.02	11.29 ± 0.15

西沙短指软珊瑚Sinularia flexibilis中具有肿瘤细胞毒活性的甾体化合物

Cytotoxic steroids from the soft coral Sinularia flexibilis collected off the Xisha

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