中国南海山海绵<i>Mycale</i> sp.的化学成分研究

孙佳宝; 王淑萍; 王洁; 刘莉; 韩兵男; 林厚文

doi:10.3969/j.issn.1006-0111.2017.04.006

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中国南海山海绵Mycale sp.的化学成分研究

孙佳宝, 王淑萍, 王洁, 刘莉, 韩兵男, 林厚文

文章导航 > 药学实践与服务 > 2017 > 35(4): 308-314

孙佳宝, 王淑萍, 王洁, 刘莉, 韩兵男, 林厚文. 中国南海山海绵Mycale sp.的化学成分研究[J]. 药学实践与服务, 2017, 35(4): 308-314. doi: 10.3969/j.issn.1006-0111.2017.04.006

引用本文:

孙佳宝, 王淑萍, 王洁, 刘莉, 韩兵男, 林厚文. 中国南海山海绵Mycale sp.的化学成分研究[J]. 药学实践与服务, 2017, 35(4): 308-314. doi: 10.3969/j.issn.1006-0111.2017.04.006

SUN Jiabao, WANG Shuping, WANG Jie, LIU Li, HAN Bingnan, LIN Houwen. Study on chemical constituents of sponge Mycale sp. from the South China Sea[J]. Journal of Pharmaceutical Practice and Service, 2017, 35(4): 308-314. doi: 10.3969/j.issn.1006-0111.2017.04.006

Citation:

SUN Jiabao, WANG Shuping, WANG Jie, LIU Li, HAN Bingnan, LIN Houwen. Study on chemical constituents of sponge Mycale sp. from the South China Sea[J]. Journal of Pharmaceutical Practice and Service, 2017, 35(4): 308-314. doi: 10.3969/j.issn.1006-0111.2017.04.006

中国南海山海绵Mycale sp.的化学成分研究

doi: 10.3969/j.issn.1006-0111.2017.04.006

1.
上海交通大学医学院附属仁济医院药学部, 上海 200127
2.
沈阳药科大学中药学院, 辽宁沈阳 110016

基金项目: 国家自然科学基金（81373321）

Study on chemical constituents of sponge Mycale sp. from the South China Sea

1.
Department of Pharmacy, Renji Hospital Affiliated to School of Medicine, Shanghai JiaoTong University, Shanghai 200127, China
2.
School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China

摘要: 目的对采自中国南海山海绵Mycale sp.的化学成分进行研究。方法采用硅胶柱色谱、Sephadex LH-20凝胶柱色谱、高效液相色谱等多种色谱学分离手段，对山海绵Mycale sp.的乙酸乙酯萃取层进行分离纯化；应用现代波谱技术，结合理化性质与文献报道对化合物进行结构鉴定；用Cell Counting Kit-8（CCK-8）法对化合物进行体外人乳腺癌细胞株MCF-7及人肺癌细胞株PC9细胞生长抑制活性进行测试。结果共分离得到10个化合物，分别鉴定为：环（脯-异亮）二肽[cyclo-（Pro-Ile）]（ 1 ），环（脯-亮）二肽[cyclo-（Pro-Leu）]（ 2 ），环（异亮-亮）二肽[cyclo-（Ile-Leu）]（ 3 ），环（苯丙-脯）二肽[cyclo-（Phe-Pro）]（ 4 ），环（苯丙-缬）二肽[cyclo-（Phe-Val）]（ 5 ），环（苯丙-亮）二肽[cyclo-（Phe-Leu）]（ 6 ），环（苯丙-异亮）二肽[cyclo-（Phe-Ile）]（ 7 ），2'-deoxythymidine（ 8 ），胸腺嘧啶（thymine）（ 9 ），5-hydroxy-3，4-dimethy-5-pentyl-2（5H）-furanone（ 10 ）。经体外活性筛选发现，这些化合物对MCF-7及PC9未显示明显的生长抑制活性。结论化合物 1 、 2 、 4 、 5 、 6 、 7 和 10 均为首次从该属海绵中分离得到，本研究首次对化合物 1 ~ 10 的抗肿瘤活性进行了评价。
- Mycalesp. /
- 化学成分 /
- 环二肽 /
- 生长抑制活性
Abstract: Objective To investigate the chemical constituents of marine sponge Mycale sp. collected from the South China Sea. Methods The ethyl acetate extract of the marine sponge Mycale sp. was separated and purified by repeated column chromatography on silica gel, Sephadex LH-20 and reversed-phase high-performance liquid chromatography (RP-HPLC). The structures of these compounds were identified by means of various modern spectroscopic techniques and comparison with their physicochemical properties to reported data. The tumor cell growth inhibitory activities of these compounds against human breast cancer cell lines MCF-7 and human lung cancer cell lines PC9 were tested by Cell Counting Kit-8 (CCK-8) method. Results Ten compounds were isolated and identified as cyclo-(Pro-Ile)( 1 ),cyclo-(Pro-Leu)( 2 ),cyclo-(Ile-Leu)( 3 ),cyclo-(Phe-Pro)( 4 ),cyclo-(Phe-Val)( 5 ),cyclo-(Phe-Leu)( 6 ),cyclo-(Phe-Ile)( 7 ), 2'-deoxythymidine ( 8 ), thymine ( 9 ), 5-hydroxy-3,4-dimethyl-5-pentyl-2(5H)-furanone ( 10 ). These compounds showed weak tumor cell growth inhibitory activities toward cells MCF-7 and PC9 in vitro. Conclusion Compounds 1 , 2 , 4 , 5 , 6 , 7 and 10 were isolated from the sponge Mycale sp. for the first time. It is the first time to report the antitumor activity evaluation for compounds 1 ~ 10 .
- Mycale sp. /
- chemical constituents /
- cyclic dipeptide /
- growth inhibitory activity

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中国南海山海绵Mycale sp.的化学成分研究

doi: 10.3969/j.issn.1006-0111.2017.04.006

1. 上海交通大学医学院附属仁济医院药学部, 上海 200127

2. 沈阳药科大学中药学院, 辽宁沈阳 110016

基金项目: 国家自然科学基金（81373321）

收稿日期: 2017-03-20
修回日期: 2017-05-19

关键词:

Mycalesp. /

化学成分 /

环二肽 /

生长抑制活性

摘要: 目的对采自中国南海山海绵Mycale sp.的化学成分进行研究。方法采用硅胶柱色谱、Sephadex LH-20凝胶柱色谱、高效液相色谱等多种色谱学分离手段，对山海绵Mycale sp.的乙酸乙酯萃取层进行分离纯化；应用现代波谱技术，结合理化性质与文献报道对化合物进行结构鉴定；用Cell Counting Kit-8（CCK-8）法对化合物进行体外人乳腺癌细胞株MCF-7及人肺癌细胞株PC9细胞生长抑制活性进行测试。结果共分离得到10个化合物，分别鉴定为：环（脯-异亮）二肽[cyclo-（Pro-Ile）]（ 1 ），环（脯-亮）二肽[cyclo-（Pro-Leu）]（ 2 ），环（异亮-亮）二肽[cyclo-（Ile-Leu）]（ 3 ），环（苯丙-脯）二肽[cyclo-（Phe-Pro）]（ 4 ），环（苯丙-缬）二肽[cyclo-（Phe-Val）]（ 5 ），环（苯丙-亮）二肽[cyclo-（Phe-Leu）]（ 6 ），环（苯丙-异亮）二肽[cyclo-（Phe-Ile）]（ 7 ），2'-deoxythymidine（ 8 ），胸腺嘧啶（thymine）（ 9 ），5-hydroxy-3，4-dimethy-5-pentyl-2（5H）-furanone（ 10 ）。经体外活性筛选发现，这些化合物对MCF-7及PC9未显示明显的生长抑制活性。结论化合物 1 、 2 、 4 、 5 、 6 、 7 和 10 均为首次从该属海绵中分离得到，本研究首次对化合物 1 ~ 10 的抗肿瘤活性进行了评价。

English Abstract

Study on chemical constituents of sponge Mycale sp. from the South China Sea

1. Department of Pharmacy, Renji Hospital Affiliated to School of Medicine, Shanghai JiaoTong University, Shanghai 200127, China

2. School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China

Received Date: 2017-03-20
Rev Recd Date: 2017-05-19

Keywords:

Abstract: Objective To investigate the chemical constituents of marine sponge Mycale sp. collected from the South China Sea. Methods The ethyl acetate extract of the marine sponge Mycale sp. was separated and purified by repeated column chromatography on silica gel, Sephadex LH-20 and reversed-phase high-performance liquid chromatography (RP-HPLC). The structures of these compounds were identified by means of various modern spectroscopic techniques and comparison with their physicochemical properties to reported data. The tumor cell growth inhibitory activities of these compounds against human breast cancer cell lines MCF-7 and human lung cancer cell lines PC9 were tested by Cell Counting Kit-8 (CCK-8) method. Results Ten compounds were isolated and identified as cyclo-(Pro-Ile)( 1 ),cyclo-(Pro-Leu)( 2 ),cyclo-(Ile-Leu)( 3 ),cyclo-(Phe-Pro)( 4 ),cyclo-(Phe-Val)( 5 ),cyclo-(Phe-Leu)( 6 ),cyclo-(Phe-Ile)( 7 ), 2'-deoxythymidine ( 8 ), thymine ( 9 ), 5-hydroxy-3,4-dimethyl-5-pentyl-2(5H)-furanone ( 10 ). These compounds showed weak tumor cell growth inhibitory activities toward cells MCF-7 and PC9 in vitro. Conclusion Compounds 1 , 2 , 4 , 5 , 6 , 7 and 10 were isolated from the sponge Mycale sp. for the first time. It is the first time to report the antitumor activity evaluation for compounds 1 ~ 10 .