海洋链霉菌Streptomyces sporoverrucosus 33510次级代谢产物研究

doi:10.11978/2023080

热带海洋学报 ›› 2024, Vol. 43 ›› Issue (2): 128-134.doi: 10.11978/2023080CSTR: 32234.14.2023080

海洋链霉菌Streptomyces sporoverrucosus 33510次级代谢产物研究

刘颖¹(), 肖阳¹, 朱震鑫², 刘洪存¹, 姜明国², 朱玉章², 林坤¹, 吴金城¹, 卢晓梅¹, 黄小宁¹, 梁海娜¹, 卢文森¹, 杨立芳¹()

1.广西民族大学化学化工学院, 林产化学与工程国家民委重点实验室, 广西林产化学与工程重点实验室, 广西林产化学与工程协同创新中心, 广西高校应用分析化学重点实验室, 广西南宁 530006
2.广西民族大学海洋与生物技术学院, 广西多糖材料与改性重点实验室, 广西南宁 530008

收稿日期:2023-06-14 修回日期:2023-07-28 出版日期:2024-03-10 发布日期:2024-03-26
作者简介:
刘颖(1997—), 女, 辽宁省凌源市人, 硕士研究生, 从事天然产物研究。email: liuyinghealer@163.com
基金资助:
国家自然科学基金项目(81960164); 广西科技重大项目(AB21196020); 国家药品监督管理局中药材质量监测与评价重点实验室开放课题项目(KFKT2022-7)

Study on the Secondary Metabolites of Marine Streptomyces Sporoverrucosus 33510

LIU Ying¹(), XIAO Yang¹, ZHU Zhenxin², LIU Hongcun¹, JIANG Mingguo², ZHU Yuzhang², LIN Kun¹, WU Jincheng¹, LU Xiaomei¹, HUANG Xiaoning¹, LIANG Haina¹, LU Wensen¹, YANG Lifang¹()

1. School of Chemistry and Chemical Engineering, Guangxi Minzu University, Key Laboratory of Chemistry and Engineering of Forest Products, State Ethnic Affairs Commission, Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Guangxi Collaborative Innovation Center for Chemistry and Engineering of Forest Products, Key Laboratory of Applied Analytical Chemistry (Guangxi Minzu University), Education Department of Guangxi Zhuang Autonomous Region, Nanning 530006, China
2. Guangxi Key Laboratory of Polysaccharide Materials and Modification, School of Marine Sciences and Biotechnology, Guangxi Minzu University, Nanning 530008, China

Received:2023-06-14 Revised:2023-07-28 Online:2024-03-10 Published:2024-03-26
Supported by:
National Natural Science Foundation of China(81960164); Science and Technology Major Project of Guangxi(AB21196020); NMPA Key Laboratory for Quality Monitoring and Evaluation of Traditional Chinese Medicine, Chinese Materia Medica(KFKT2022-7)

摘要/Abstract

摘要：

为获得具有较好抑制植物病原菌活性的化合物, 对一株海洋链霉菌Streptomyces sporoverrucosus 33510的化学成分及活性进行了研究。使用高效液相色谱(high performance liquid chromatography, HPLC)、半制备液相色谱(semi-pre HPLC)、柱色谱(colume chromatography, CC)、薄层色谱(thin layer chromatography, TLC)和重结晶等分析及分离技术对该菌株的发酵产物进行了分离纯化。采用核磁共振(nuclear megnetic resonance, NMR)、质谱(mass spectra, MS)、旋光(optical rotatory dispersion, ORD)等波谱学方法对得到的化合物进行结构鉴定。通过滤纸片法对化合物进行抑菌活性检测。从33510菌株的发酵产物中共分离得到10个化合物, 分别为: cyclo(D-Pro-D-Leu) (1)、bisphenol A (2)、methylp-hydroxyphenylacetate (3)、N-phenethylacetamide (4)、3-indole-methylethanoate (5)、dibutyl phthalate (6)、cyclo(D-Pro-L-Leu) (7)、cyclo(D-Pro-L-Ile) (8)、cyclo(L-Pro-L-Phe) (9)和cyclo(L-Leu-L-Val) (10)。除化合物5和9外, 其他8个化合物均为首次从该菌种中分离得到。抑菌结果表明, 抑菌摩尔浓度为0.19mmol·L^-1时, 化合物2对板栗疫病菌(Cryphonectria parasitica)的抑制效果为高敏(抑菌直径为20mm)。

关键词: 海洋链霉菌, 次级代谢产物, 抑菌活性

Abstract:

The secondary metabolites of marine actinomycete Streptomyces sporoverrucosus 33510 were studied in order to obtain bioactive compounds. The compounds were separated and purified by column chromatography, semi-preparative liquid chromatography and other chromatographic methods. Ten compounds were identified as cyclo(D-Pro-D-Leu) (1), bisphenol A (2), methylp-hydroxyphenylacetate (3), N-phenethylacetamide (4), 3-indole-methylethanoate (5), dibutyl phthalate (6), cyclo(D-Pro-L-Leu) (7), cyclo(D-Pro-L-Ile) (8), cyclo(L-Pro-L-Phe) (9), and cyclo(L-Leu-L-Val) (10). Eight compounds were isolated from Streptomyces sporoverrucosus for the first time. Compound 2 showed inhibitory activity against Cryphonectria parasitica.

Key words: Streptomyces sporoverrucosus 33510, secondary metabolites, antibacterial activity

刘颖, 肖阳, 朱震鑫, 刘洪存, 姜明国, 朱玉章, 林坤, 吴金城, 卢晓梅, 黄小宁, 梁海娜, 卢文森, 杨立芳. 海洋链霉菌Streptomyces sporoverrucosus 33510次级代谢产物研究[J]. 热带海洋学报, 2024, 43(2): 128-134.

LIU Ying, XIAO Yang, ZHU Zhenxin, LIU Hongcun, JIANG Mingguo, ZHU Yuzhang, LIN Kun, WU Jincheng, LU Xiaomei, HUANG Xiaoning, LIANG Haina, LU Wensen, YANG Lifang. Study on the Secondary Metabolites of Marine Streptomyces Sporoverrucosus 33510[J]. Journal of Tropical Oceanography, 2024, 43(2): 128-134.

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时间/min	甲醇/%	水/%
0.01	10	90
5	10	90
15	100	0
20	100	0
25	10	90

名称	直径/mm	抑菌效果
Fusarium oxysporum	10	√
Fusarium pseudograminearum	22	√
Colletotrichum musae	16	√
Rhizoctonia solani	18	√
Plectosphaerella cucumerina	0	×
Cryphonectria parasitica	0	×
Botryosphaeria dothidea	20	√
Bipolaris sorokiniana	20	√

化合物	抑菌强度	直径/mm	病原菌
2	高敏	20	Cryphonectria parasitica
3	耐药	0	Rhizoctonia solani、Fusarium pseudograminearum
4	耐药	0	Rhizoctonia solani
5	耐药	0	Rhizoctonia solani
6	耐药	0	Rhizoctonia solani
7	耐药	0	Cryphonectria parasitica、Fusarium pseudograminearum
9	耐药	0	Cryphonectria parasitica

直径/mm	抑菌性
>20	极敏
15~20	高敏
10~14	中敏
<10	低敏
0	耐药

海洋链霉菌Streptomyces sporoverrucosus 33510次级代谢产物研究

Study on the Secondary Metabolites of Marine Streptomyces Sporoverrucosus 33510

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