中国南海豆荚软珊瑚Lobophytum sp. 的化学成分及其抗菌活性研究
孙曼曼(1998—), 女, 河南省驻马店市人, 硕士研究生, 从事渔业发展研究。email: |
Copy editor: 孙翠慈
收稿日期: 2023-09-04
修回日期: 2023-10-05
网络出版日期: 2023-11-05
基金资助
国家自然科学基金(81991521)
国家重点研发计划(2022YFC2804100)
Chemical composition and antibacterial activities of the soft coral Lobophytum sp. from the South China Sea
Copy editor: SUN Cuici
Received date: 2023-09-04
Revised date: 2023-10-05
Online published: 2023-11-05
Supported by
National Natural Science Foundation of China(81991521)
National Key Research and Development Program of China(2022YFC2804100)
对采集自中国南海的豆荚软珊瑚Lobophytum sp.的化学成分及生物活性进行研究。采用硅胶柱色谱、凝胶柱色谱、半制备高效液相色谱等分离手段进行分离纯化, 通过对1H NMR、13C NMR等波谱数据分析并对比相关参考文献数据, 确定了化合物的结构。从豆荚软珊瑚Lobophytum sp.中共分离鉴定了12个化合物, 包括9个二萜类化合物: (+)-(7R, 8R)-epoxy-7, 8-dihydrocembrene C(1)、(1R, 2E, 4R, 7E, 11E)-cembra-2, 7, 11-triene-4-ol(2)、(-)-(2R, 7R, 8R)-sarcophytoxide(3)、entsarcophine(4)、sarcotenusene C(5)、(7S, 8S)-epoxy-1, 3, 11-cembratrien-16-oic methyl ester(6)、sarcophytonin B(7)、sarcoconvolutum D(8)、laevigatol A(9); 3个甾体类化合物: 菜油甾醇(10)、(24S)-24-甲基胆甾醇(11)、柳珊瑚甾醇(12)。化合物8为首次从豆荚软珊瑚Lobophytum sp.中分离得到。化合物3、4、5、7、10对鱼类致病菌美人鱼发光杆菌FP2244、耐土霉素的副乳房链球菌SPOF3K, 以及人类致病菌耐万古霉素屎肠球菌均具有显著的抗菌活性。
孙曼曼 , 曾艳波 , 许含 , 姚励功 , 郭跃伟 , 苏明智 . 中国南海豆荚软珊瑚Lobophytum sp. 的化学成分及其抗菌活性研究[J]. 热带海洋学报, 2024 , 43(4) : 189 -197 . DOI: 10.11978/2023132
To investigate the chemical composition and biological activity of the soft coral Lobophytum sp. collected from South China Sea. A series of methods such as silica gel column chromatography, thin-layer chromatography, Sephadex LH-20 column chromatography, and semi-preparative high performance liquid chromatography were used to separate and purify. The structure of the compounds was characterized by analysis of NMR data and comparison with the data reported in literature. Twelve compounds were identified from the soft coral Lobophytum sp., including nine diterpenoids: (+)-(7R, 8R)-epoxy-7, 8-dihydrocembrene C(1), (1R, 2E, 4R, 7E, 11E)-cembra-2, 7, 11- triene-4-ol(2), (-)-(2R, 7R, 8R)-sarcophytoxide(3), entsarcophine(4), sarcotenusene C(5), (7S, 8S)-epoxy-1, 3, 11-cembratrien-16-oic methyl ester(6), sarcophytonin B(7), sarcoconvolutum D(8), laevigatol A(9); three steroids: campesterol(10), (24S)-24-methylcholesterol(11), gorgonol(12). Compound 8 was isolated from the soft coral Lobophytum sp. for the first time. The bioassay results revealed that compounds 3, 4, 5, 7 and 10 show significant antibacterial activity against fish pathogens Photobacterium damselae FP2244, oxytetracycline-resistant Streptococcus parauberis SPOF3K, and human pathogen vancomycin-resistant Enterococcus faecium.
表1 化合物的抗菌活性结果(MIC, 单位: μg·mL-1)Tab. 1 Results of antimicrobial activity of compounds (MIC, unit: μg·mL-1) |
菌种 | 化合物MIC | |||||||||
---|---|---|---|---|---|---|---|---|---|---|
3 | 4 | 5 | 7 | 10 | Tetr | Oxy | Lev | Amp | Van | |
vancomycin-resistant E. faecalis G1 | - | - | - | - | 38.7 | 0.09 | 0.19 | >39.78 | >37.14 | >297 |
vancomycin-resistant E. faecalis G4 | - | - | - | - | 38.7 | 0.19 | 0.19 | >39.78 | >37.14 | >297 |
vancomycin-resistant E. faecalis G7 | 30.2 | 31.6 | 33.2 | 1.5 | 0.48 | 0.09 | 0.09 | >39.78 | >37.14 | 18.56 |
vancomycin-resistant E. faecalis G8 | - | - | - | - | 38.7 | 0.09 | 0.05 | 39.78 | >37.14 | 74.25 |
A. salraonicida AS42 | - | - | - | - | - | 6.11 | 0.39 | 0.31 | >18.57 | NT |
E. piscicida TH1 | - | - | - | - | - | 1.5 | 0.78 | 0.62 | 9.28 | >148.5 |
P. damselae FP2244 | 30.2 | 31.6 | 33.2 | 30 | 38.7 | 0.02 | 0.02 | 0.02 | 0.02 | NT |
oxytetracycline-resistant S. parauberis SPOF3K | 30.2 | - | - | 30 | 38.7 | >24.05 | 12.42 | 1.24 | 0.58 | NT |
S. agalactiae WR10 | - | - | - | - | - | 0.75 | 0.78 | 2.49 | 1.16 | <0.2 |
V. algaelyticus RZ53 | - | - | - | - | - | 1.5 | 1.55 | 0.31 | >37.14 | 18.56 |
注: - 表明50μg·mL-1无显著抑菌活性。NT: 未作抗菌试验。Tetr: 盐酸四环素; Oxy: 盐酸土霉素: Lev: 盐酸左氧氟沙星; Amp: 氨苄青霉素钠; Van: 盐酸万古霉素。 |
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