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2022 , Vol. 42 >Issue 9: 2975 - 2980

DOI: https://doi.org/10.6023/cjoc202204030

研究简报

深海来源篮状菌Talaromyces indigoticus FS688中聚酮化合物及其细胞毒性

  • 李明琼 ,
  • 黄惠彬 ,
  • 陈玉婵 ,
  • 李赛妮 ,
  • 刘昭明 ,
  • 王彦林 ,
  • 章卫民 ,
  • 高晓霞
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  • a 广东药科大学药学院 广州 510006
    b 广东省科学院微生物研究所 华南应用微生物国家重点实验室 广东省菌种保藏与应用重点实验室 广州 510070
    c 中国科学院南海海洋研究所 南海生态环境工程创新研究院 边缘海与大洋地质重点实验室 广州 510301

收稿日期: 2022-04-12

  修回日期: 2022-05-27

  网络出版日期: 2022-06-09

基金资助

国家自然科学基金(41906106); 国家自然科学基金(31272087); 广东省海洋经济发展专项基金(GDNRC [2021]054); 国家自然科学基金委员会共享航次计划(41849906); 国家自然科学基金委员会共享航次计划(41949906); 该航次(航次编号: NORC2019-06, NORC2020-06)由“嘉庚”号科考船实施

收起

Polyketides from the Deep-Sea-Derived Fungus Talaromyces indigoticus FS688 and Their Cytotoxicites

  • Mingqiong Li ,
  • Huibin Huang ,
  • Yuchan Chen ,
  • Saini Li ,
  • Zhaoming Liu ,
  • Yanlin Wang ,
  • Weimin Zhang ,
  • Xiaoxia Gao
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  • a School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006
    b Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, State Key Laboratory of Applied Microbiology Southern China, Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou 510070
    c Key Laboratory of Ocean and Marginal Sea Geology, Innovation Academy of South China Sea Ecology and Environmental Engineering, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301
* Corresponding authors. E-mail: ,

Received date: 2022-04-12

  Revised date: 2022-05-27

  Online published: 2022-06-09

Supported by

National Natural Science Foundation of China(41906106); National Natural Science Foundation of China(31272087); Guangdong Provincial Special Fund for Marine Economic Development Project(GDNRC [2021]054); Shiptime Sharing Project of National Natural Science Foundation of China(41849906); Shiptime Sharing Project of National Natural Science Foundation of China(41949906); Data and samples were collected onboard of R/V "JiaGeng" implementing the open research cruise NORC2019-06 and NORC2020-06

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摘要

对深海来源真菌Talaromyces indigoticus FS688进行化学成分研究, 从中发现了3个新的聚酮类化合物以及5个已知化合物, 其化学结构是通过综合的波谱分析得以确定, 同时其绝对构型是通过理论电子圆二色谱(ECD)计算确定. 其中, 5-甲基六氢呋喃[2,3-b]呋喃-2-基-乙烷-1-醇(2)对所测试的4株人体肿瘤细胞株(SF-268, MCF-7, HepG-2和A549)表现出显著的细胞毒活性, IC50介于0.18~0.53 µmol/L之间.

关键词： Talaromyces; 深海真菌; 聚酮; 波谱分析; 细胞毒

本文引用格式

李明琼 , 黄惠彬 , 陈玉婵 , 李赛妮 , 刘昭明 , 王彦林 , 章卫民 , 高晓霞 . 深海来源篮状菌Talaromyces indigoticus FS688中聚酮化合物及其细胞毒性[J]. 有机化学, 2022 , 42(9) : 2975 -2980 . DOI: 10.6023/cjoc202204030

Abstract

The chemical investigation of the deep-sea-derived fungus Talaromyces indigoticus FS688 led to the isolation of three new polyketides together with five known compounds. Their structures were determined by comprehensive spectroscopic analysis and the absolute configurations were evaluated by theoretical electrostatic circular chroism (ECD) calculations. Among them, 5-methylhexahydrofuro[2,3-b]furan-2-yl-ethan-1-ol (2) exhibited significant cytotoxicity against the four tested human tumor cell lines (SF-268, MCF-7, HepG-2 and A549) with the IC50 values in the range of 0.18~0.53 µmol/L.

Key words： Talaromyces; deep-sea-derived fungus; polyketide; spectroscopic analysis; cytotoxicity

参考文献

[1]
Zhai, M. M.; Li, J.; Jiang, C. X.; Shi, Y. P.; Di, D. L.; Grews, P.; Wu, Q. X. Nat. Prod. Bioprospect. 2016, 6, 1.
[2]
Pitt, J. I.In Encyclopedia of Food Microbiology, 2nd ed, PENICILLIUM|Penicillium and Talaromyces, Academic Press, New York, 2014, pp. 6-13.
[3]
Land, D.; Wu, B. Chem. Biodiversity 2020, 17, e2000229.
[4]
Zhao, Y.; Sun, C.; Huang, L.; Zhang, X.; Zhang, G.; Che, Q.; Li, D.; Zhu, T. J. Nat. Prod. 2021, 84, 3011.
[5]
Huang, Z. H.; Liang, X.; Li, C. J.; Gu, Q.; Ma, X.; Qi, S. J. Nat. Prod. 2021, 84, 2727.
[6]
Wang, Y.; Xue, Y.; Liu, C. Mar. Drugs 2015, 13, 4594.
[7]
Li, M.; Li, S.; Hu, J.; Gao, X.; Wang, Y.; Liu, Z.; Zhang, W. Mar. Drugs 2021, 20, 33.
[8]
Girich, E. V.; Yurchenko, A. N.; Smetanina, O. F.; Trinh, P. T. H.; Ngoc, N. T. F.; Pivkin, M. V.; Popov, R. S.; Pislyagin, E. A.; Menchinskaya, E. S.; Chingizova, E. A.; Afiyatullov, S. S.; Yurchenko, E. A. Mar. Drugs 2020, 18, 608.
[9]
Tatipamula, V. B.; Vedula, G. S. J. Serb. Chem. Soc. 2019, 83, 1.
[10]
Duong, T. H.; Bui, L. C. H.; Chavasiri, W.; Chollet-Krugler, M.; Nguyen, V. K.; Nguyen, T. H. T.; Hansen, P. E.; Pogam, L. P.; Thϋsh, H.; Boustie, J.; Nguyen, K. P. P. Phytochemistry 2017, 137, 156.
[11]
Tian, J. F.; Yu, R. J.; Li, X. X.; Gao, H.; Guo, L. D.; Tang, J. S.; Yao, X. S. Magn. Reson. Chem. 2015, 53, 866.
[12]
Zhang, H.; Deng, Z.; Guo, Z.; Peng, Y.; Huang, N.; He, H.; Tu, X.; Zou, K. Molecules 2015, 20, 7940.
[13]
Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewsk, V. G.; Montgomery Jr., J. A.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head- Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 09, Revision D.01, Gaussian, Inc., Wallingford, CT, USA, 2013.
[14]
Bruhn, T.; Schaumlöffel, A.; Hemberger, Y.; Bringmann, G. Chirality 2013, 25, 243.
[15]
Liu, Z.; Chen, Y.; Li, S.; Wang, Q.; Hu, C.; Liu, H.; Zhang, W. Mar. Drugs 2020, 18, 381.
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