Cytotoxic gephyromycins from the Streptomyces sp SS13I

被引:22
|
作者
Jiang, Yong Jun [1 ]
Gan, Li-She [2 ]
Ding, Wan-Jing [1 ]
Chen, Zhe [3 ]
Ma, Zhong-Jun [1 ]
机构
[1] Zhejiang Univ, Inst Marine Biol, Ocean Coll, Zhoushan 316021, Peoples R China
[2] Zhejiang Univ, Coll Pharmaceut Sci, Hangzhou 310058, Zhejiang, Peoples R China
[3] Zhejiang Chinese Med Univ, Zhejiang Hosp Tradit Chinese Med, Zhejiang Key Lab Castrointestinal Pathophysiol, Hangzhou 310006, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
Angucyclinones; Gephyromycins; X-ray diffraction; ECD calculations; Cytotoxicity; BROMODOMAIN; PROTEINS;
D O I
10.1016/j.tetlet.2017.08.035
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two new gephyromycins (1-2), belonging to angucyclinones, were identified from Streptomyces sp. SS13I. Their structures were elucidated by analysis of HRESIMS, 1D and 2D NMR spectroscopic data, and the structure of 1 was further elucidated by X-ray diffraction data. The absolute configurations of compounds 1-2 were evidenced by ECD calculations. To our best knowledge, Compounds 1-2 were the second reported gephyromycin-type angucyclinones. Compound 2 exhibited significant cytotoxicity against PC3 cell lines with IC50 values of 1.38 +/- 0.47 mu M. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3747 / 3750
页数:4
相关论文
共 50 条
  • [21] Bluemomycin, a new naphthoquinone derivative from Streptomyces sp. with antimicrobial and cytotoxic properties
    Balachandran, C.
    Al-Dhabi, N. A.
    Duraipandiyan, V.
    Ignacimuthu, S.
    BIOTECHNOLOGY LETTERS, 2021, 43 (05) : 1005 - 1018
  • [22] Antitumor Peptides from Streptomyces sp SSA 13, Isolated from Arabian Sea
    Aftab, Usman
    Sajid, Imran
    INTERNATIONAL JOURNAL OF PEPTIDE RESEARCH AND THERAPEUTICS, 2017, 23 (02) : 199 - 211
  • [23] PURIFICATION AND PROPERTIES OF MYCODEXTRANASE FROM STREPTOMYCES SP J-13-3
    OKAZAKI, K
    ABE, T
    SARUWATARI, K
    KATO, F
    MARUYAMA, K
    TAGAWA, K
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1992, 56 (09) : 1401 - 1405
  • [24] A new okicenone analog from Streptomyces sp NEAU-W13
    Wang, Xiang-Jing
    Xiang, Zhi-Dan
    Gong, Dian-Liang
    Wang, Ji-Dong
    Liu, Chong-Xi
    Zhu, Zhao-Xiang
    Yan, Yi-Jun
    Xiang, Wen-Sheng
    JOURNAL OF ANTIBIOTICS, 2011, 64 (06): : 459 - 460
  • [25] Bioactive staurosporine derivatives from the Streptomyces sp. NB-A13
    Zhou, Biao
    Hu, Zhi-Juan
    Zhang, Hao-Jian
    Li, Jia-Qi
    Ding, Wan-Jing
    Ma, Zhong-Jun
    BIOORGANIC CHEMISTRY, 2019, 82 : 33 - 40
  • [26] Streptothricin Derivatives from Streptomyces sp I08A 1776
    Gan, Maoluo
    Zheng, Xudong
    Gan, Lishe
    Guan, Yan
    Hao, Xueqin
    Liu, Yishuang
    Si, Shuyi
    Zhang, Yuqin
    Yu, Liyan
    Xiao, Chunling
    JOURNAL OF NATURAL PRODUCTS, 2011, 74 (05): : 1142 - 1147
  • [27] Bafilomycin M, a new cytotoxic bafilomycin produced by a Streptomyces sp isolated from a marine sponge Theonella sp.
    Chen, Yu-Hsin
    Lu, Mei-Chin
    Chung, Hsu-Ming
    Weng, Ching-Feng
    Su, Jui-Hsin
    Yang, Yu-Tang
    Su, Yin-Di
    Chang, Yu-Chia
    Kuo, Jimmy
    Wu, Yang-Chang
    Sung, Ping-Jyun
    TETRAHEDRON LETTERS, 2016, 57 (43) : 4863 - 4865
  • [28] Purmedermycins A and B, two novel medermycin derivatives from Streptomyces sp. SS17A
    Zhou, Biao
    Jiang, Yong-Jun
    Li, Jia-Qi
    Zhang, Hao-Jian
    Ding, Wan-Jing
    Ma, Zhong-Jun
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (03) : 399 - 404
  • [29] Ohmyungsamycins A and B: Cytotoxic and Antimicrobial Cyclic Peptides Produced by Streptomyces sp from a Volcanic Island
    Um, Soohyun
    Choi, Tae Joon
    Kim, Heegyu
    Kim, Byung Yong
    Kim, Seong-Hwan
    Lee, Sang Kook
    Oh, Ki-Bong
    Shin, Jongheon
    Oh, Dong-Chan
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (24): : 12321 - 12329
  • [30] In vitro Cytotoxic Activity of Bioactive Metabolite and Crude Extract from a New Streptomyces sp SU
    Srikesavan, S. Sudha
    Selvam, M. Masilamani
    JOURNAL OF PURE AND APPLIED MICROBIOLOGY, 2013, 7 (03): : 2331 - 2336