Abyssomicin I, a Modified Polycyclic Polyketide from Streptomyces sp. CHI39

被引:41
|
作者
Igarashi, Yasuhiro [1 ]
Yu, Linkai [1 ]
Miyanaga, Satoshi [1 ]
Fukuda, Takao [1 ]
Saitoh, Noriko [2 ]
Sakurai, Hiroaki [3 ]
Saiki, Ikuo [3 ]
Alonso-Vega, Pablo [4 ]
Trujillo, Martha E. [4 ]
机构
[1] Toyama Prefectural Univ, Biotechnol Res Ctr, Toyama 9390398, Japan
[2] Natl Inst Infect Dis, Shinjuku Ku, Tokyo 1628640, Japan
[3] Toyama Univ, Inst Nat Med, Dept Biosci, Toyama 9300194, Japan
[4] Univ Salamanca, Dept Genet & Microbiol, Salamanca 37007, Spain
来源
JOURNAL OF NATURAL PRODUCTS | 2010年 / 73卷 / 11期
关键词
MARINE VERRUCOSISPORA STRAIN; GENE-CLUSTER; BIOSYNTHESIS; ACID;
D O I
10.1021/np100292h
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Abyssomicin I (1), a new modified polycyclic polyketide, was isolated from the culture extract of a soil-derived Streptomyces sp. The structure of 1 was elucidated by interpretation of NMR and other spectroscopic data. The stereochemistry of the new compound was assigned by NOE analysis, chemical derivatization, and application of the modified Mosher method. While 1 was inactive against bacteria and yeasts, the oxidized derivative 7 showed weak activities against Gram-positive bacteria. Compounds 1 and 7 exhibited inhibitory effects on tumor cell invasion with IC50 values of 11 and 0.21 mu M, respectively.
引用
收藏
页码:1943 / 1946
页数:4
相关论文
共 50 条
  • [41] An Unidentified Metabolite Originating from Streptomyces sp.
    Cheng, Ming-Jen
    Wu, Ming-Der
    Min-Tseng, Huei-Mei
    Chen, Huei-Mei
    Chen, Chung-Yi
    Chen, Jih-Jung
    Pan, Hsien-Ting
    CHEMISTRY OF NATURAL COMPOUNDS, 2025, 61 (01) : 111 - 113
  • [42] Streptomyces polaris sp. nov. and Streptomyces septentrionalis sp. nov., isolated from frozen soil
    Kamjam, Manita
    Nopnakorn, Potjanicha
    Zhang, Li
    Peng, Fang
    Deng, Zixin
    Hong, Kui
    ANTONIE VAN LEEUWENHOEK INTERNATIONAL JOURNAL OF GENERAL AND MOLECULAR MICROBIOLOGY, 2019, 112 (03): : 375 - 387
  • [43] Streptomyces siamensis sp. nov., and Streptomyces similanensis sp. nov., isolated from Thai soils
    Paranee Sripreechasak
    Atsuko Matsumoto
    Khanit Suwanborirux
    Yuki Inahashi
    Kazuro Shiomi
    Somboon Tanasupawat
    Yoko Takahashi
    The Journal of Antibiotics, 2013, 66 : 633 - 640
  • [44] Streptomyces polaris sp. nov. and Streptomyces septentrionalis sp. nov., isolated from frozen soil
    Manita Kamjam
    Potjanicha Nopnakorn
    Li Zhang
    Fang Peng
    Zixin Deng
    Kui Hong
    Antonie van Leeuwenhoek, 2019, 112 : 375 - 387
  • [45] Solieritide A, a new polyketide from the red alga Solieria sp.
    Liu, Ting-Ting
    Liao, Xiao-Jian
    Xu, Shi-Hai
    Zhao, Bing-Xin
    NATURAL PRODUCT RESEARCH, 2021, 35 (21) : 3780 - 3786
  • [46] Streptomyces xanthii sp. nov. and Streptomyces roseirectus sp. nov. isolated from a Chinese medicinal plant
    Hu, Siren
    Wang, Yinfeng
    Wang, Junzhen
    Liu, Keyun
    Tang, Xinke
    Gao, Jian
    INTERNATIONAL JOURNAL OF SYSTEMATIC AND EVOLUTIONARY MICROBIOLOGY, 2021, 71 (08)
  • [47] Njaoamine I, a cytotoxic polycyclic alkaloid from the Haplosclerida sponge Haliclona (Reniera) sp.
    Urda, Carlos
    Perez, Marta
    Rodriguez, Jaime
    Fernandez, Rogelio
    Jimenez, Carlos
    Cuevas, Carmen
    TETRAHEDRON LETTERS, 2018, 59 (26) : 2577 - 2580
  • [48] Streptomyces erringtonii sp. nov. and Streptomyces kaempferi sp. nov., isolated from a hay meadow soil
    Rakesh Santhanam
    Xiaoying Rong
    Ying Huang
    Michael Goodfellow
    Antonie van Leeuwenhoek, 2013, 103 : 79 - 87
  • [49] Isolation and characterization of actinoramides A-C, highly modified peptides from a marine Streptomyces sp.
    Nam, Sang-Jip
    Kauffman, Christopher A.
    Jensen, Paul R.
    Fenical, William
    TETRAHEDRON, 2011, 67 (35) : 6707 - 6712
  • [50] New alpiniamide-type polyketide with antibiofilm activities from the marine-derived Streptomyces sp. ZS-A65
    Pu, Fanqi
    Fang, Jiebin
    Li, Wenshuo
    Zhang, Bin
    Hong, Xinyi
    Xu, Lei
    Li, Xihui
    Jiang, Yongjun
    CHEMISTRY & BIODIVERSITY, 2024, 21 (04)