Guadinomines, Type III secretion system inhibitors, produced by streptomyces sp K01-0509

被引:41
|
作者
Iwatsuki, Masato [2 ]
Uchida, Ryuji [2 ]
Yoshijima, Hitomi [1 ]
Ui, Hideaki [1 ]
Shiomi, Kazuro [1 ]
Kim, Yong-Pil [2 ]
Hirose, Tomoyasu [2 ]
Sunazuka, Toshiaki [1 ]
Abe, Akio [1 ]
Tomoda, Hiroshi [1 ]
Omura, Satoshi [1 ,2 ]
机构
[1] Kitasato Univ, Kitasato Inst Life Sci, Minato Ku, Tokyo 1088641, Japan
[2] Kitasato Inst, Minato Ku, Tokyo 1088642, Japan
来源
JOURNAL OF ANTIBIOTICS | 2008年 / 61卷 / 04期
关键词
guadinomines; Type III secretion system; Streptomyces sp K01-0509; EPEC;
D O I
10.1038/ja.2008.33
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
The structures of guadinomines, new inhibitors of a bacterial Type III secretion system produced by Streptomyces sp. KOI-0509, were elucidated by spectroscopic studies including various NMR experiments. Guadinomines A, B, C-1, C-2 and D consist of a carbamoylated cyclic guanidinyl moiety, an alkyl chain moiety and an L-Ala-L-Val moiety in common, while guadinomic acid is a smaller molecule consisting of a carbamoylated cyclic guanidinyl moiety and a hydroxyl hexanoate moiety.
引用
收藏
页码:230 / 236
页数:7
相关论文
共 50 条
  • [1] Guadinomines, type III secretion system inhibitors, produced by Streptomyces sp. K01-0509 I. Taxonomy, fermentation, isolation and biological properties
    Iwatsuki M.
    Uchida R.
    Yoshijima H.
    Ui H.
    Shiomi K.
    Matsumoto A.
    Takahashi Y.
    Abe A.
    Tomoda H.
    Omura S.
    The Journal of Antibiotics, 2008, 61 (4) : 222 - 229
  • [2] Guadinomines, Type III Secretion System Inhibitors, Produced by Streptomyces sp. K01-0509II. Physico-chemical Properties and Structure Elucidation
    Masato Iwatsuki
    Ryuji Uchida
    Hitomi Yoshijima
    Hideaki Ui
    Kazuro Shiomi
    Yong-Pil Kim
    Tomoyasu Hirose
    Toshiaki Sunazuka
    Akio Abe
    Hiroshi Tomoda
    Satoshi Ōmura
    The Journal of Antibiotics, 2008, 61 : 230 - 236
  • [3] Isolation, Total Synthesis and Determination of the Absolute Configuration of Guadinomines; Potent Inhibitors of a Bacterial Type III Secretion System
    Hirose, Tomoyasu
    Iwatsuki, Masato
    Omura, Satoshi
    Sunazuka, Toshiaki
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2011, 69 (07) : 775 - 788
  • [4] A new antibiotic, antimycin A9, produced by Streptomyces sp K01-0031
    Shiomi, K
    Hatae, K
    Hatano, H
    Matsumoto, A
    Takahashi, Y
    Jiang, CL
    Tomoda, H
    Kobayashi, S
    Tanaka, H
    Omura, S
    JOURNAL OF ANTIBIOTICS, 2005, 58 (01): : 74 - 78
  • [5] A New Antibiotic, Antimycin A9, Produced by Streptomyces sp. K01-0031
    Kazuro Shiomi
    Kenji Hatae
    Hiroko Hatano
    Atsuko Matsumoto
    Yoko Takahashi
    Cheng-Lin Jiang
    Hiroshi Tomoda
    Susumu Kobayashi
    Haruo Tanaka
    Satoshi Ōmura
    The Journal of Antibiotics, 2005, 58 : 74 - 78
  • [6] Natural Product Type III Secretion System Inhibitors
    Pendergrass, Heather A.
    May, Aaron E.
    ANTIBIOTICS-BASEL, 2019, 8 (04):
  • [7] Discovery and Mechanism of Type III Secretion System Inhibitors
    May, Aaron Elijah
    Khosla, Chaitan
    ISRAEL JOURNAL OF CHEMISTRY, 2013, 53 (08) : 577 - 587
  • [8] Synthetic Cyclic Peptomers as Type III Secretion System Inhibitors
    Hanh Lam
    Schwochert, Joshua
    Lao, Yongtong
    Lau, Tannia
    Lloyd, Cameron
    Luu, Justin
    Kooner, Olivia
    Morgan, Jessica
    Lokey, Scott
    Auerbuch, Victoria
    ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2017, 61 (09)
  • [9] Small-Molecule Inhibitors of the Type III Secretion System
    Gu, Lingling
    Zhou, Shanshan
    Zhu, Lanping
    Liang, Cuirong
    Chen, Xin
    MOLECULES, 2015, 20 (09) : 17659 - 17674
  • [10] Inhibitors and inducers of the type III secretion system of Erwinia amylovora
    Khokhani, D.
    Zeng, Q.
    Chen, X.
    Yang, C.
    PHYTOPATHOLOGY, 2012, 102 (07) : 63 - 63