Identification of a Unique Azaphilone Produced by Chaetomium globosum Isolated from Polygonatum sibiricum

被引:11
|
作者
Song, Chenggang [1 ]
Ding, Gang [2 ]
Wu, Gang [1 ]
Yang, Jian [3 ]
Zhang, Mingzhe [1 ]
Wang, Haoyu [1 ]
Wei, Dongsheng [4 ]
Qin, Jianchun [1 ]
Guo, Lanping [3 ]
机构
[1] Jilin Univ, Coll Plant Sci, Changchun 130062, Peoples R China
[2] Chinese Acad Med Sci & Peking Union Med Coll, Inst Med Plant Dev, Minist Educ, Key Lab Bioact Subst & Resources Utilizat Chinese, Beijing 100193, Peoples R China
[3] China Acad Chinese Med Sci, Natl Resources Ctr Chinese Mat Med, State Key Lab Dao Di Herbs Breeding Base, Beijing 100700, Peoples R China
[4] Univ Hamburg, Inst Wood Sci, Dept Biol, Leuschnerstr 91, D-21031 Hamburg, Germany
基金
中国国家自然科学基金;
关键词
azaphilone; Chaetomium globosum; Polygonatum sibiricum; structure identification; cytotoxicity; ABSOLUTE STEREOSTRUCTURES; CYTOTOXIC METABOLITES; CHAETOGLOBOSIN; CHAETOMUGILINS; ALKALOIDS; FUNGUS;
D O I
10.1002/cbdv.201900744
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A new azaphilone, chaephilone E, eight azaphilone derivatives, and three chaetoglobosins were isolated from endophytic fungi Chaetomium globosum. The structures of the compounds were elucidated by 1D and 2D NMR as well as HR-ESI-MS data, and the absolute configuration of chaephilone E was established on the basis of electronic circular dichroism and NOESY spectrum. The activity of chaephilone E was evaluated via the cytotoxic assay (human hepatoma cell lines HepG-2) and brine shrimp (Artemia salina) bioassay.
引用
收藏
页数:5
相关论文
共 50 条
  • [1] Chaephilones A and B, Two New Azaphilone Derivatives Isolated from Chaetomium globosum
    Chen, Chunmei
    Wang, Jing
    Zhu, Hucheng
    Wang, Jianping
    Xue, Yongbo
    Wei, Guangzheng
    Guo, Yi
    Tan, Dongdong
    Zhang, Jinwen
    Yin, Chunping
    Zhang, Yonghui
    CHEMISTRY & BIODIVERSITY, 2016, 13 (04) : 422 - 426
  • [2] Cytotoxic azaphilone alkaloids from Chaetomium globosum TY1
    Li, Xiang
    Tian, Ye
    Yang, Sheng-xiang
    Zhang, Ya-mei
    Qin, Jian-chun
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (10) : 2945 - 2947
  • [3] Bioactive metabolites produced by Chaetomium globosum, an endophytic fungus isolated from Ginkgo biloba
    Qin, Jian-Chun
    Zhang, Ya-Mei
    Gao, Jin-Ming
    Bai, Ming-Sheng
    Yang, Sheng-Xiang
    Laatsch, Hartmut
    Zhang, An-Ling
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (06) : 1572 - 1574
  • [4] Chaetoglobosins and azaphilones produced by Canadian strains of Chaetomium globosum isolated from the indoor environment
    David R. McMullin
    Mark W. Sumarah
    J. David Miller
    Mycotoxin Research, 2013, 29 : 47 - 54
  • [5] Chaetoglobosins and azaphilones produced by Canadian strains of Chaetomium globosum isolated from the indoor environment
    McMullin, David R.
    Sumarah, Mark W.
    Miller, J. David
    MYCOTOXIN RESEARCH, 2013, 29 (01) : 47 - 54
  • [6] New class azaphilone produced by a marine fish-derived Chaetomium globosum. The stereochemistry and biological activities
    Yamada, Takeshi
    Muroga, Yasuhide
    Jinno, Masaaki
    Kajimoto, Tetsuya
    Usami, Yoshihide
    Numata, Atsushi
    Tanaka, Reiko
    BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (13) : 4106 - 4113
  • [7] Aspects in azaphilone biosynthesis: Biochemical investigations of an iterative polyketide synthase and acyltransferase from Chaetomium globosum
    Winter, Jaclyn M.
    Zabala, Angelica O.
    Watanabe, Kenji
    Tang, Yi
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
  • [8] Antifungal Metabolites Produced by Chaetomium globosum No.04, an Endophytic Fungus Isolated from Ginkgo biloba
    Guizhen Zhang
    Yanhua Zhang
    Jianchun Qin
    Xiaoyan Qu
    Jinliang Liu
    Xiang Li
    Hongyu Pan
    Indian Journal of Microbiology, 2013, 53 : 175 - 180
  • [9] Antifungal Metabolites Produced by Chaetomium globosum No.04, an Endophytic Fungus Isolated from Ginkgo biloba
    Zhang, Guizhen
    Zhang, Yanhua
    Qin, Jianchun
    Qu, Xiaoyan
    Liu, Jinliang
    Li, Xiang
    Pan, Hongyu
    INDIAN JOURNAL OF MICROBIOLOGY, 2013, 53 (02) : 175 - 180
  • [10] New azaphilones from Chaetomium globosum isolated from the built environment
    McMullin, David R.
    Sumarah, Mark W.
    Blackwell, Barbara A.
    Miller, J. David
    TETRAHEDRON LETTERS, 2013, 54 (06) : 568 - 572