Isocoumarindole A, a Chlorinated Isocounnarin and Indole Alkaloid Hybrid Metabolite from an Endolichenic Fungus Aspergillus sp.

被引:58
|
作者
Chen, Minghua [1 ,2 ,3 ]
Wang, Renzhong [1 ,2 ,4 ]
Zhao, Wuli [1 ,2 ]
Yu, Liyan [1 ,2 ]
Zhang, Conghui [1 ,2 ]
Chang, Shanshan [1 ,2 ]
Li, Yan [1 ,2 ]
Zhang, Tao [1 ,2 ]
Xing, Jianguo [3 ]
Gan, Maoluo [1 ,2 ]
Feng, Feng [4 ]
Si, Shuyi [1 ,2 ]
机构
[1] Chinese Acad Med Sci, Inst Med Biotechnol, NHC Key Lab Microbial Drug Bioengn, Beijing 100050, Peoples R China
[2] Peking Union Med Coll, Beijing 100050, Peoples R China
[3] Inst Mat Med Xinjiang Uygur Autonomous Reg, Key Lab Uighur Med, Urumqi 830004, Peoples R China
[4] China Pharmaceut Univ, Sch Tradit Chinese Pharm, Dept Nat Med Chem, Nanjing 210009, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
DERIVATIVES; DIVERSITY; LICHEN; ACIDS;
D O I
10.1021/acs.orglett.9b00385
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Isocoumarindole A (1), a novel polyketide synthetase-nonribosomal peptide synthetase (PKS-NRPS) hybrid metabolite, was isolated from the endolichenic fungus Aspergillus sp. CPCC 400810. The structure of isocoumar-indole A (1) was featured by an unprecedented skeleton containing chlorinated isocoumarin and indole diketopiperazine alkaloid moieties linked by a carbon carbon bond, which was determined by a combination of spectroscopic analyses, Marfey's method, and calculations of NMR chemical shifts, ECD spectra, and optical rotation values. Isocoumarindole A showed significant cytotoxicity and mild antifungal activities.
引用
收藏
页码:1530 / 1533
页数:4
相关论文
共 50 条
  • [1] New diketopiperazine dimers and 4-hydroxyphenylacetates from an endolichenic fungus Aspergillus sp.
    Su, Bingjie
    Zhang, Tao
    Mao, Mengjia
    Wang, Renzhong
    You, Baoqing
    Zhang, Jing
    Yu, Liyan
    Si, Shuyi
    Wu, Jingshuai
    Chen, Minghua
    FITOTERAPIA, 2025, 180
  • [2] Polyketide-Terpene Hybrid Metabolites from an Endolichenic Fungus Pestalotiopsis sp.
    Yuan, Chao
    Ding, Gang
    Wang, Hai-Ying
    Guo, Yu-Hua
    Shang, Hai
    Ma, Xiao-Jun
    Zou, Zhong-Mei
    BIOMED RESEARCH INTERNATIONAL, 2017, 2017
  • [3] α-Pyrone derivatives from the endolichenic fungus Nectria sp.
    Li, Wei
    Li, Xiao-Bin
    Li, Lin
    Li, Rui-Juan
    Lou, Hong-Xiang
    PHYTOCHEMISTRY LETTERS, 2015, 12 : 22 - 26
  • [4] New Metabolites from Endolichenic Fungus Pleosporales sp.
    Jiao, Yang
    Li, Gang
    Wang, Hai-Ying
    Liu, Jing
    Li, Xiao-Bin
    Zhang, Lu-Lu
    Zhao, Zun-Tian
    Lou, Hong-Xiang
    CHEMISTRY & BIODIVERSITY, 2015, 12 (07) : 1095 - 1104
  • [5] Active Metabolites from Endolichenic Fungus Talaromyces sp.
    Yuan, Wei-Hua
    Teng, Meng-Ting
    Sun, Shan-Shan
    Ma, Lin
    Yuan, Bo
    Ren, Qiang
    Zhang, Peng
    CHEMISTRY & BIODIVERSITY, 2018, 15 (11)
  • [6] Asperginine, an Unprecedented Alkaloid from the Marine-derived Fungus Aspergillus sp.
    Wang, Pinmei
    Zhao, Shizhe
    Liu, Ying
    Ding, Wanjing
    Qiu, Feng
    Xu, Jinzhong
    NATURAL PRODUCT COMMUNICATIONS, 2015, 10 (08) : 1363 - 1364
  • [7] A New Fatty Acid from the Endolichenic Fungus Massarina sp.
    Chao Yuan
    Gang Li
    Chang-sheng Wu
    Hai-ying Wang
    Zun-tian Zhao
    Hong-xiang Lou
    Chemistry of Natural Compounds, 2015, 51 : 415 - 417
  • [8] PHYTOTOXIC SECONDARY METABOLITES FROM THE ENDOLICHENIC FUNGUS Myxotrichum sp.
    Yuan, Chao
    Ding, Gang
    Wang, Haiying
    Guo, Yuhua
    Ma, Xiaojun
    Zou, Zhongmei
    CHEMISTRY OF NATURAL COMPOUNDS, 2018, 54 (04) : 638 - 641
  • [9] In Vitro Antiproliferative Activity of Echinulin Derivatives from Endolichenic Fungus Aspergillus sp. against Colorectal Cancer
    Makhloufi, Hind
    Pinon, Aline
    Champavier, Yves
    Saliba, Jennifer
    Millot, Marion
    Fruitier-Arnaudin, Ingrid
    Liagre, Bertrand
    Chemin, Guillaume
    Mambu, Lengo
    MOLECULES, 2024, 29 (17):
  • [10] A New Fatty Acid from the Endolichenic Fungus Massarina sp.
    Yuan, Chao
    Li, Gang
    Wu, Chang-sheng
    Wang, Hai-ying
    Zhao, Zun-tian
    Lou, Hong-xiang
    CHEMISTRY OF NATURAL COMPOUNDS, 2015, 51 (03) : 415 - 417