A Pair of Undescribed Alkaloid Enantiomers from Marine Sponge-Derived Fungus Hamigera avellanea and Their Antimicrobial and Cytotoxic Activities

被引:6
|
作者
Minh, Le Thi Hong [1 ]
Anh, Nguyen Mai [1 ]
Huyen, Vu Thi Thu [1 ]
Quyen, Vu Thi [1 ]
Dao, Phi Thi [1 ]
Huong, Doan Thi Mai [1 ,2 ]
Cuong, Pham Van [1 ,2 ]
Tuan, Cao Duc [3 ]
Kiem, Phan Van [1 ,2 ]
Tai, Bui Huu [1 ,2 ]
机构
[1] Inst Marine Biochem, VAST, 18 Hoang Quoc Viet, Hanoi 10072, Vietnam
[2] Grad Univ Sci & Technol, VAST, 18 Hoang Quoc Viet, Hanoi 10072, Vietnam
[3] Hai Phong Univ Med & Pharm, Fac Pharm, 72A Nguyen Binh Khiem, Haiphong 182610, Vietnam
关键词
Hamigera avellanea; hamiavemin A; antibacterial activity; cytotoxic activity; alkaloid; METABOLITES;
D O I
10.1002/cbdv.202301425
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
From marine sponge-associated fungus Hamigera avellanea, thirteen secondary metabolites including a pair of undescribed alkaloid enantiomers (+)-hamiavemin A (4S) (+)-1 and (-)-hamiavemin A (4R) (-)-1. Compound 1 was enantiomers resolved by the Chiralpak AS-3 column, using a hexane/isopropanol mobile phase. Their structures were determined based on extensive analyses of HR-ESI-MS, 1D and 2D NMR spectra. The absolute configuration of (+)-1 and (-)-1 were assigned tentatively by ECD calculations. Among the isolates, compound 6 showed strongest antibacterial activity against Enterococcus faecalis, Staphylococcus aureus, Bacillus cereus, Escherichia coli, Salmonella enterica, and Candida albicans with the MIC values of 2, 2, 16, 32, 64, and 16 mu g/mL, respectively, which were stronger than that of the positive control compound, kanamycin (MIC values ranging from 4 to 128 mu g/mL). In addition, compounds 1, 2, and 9 showed moderate cytotoxic activity against three cancer cell lines, HepG2, A549, and MCF-7 with the IC50 values ranging from 55.35 +/- 1.70 to 83.02 +/- 2.85 mu g/mL.
引用
收藏
页数:6
相关论文
共 50 条
  • [31] New α-glucosidase inhibitors from a marine sponge-derived fungus, Aspergillus sp OUCMDZ-1583
    Kong, Fandong
    Zhao, Chengying
    Hao, Jiejie
    Wang, Cong
    Wang, Wei
    Huang, Xiaolong
    Zhu, Weiming
    RSC ADVANCES, 2015, 5 (84): : 68852 - 68863
  • [32] Cytotoxic trichothecene-type sesquiterpenes from the sponge-derived fungus Stachybotrys chartarum with tyrosine kinase inhibition
    Li, Yong
    Liu, Dong
    Cheng, Zhongbin
    Proksch, Peter
    Lin, Wenhan
    RSC ADVANCES, 2017, 7 (12): : 7259 - 7267
  • [33] Aromatic polyketides from a sponge-derived fungus Metarhizium anisopliae mxh-99 and their antitubercular activities
    Xianglan Kong
    Xinhua Ma
    Yunying Xie
    Shengxin Cai
    Tianjiao Zhu
    Qianqun Gu
    Dehai Li
    Archives of Pharmacal Research, 2013, 36 : 739 - 744
  • [34] Cytotoxic and Antimicrobial Compounds from the Marine-Derived Fungus, Penicillium Species
    Youssef, Diaa T. A.
    Alahdal, Abdulrahman M.
    MOLECULES, 2018, 23 (02):
  • [35] Aromatic polyketides from a sponge-derived fungus Metarhizium anisopliae mxh-99 and their antitubercular activities
    Kong, Xianglan
    Ma, Xinhua
    Xie, Yunying
    Cai, Shengxin
    Zhu, Tianjiao
    Gu, Qianqun
    Li, Dehai
    ARCHIVES OF PHARMACAL RESEARCH, 2013, 36 (06) : 739 - 744
  • [36] New hirsutane based sesquiterpenes from salt water cultures of a marine sponge-derived fungus and the terrestrial fungus Coriolus consors
    Wang, GYS
    Abrell, LM
    Avelar, A
    Borgeson, BM
    Crews, P
    TETRAHEDRON, 1998, 54 (26) : 7335 - 7342
  • [37] A pair of novel bisindole alkaloid enantiomers from marine fungus Fusarium sp. XBB-9
    Shaker, Sharpkate
    Fan, Run-Zhu
    Li, Hou-Jin
    Lan, Wen-Jian
    NATURAL PRODUCT RESEARCH, 2021, 35 (09) : 1497 - 1503
  • [38] New Alkaloids and Polyketides from the Marine Sponge-Derived Fungus Penicillium sp. SCSIO41015
    Pang, Xiaoyan
    Cai, Guodi
    Lin, Xiuping
    Salendra, Limbadri
    Zhou, Xuefeng
    Yang, Bin
    Wang, Junjian
    Wang, Junfeng
    Xu, Shihai
    Liu, Yonghong
    MARINE DRUGS, 2019, 17 (07):
  • [39] p-Terphenyl alcohols from a marine sponge-derived fungus, Aspergillus candidus OUCMDZ-1051
    Wang, Dongyang
    Qu, Peng
    Zhou, Jiayu
    Wang, Yi
    Wang, Liping
    Zhu, Weiming
    MARINE LIFE SCIENCE & TECHNOLOGY, 2020, 2 (03) : 262 - 267
  • [40] p-Terphenyl alcohols from a marine sponge-derived fungus, Aspergillus candidus OUCMDZ-1051
    Dongyang Wang
    Peng Qu
    Jiayu Zhou
    Yi Wang
    Liping Wang
    Weiming Zhu
    Marine Life Science & Technology, 2020, 2 : 262 - 267