Aspochalasin H1: A New Cyclic Aspochalasin from Hawaiian Plant-Associated Endophytic Fungus Aspergillus sp. FT1307

被引:9
作者
Qader, Mallique [1 ]
Zaman, K. H. Ahammad Uz [1 ]
Hu, Zhenquan [2 ,3 ]
Wang, Cong [1 ,4 ]
Wu, Xiaohua [1 ]
Cao, Shugeng [1 ]
机构
[1] Univ Hawaii, Daniel K Inouye Coll Pharm, Dept Pharmaceut Sci, Hilo, HI 96720 USA
[2] Chinese Univ Hong Kong, Warshel Inst Computat Biol, Shenzhen 518172, Peoples R China
[3] Univ Sci & Technol China, Sch Chem & Mat Sci, Hefei 230026, Peoples R China
[4] Sch Chem Nationalities, Guangxi Key Lab Chem & Chem Engn Forest Prod, Nanning 530006, Peoples R China
来源
MOLECULES | 2021年 / 26卷 / 14期
关键词
endophytic fungi; Aspergillus; aspochalasin; epoxide; antibacterial activity; NATURAL-PRODUCTS; MICROORGANISMS; METABOLITES; DERIVATIVES; DIVERSITY; MOIETY;
D O I
10.3390/molecules26144239
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
Aspergillus is one of the most diverse genera, and it is chemically profound and known to produce many biologically active secondary metabolites. In the present study, a new aspochalasin H1 (1), together with nine known compounds (2-10), were isolated from a Hawaiian plant-associated endophytic fungus Aspergillus sp. FT1307. The structures were elucidated using nuclear magnetic resonance (NMR) (H-1, H-1-H-1 COSY, HSQC, HMBC, ROESY and 1D NOE), high-resolution electrospray ionization mass spectroscopy (HRESIMS), and comparisons with the reported literature. The absolute configuration of the new compound was established by electronic circular dichroism (ECD) in combination with NMR calculations. The new compound contains an epoxide moiety and an adjacent trans-diol, which has not been reported before in the aspochalasin family. The antibacterial screening of the isolated compounds was carried out against pathogenic bacteria (Staphylococcus aureus, Methicillin-resistant S. aureus and Bacillus subtilis). The antiproliferative activity of compounds 1-10 was evaluated against human breast cancer cell lines (MCF-7 and T46D) and ovarian cancer cell lines (A2780).
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页数:10
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