Metabolites with Anti-Inflammatory Activity from the Mangrove Endophytic Fungus Diaporthe sp. QYM12

被引:25
作者
Chen, Yan [1 ,2 ]
Zou, Ge [2 ]
Yang, Wencong [2 ]
Zhao, Yingying [1 ]
Tan, Qi [2 ]
Chen, Lin [3 ]
Wang, Jinmei [1 ]
Ma, Changyang [1 ]
Kang, Wenyi [1 ]
She, Zhigang [2 ]
机构
[1] Henan Univ, Natl R&D Ctr Edible Fungus Proc Technol, Kaifeng 475004, Peoples R China
[2] Sun Yat Sen Univ, Sch Chem, Guangzhou 510275, Peoples R China
[3] Huanghe Sci & Technol Coll, Zhengzhou Key Lab Synthet Biol Nat Prod, Henan Joint Int Res Lab Drug Discovery Small Mol, Zhengzhou 450063, Peoples R China
基金
中国国家自然科学基金;
关键词
mangrove endophytic fungus; Diaporthe sp; anti-inflammatory activity;
D O I
10.3390/md19020056
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
One new diterpenoid, diaporpenoid A (1), two new sesquiterpenoids, diaporpenoids B-C (2,3) and three new alpha-pyrone derivatives, diaporpyrones A-C (4-6) were isolated from an MeOH extract obtained from cultures of the mangrove endophytic fungus Diaporthe sp. QYM12. Their structures were elucidated by extensive analysis of spectroscopic data. The absolute configurations were determined by electronic circular dichroism (ECD) calculations and a comparison of the specific rotation. Compound 1 had an unusual 5/10/5-fused tricyclic ring system. Compounds 1 and 4 showed potent anti-inflammatory activities by inhibiting the production of nitric oxide (NO) in lipopolysaccharide (LPS)-induced RAW264.7 cells with IC50 values of 21.5 and 12.5 mu M, respectively.
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页数:10
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共 27 条
[1]   Physiological role of germicidins in spore germination and hyphal elongation in Streptomyces coelicolor A3(2) [J].
Aoki, Yuu ;
Matsumoto, Daisuke ;
Kawaide, Hiroshi ;
Natsume, Masahiro .
JOURNAL OF ANTIBIOTICS, 2011, 64 (09) :607-611
[2]   Production of Macrocyclic Sesqui- and Diterpenes in Heterologous Microbial Hosts: A Systems Approach to Harness Nature's Molecular Diversity [J].
Brueck, Thomas ;
Kourist, Robert ;
Loll, Bernhard .
CHEMCATCHEM, 2014, 6 (05) :1142-1165
[3]   Epolones: Novel sesquiterpene-tropolones from fungus OS-F69284 that induce erythropoietin in human cells [J].
Cai, P ;
Smith, D ;
Cunningham, B ;
Brown-Shimer, S ;
Katz, B ;
Pearce, C ;
Venables, D ;
Houck, D .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (06) :791-795
[4]   Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from Rumphella antipathes (Linnaeus, 1758) [J].
Chang, Yu-Chia ;
Chiang, Chih-Chao ;
Chang, Yuan-Shiun ;
Chen, Jih-Jung ;
Wang, Wei-Hsien ;
Fang, Lee-Shing ;
Chung, Hsu-Ming ;
Hwang, Tsong-Long ;
Sung, Ping-Jyun .
MARINE DRUGS, 2020, 18 (11)
[5]   Ascomylactams A-C, Cytotoxic 12-or 13-Membered-Ring Macrocyclic Alkaloids Isolated from the Mangrove Endophytic Fungus Didymella sp. CYSK-4, and Structure Revisions of Phomapyrrolidones A and C [J].
Chen, Yan ;
Liu, Zhaoming ;
Huang, Yun ;
Liu, Lan ;
He, Jianguo ;
Wang, Lan ;
Yuan, Jie ;
She, Zhigang .
JOURNAL OF NATURAL PRODUCTS, 2019, 82 (07) :1752-1758
[6]   Dichloroisocoumarins with Potential Anti-Inflammatory Activity from the Mangrove Endophytic Fungus Ascomycota sp CYSK-4 [J].
Chen, Yan ;
Liu, Zhaoming ;
Liu, Hongju ;
Pan, Yahong ;
Li, Jing ;
Liu, Lan ;
She, Zhigang .
MARINE DRUGS, 2018, 16 (02)
[7]   Biodiversity and biotechnological potential of mangrove-associated fungi [J].
Cheng Z.-S. ;
Pan J.-H. ;
Tang W.-C. ;
Chen Q.-J. ;
Lin Y.-C. .
Journal of Forestry Research, 2009, 20 (1) :63-72
[8]   The genus Diaporthe: a rich source of diverse and bioactive metabolites [J].
Chepkirui, Clara ;
Stadler, Marc .
MYCOLOGICAL PROGRESS, 2017, 16 (05) :477-494
[9]   An Efficient System for Heterologous Expression of Secondary Metabolite Genes in Aspergillus nidulans [J].
Chiang, Yi-Ming ;
Oakley, C. Elizabeth ;
Ahuja, Manmeet ;
Entwistle, Ruth ;
Schultz, Aric ;
Chang, Shu-Lin ;
Sung, Calvin T. ;
Wang, Clay C. C. ;
Oakley, Bed R. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (20) :7720-7731
[10]   Antifungal activities of cytochalasins produced by Diaporthe miriciae, an endophytic fungus associated with tropical medicinal plants [J].
de Carvalho, C. R. ;
Ferreira-D'Silva, A. ;
Wedge, D. E. ;
Cantrell, C. L. ;
Rosa, L. H. .
CANADIAN JOURNAL OF MICROBIOLOGY, 2018, 64 (11) :835-843