Peniginsengins B-E, New Farnesylcyclohexenones from the Deep Sea-Derived Fungus Penicillium sp YPGA11

被引:17
作者
Cheng, Zhongbin [1 ,4 ]
Xu, Wei [2 ]
Liu, Lijun [1 ]
Li, Shumin [1 ]
Yuan, Wangjun [1 ,3 ]
Luo, Zhuhua [3 ]
Zhang, Jingjie [1 ]
Cheng, Yongjun [1 ]
Li, Qin [1 ,3 ]
机构
[1] Henan Univ, Coll Pharm, Kaifeng 475004, Peoples R China
[2] State Ocean Adm, Inst Oceanog 3, Key Lab Marine Biogenet Resources, Xiamen 361005, Peoples R China
[3] Eucommia Ulmoides Cultivat & Utilizat Henan Engn, Kaifeng 475004, Peoples R China
[4] Henan Univ, Coll Chem & Chem Engn, Kaifeng 475004, Peoples R China
来源
MARINE DRUGS | 2018年 / 16卷 / 10期
基金
国家重点研发计划; 中国博士后科学基金;
关键词
Penicillium sp; deep sea-derived fungus; farnesylcyclohexenones; antibacterial; AMBUIC ACID-DERIVATIVES; MARINE NATURAL-PRODUCTS; ASPERGILLUS-NIGER; PESTALOTIOPSIS SP; YANUTHONES; METABOLITES; ALKALOIDS;
D O I
10.3390/md16100358
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Chemical examination of the EtOAc extract of the deep sea-derived fungus Penicillium sp. YPGA11 resulted in the isolation of four new farnesylcyclohexenones, peniginsengins B-E (1-4), and a known analog peniginsengin A (5). The structures of compounds 1-4 were determined on the basis of comprehensive analyses of the nuclear magnetic resonance (NMR) and mass spectroscopy (MS) data, and the absolute configurations of 1, 2, and 4 were determined by comparisons of experimental electronic circular dichroism (ECD) with calculated ECD spectra. Compounds 1-5, characterized by a highly oxygenated 1-methylcyclohexene unit and a (4E,8E)-4,8-dimethyldeca-4,8-dienoic acid side chain, are rarely found in nature. Compounds 2-4 exhibited antibacterial activity against Staphylococcus aureus.
引用
收藏
页数:10
相关论文
共 27 条
[1]   Marine natural products [J].
Blunt, John W. ;
Carroll, Anthony R. ;
Copp, Brent R. ;
Davis, Rohan A. ;
Keyzers, Robert A. ;
Prinsep, Michele R. .
NATURAL PRODUCT REPORTS, 2018, 35 (01) :8-53
[2]   Yanuthones:: Novel metabolites from a marine isolate of Aspergillus niger [J].
Bugni, TS ;
Abbanat, D ;
Bernan, VS ;
Maiese, WM ;
Greenstein, M ;
Van Wagoner, RM ;
Ireland, CM .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (21) :7195-7200
[3]   Versicotides D-F, new cyclopeptides with lipid-lowering activities [J].
Chen, Ran ;
Cheng, Zhongbin ;
Huang, Jian ;
Liu, Dong ;
Wu, Chongming ;
Guo, Peng ;
Lin, Wenhan .
RSC ADVANCES, 2017, 7 (78) :49235-49243
[4]   Bioactive polyhydroxylated sterols from the marine sponge Haliclona crassiloba [J].
Cheng, Zhong-Bin ;
Xiao, Han ;
Fan, Cheng-Qi ;
Lu, Ya-Nan ;
Zhang, Ge ;
Yin, Sheng .
STEROIDS, 2013, 78 (14) :1353-1358
[5]   Versiquinazolines A-K, Fumiquinazoline-Type Alkaloids from the Gorgonian-Derived Fungus Aspergillus versicolor LZD-14-1 [J].
Cheng, Zhongbin ;
Lou, Lanlan ;
Liu, Dong ;
Li, Xiaodan ;
Proksch, Peter ;
Yin, Sheng ;
Lin, Wenhan .
JOURNAL OF NATURAL PRODUCTS, 2016, 79 (11) :2941-2952
[6]   Eremophilane-Type Sesquiterpenoids from an Acremonium sp Fungus Isolated from Deep-Sea Sediments [J].
Cheng, Zhongbin ;
Zhao, Jingjun ;
Liu, Dong ;
Proksch, Peter ;
Zhao, Zhimin ;
Lin, Wenhan .
JOURNAL OF NATURAL PRODUCTS, 2016, 79 (04) :1035-1047
[7]   Ambuic Acid and Torreyanic Acid Derivatives from the Endolichenic Fungus Pestalotiopsis sp. [J].
Ding, Gang ;
Li, Yan ;
Fu, Shaobin ;
Liu, Shuchun ;
Wei, Jiangchun ;
Che, Yongsheng .
JOURNAL OF NATURAL PRODUCTS, 2009, 72 (01) :182-186
[8]   Secondary Metabolites from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S [J].
Gao, Shu-Shan ;
Li, Xiao-Ming ;
Du, Feng-Yu ;
Li, Chun-Shun ;
Proksch, Peter ;
Wang, Bin-Gui .
MARINE DRUGS, 2011, 9 (01) :59-70
[9]   Penicyclones A-E, Antibacterial Polyketides from the Deep-Sea-Derived Fungus Penicillium sp F23-2 [J].
Guo, Wenqiang ;
Zhang, Zhenzhen ;
Zhu, Tianjiao ;
Gu, Qianqun ;
Li, Dehai .
JOURNAL OF NATURAL PRODUCTS, 2015, 78 (11) :2699-2703
[10]   Three New Indole Diterpenoids from the Sea-Anemone-Derived Fungus Penicillium sp AS-79 [J].
Hu, Xue-Yi ;
Meng, Ling-Hong ;
Li, Xin ;
Yang, Sui-Qun ;
Li, Xiao-Ming ;
Wang, Bin-Gui .
MARINE DRUGS, 2017, 15 (05)