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
中国博士后科学基金; 国家重点研发计划;
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
    Blunt, John W.
    Carroll, Anthony R.
    Copp, Brent R.
    Davis, Rohan A.
    Keyzers, Robert A.
    Prinsep, Michele R.
    [J]. NATURAL PRODUCT REPORTS, 2018, 35 (01) : 8 - 53
  • [2] Yanuthones:: Novel metabolites from a marine isolate of Aspergillus niger
    Bugni, TS
    Abbanat, D
    Bernan, VS
    Maiese, WM
    Greenstein, M
    Van Wagoner, RM
    Ireland, CM
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (21) : 7195 - 7200
  • [3] Versicotides D-F, new cyclopeptides with lipid-lowering activities
    Chen, Ran
    Cheng, Zhongbin
    Huang, Jian
    Liu, Dong
    Wu, Chongming
    Guo, Peng
    Lin, Wenhan
    [J]. RSC ADVANCES, 2017, 7 (78): : 49235 - 49243
  • [4] Bioactive polyhydroxylated sterols from the marine sponge Haliclona crassiloba
    Cheng, Zhong-Bin
    Xiao, Han
    Fan, Cheng-Qi
    Lu, Ya-Nan
    Zhang, Ge
    Yin, Sheng
    [J]. STEROIDS, 2013, 78 (14) : 1353 - 1358
  • [5] Versiquinazolines A-K, Fumiquinazoline-Type Alkaloids from the Gorgonian-Derived Fungus Aspergillus versicolor LZD-14-1
    Cheng, Zhongbin
    Lou, Lanlan
    Liu, Dong
    Li, Xiaodan
    Proksch, Peter
    Yin, Sheng
    Lin, Wenhan
    [J]. JOURNAL OF NATURAL PRODUCTS, 2016, 79 (11): : 2941 - 2952
  • [6] Eremophilane-Type Sesquiterpenoids from an Acremonium sp Fungus Isolated from Deep-Sea Sediments
    Cheng, Zhongbin
    Zhao, Jingjun
    Liu, Dong
    Proksch, Peter
    Zhao, Zhimin
    Lin, Wenhan
    [J]. JOURNAL OF NATURAL PRODUCTS, 2016, 79 (04): : 1035 - 1047
  • [7] Ambuic Acid and Torreyanic Acid Derivatives from the Endolichenic Fungus Pestalotiopsis sp.
    Ding, Gang
    Li, Yan
    Fu, Shaobin
    Liu, Shuchun
    Wei, Jiangchun
    Che, Yongsheng
    [J]. JOURNAL OF NATURAL PRODUCTS, 2009, 72 (01): : 182 - 186
  • [8] Secondary Metabolites from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S
    Gao, Shu-Shan
    Li, Xiao-Ming
    Du, Feng-Yu
    Li, Chun-Shun
    Proksch, Peter
    Wang, Bin-Gui
    [J]. MARINE DRUGS, 2011, 9 (01): : 59 - 70
  • [9] Penicyclones A-E, Antibacterial Polyketides from the Deep-Sea-Derived Fungus Penicillium sp F23-2
    Guo, Wenqiang
    Zhang, Zhenzhen
    Zhu, Tianjiao
    Gu, Qianqun
    Li, Dehai
    [J]. JOURNAL OF NATURAL PRODUCTS, 2015, 78 (11): : 2699 - 2703
  • [10] Three New Indole Diterpenoids from the Sea-Anemone-Derived Fungus Penicillium sp AS-79
    Hu, Xue-Yi
    Meng, Ling-Hong
    Li, Xin
    Yang, Sui-Qun
    Li, Xiao-Ming
    Wang, Bin-Gui
    [J]. MARINE DRUGS, 2017, 15 (05):