A new minor diketopiperazine from the sponge-derived fungus Simplicillium sp. YZ-11

被引:26
作者
Yan, Bing-Fei [1 ,2 ]
Fang, Sheng-Tao [2 ]
Li, Wen-Zuo [1 ]
Liu, Su-Jing [2 ]
Wang, Jian-Hua [2 ]
Xia, Chuan-Hai [2 ]
机构
[1] Yantai Univ, Chem & Chem Engn Coll, Yantai 264005, Peoples R China
[2] Chinese Acad Sci, Yantai Inst Coastal Zone Res, Key Lab Coastal Biol & Biol Resources Utilizat, Yantai 264003, Peoples R China
基金
中国国家自然科学基金;
关键词
marine sponge; cyclo-(2-hydroxy-Pro-Gly); Simplicillium sp; diketopiperazine; sterols; MARINE; METABOLITES; BACTERIUM;
D O I
10.1080/14786419.2015.1027890
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Chemical investigation of the cultures of a sponge-derived fungus Simplicillium sp. YZ-11 led to the isolation of a new minor diketopiperazine alkaloid cyclo-(2-hydroxy-Pro-Gly) (1) and a natural lactone (S)-dihydro-5-[(S)- hydroxyphenylmethyl]-2(3H)-furanone (2), together with five known ergostane-type sterols (3-7). Their structures were established based on extensive spectroscopic methods (H-1 and C-13 NMR, H-1-H-1 COSY, HSQC and HMBC) and optical rotation analysis.
引用
收藏
页码:2013 / 2017
页数:5
相关论文
共 14 条
[1]   Marine-derived fungi: a chemically and biologically diverse group of microorganisms [J].
Bugni, TS ;
Ireland, CM .
NATURAL PRODUCT REPORTS, 2004, 21 (01) :143-163
[2]   A short enantioselective synthesis of (+)-L-733,060 via Shi epoxidation of a homoallylic carboxylate [J].
Emmanuvel, Lourdusamy ;
Sudalai, Arumugam .
TETRAHEDRON LETTERS, 2008, 49 (40) :5736-5738
[3]   Two new withanolides from the halophyte Datura stramonium L. [J].
Fang, Sheng-Tao ;
Liu, Xia ;
Kong, Na-Na ;
Liu, Su-Jing ;
Xia, Chuan-Hai .
NATURAL PRODUCT RESEARCH, 2013, 27 (21) :1965-1970
[4]   Bioactive butyrolactones from fungi [J].
Hargreaves, J ;
Park, J ;
Ghisalberti, EL ;
Sivasithamparam, K ;
Skelton, BW ;
White, AH .
AUSTRALIAN JOURNAL OF CHEMISTRY, 2002, 55 (10) :625-627
[5]   Structure elucidation of a new natural diketopiperazine from a Microbispora aerata strain isolated from Livingston Island, Antarctica [J].
Ivanova, Veneta ;
Laatsch, Hartmut ;
Kolarova, Mariana ;
Aleksieva, Krasja .
NATURAL PRODUCT RESEARCH, 2013, 27 (02) :164-170
[6]   Metabolites from an Antarctic sponge-associated bacterium, Pseudomonas aeruginosa [J].
Jayatilake, GS ;
Thornton, MP ;
Leonard, AC ;
Grimwade, JE ;
Baker, BJ .
JOURNAL OF NATURAL PRODUCTS, 1996, 59 (03) :293-296
[7]   CYTO-TOXIC STEROIDS FROM THE MUSHROOM AGARICUS-BLAZEI [J].
KAWAGISHI, H ;
KATSUMI, R ;
SAZAWA, T ;
MIZUNO, T ;
HAGIWARA, T ;
NAKAMURA, T .
PHYTOCHEMISTRY, 1988, 27 (09) :2777-2779
[8]  
Lee YK, 2001, J MICROBIOL, V39, P254
[9]   A bisamide and four diketopiperazines from a marine-derived Streptomyces sp. [J].
Li, Bin ;
Chen, Gang ;
Bai, Jiao ;
Jing, Yong-Kui ;
Pei, Yue-Hu .
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2011, 13 (12) :1146-1150
[10]   Antifouling diketopiperazines produced by a deep-sea bacterium, Streptomyces fungicidicus [J].
Li, Xiancui ;
Dobretsov, Sergey ;
Xu, Ying ;
Xiao, Xiang ;
Hung, Oi Shing ;
Qian, Pei-Yuan .
BIOFOULING, 2006, 22 (03) :201-208