Structural and spectral assignments of six anthraquinone derivatives from the mangrove fungus (ZSUH-36)

被引:30
作者
Shao, Changlun [1 ,2 ]
Wang, Changyun [2 ]
Wei, Meiyan [2 ,3 ]
Li, Shangde [3 ]
She, Zhigang [1 ]
Gu, Yucheng [4 ]
Lin, Yongcheng [1 ]
机构
[1] Sun Yat Sen Zhongshan Univ, Sch Chem & Chem Engn, Guangzhou 510275, Guangdong, Peoples R China
[2] Ocean Univ China, Sch Med & Pharm, Qingdao 266003, Peoples R China
[3] Guang Dong Med Coll, Sch Pharm, Dongguan 523808, Peoples R China
[4] Syngenta Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England
基金
中国国家自然科学基金;
关键词
NMR; H-1; C-13; 2D NMR; anthraquinone; secondary metabolites; structure elucidation;
D O I
10.1002/mrc.2266
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new natural product named 6,8,1'-tri-O-methyl averantin has been isolated together with five known anthraquinones 1'-O-methyl averantin(2), 6,8-di-O-methyl averufin (3) averufin (4), versicolorin C (5) and 6,8-di-O-methyl averufanin (6) from a mangrove endophytic fungus ZSUH-36 collected from the South China Sea. NMR techniques including COSY, HMQC, and HMBC were used to elucidate the structures of these compounds. We report the unambiguous assignments of the H-1 and C-13 NMR spectra of the new compound 6,8,1'-tri-O-methyl averantin(l). Copyright (c) 2008 John Wiley & Sons, Ltd.
引用
收藏
页码:886 / 889
页数:4
相关论文
共 11 条
[1]  
Birkinshaw J H, 1966, J Chem Soc Perkin 1, V9, P855
[2]   Emodin down-regulates androgen receptor and inhibits prostate cancer cell growth [J].
Cha, TL ;
Qiu, L ;
Chen, CT ;
Wen, Y ;
Hung, MC .
CANCER RESEARCH, 2005, 65 (06) :2287-2295
[3]   STRUCTURE OF A NEW METABOLITE OF ASPERGILLUS VERSICOLOR [J].
HAMASAKI, T ;
HATSUDA, Y ;
TERASHIM.N ;
RENBUTSU, M .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1965, 29 (07) :696-&
[4]  
HOLKER JSE, 1966, CHEM COMMUN, P911
[5]   INTERCALATING AGENTS WITH COVALENT BOND FORMING CAPABILITY - A NOVEL TYPE OF POTENTIAL ANTICANCER AGENTS .2. DERIVATIVES OF CHRYSOPHANOL AND EMODIN [J].
KOYAMA, M ;
TAKAHASHI, K ;
CHOU, TC ;
DARZYNKIEWICZ, Z ;
KAPUSCINSKI, J ;
KELLY, TR ;
WATANABE, KA .
JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (07) :1594-1599
[6]   Five unique compounds:: Xyloketals from mangrove fungus Xylaria sp from the South China Sea coast [J].
Lin, YC ;
Wu, XY ;
Feng, SA ;
Jiang, GC ;
Luo, JH ;
Zhou, SN ;
Vrijmoed, LLP ;
Jones, EBG ;
Krohn, K ;
Steingröver, K ;
Zsila, F .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (19) :6252-6256
[7]   STUDIES IN MYCOLOGICAL CHEMISTRY .13. AVERUFIN, A RED PIGMENT FROM ASPERGILLUS VERSICOLOR (VUILLEMIN) TIRABOSCHI [J].
PUSEY, DFG ;
ROBERTS, JC .
JOURNAL OF THE CHEMICAL SOCIETY, 1963, (JUL) :3542-&
[8]   1H and 13C NMR assignments for two anthraquinones and two xanthones from the mangrove fungus (ZSUH-36) [J].
Shao, Changlun ;
She, Zhigang ;
Guo, Zhiyong ;
Peng, Hong ;
Cai, Xiaoling ;
Zhou, Shining ;
Gu, Yucheng ;
Lin, Yongcheng .
MAGNETIC RESONANCE IN CHEMISTRY, 2007, 45 (05) :434-438
[9]   STABLE ISOTOPE STUDIES OF ANTHRAQUINONE INTERMEDIATES IN THE AFLATOXIN PATHWAY [J].
TOWNSEND, CA ;
CHRISTENSEN, SB .
TETRAHEDRON, 1983, 39 (21) :3575-3582
[10]   Isolation and inhibitory activity against ERK Phosphorylation of hydroxyanthraquinones from rhubarb [J].
Zhou, X ;
Song, B ;
Jin, LH ;
Hu, DY ;
Diao, CL ;
Xu, GF ;
Zou, ZH ;
Yang, S .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (03) :563-568