Anthraquinone derivatives from the mangrove-derived fungus Phomopsis sp PSU-MA214

被引:29
作者
Klaiklay, Saranyoo [1 ,2 ]
Rukachaisirikul, Vatcharin [1 ,2 ]
Phongpaichit, Souwalak [3 ,4 ]
Pakawatchai, Chaveng [1 ,2 ]
Saithong, Saowanit [1 ,2 ]
Buatong, Jirayu [3 ,4 ]
Preedanon, Sita [5 ]
Sakayaroj, Jariya [5 ]
机构
[1] Prince Songkla Univ, Fac Sci, Dept Chem, Hat Yai 90112, Songkhla, Thailand
[2] Prince Songkla Univ, Fac Sci, Ctr Excellence Innovat Chem, Hat Yai 90112, Songkhla, Thailand
[3] Prince Songkla Univ, Fac Sci, Nat Prod Res Ctr, Hat Yai 90112, Songkhla, Thailand
[4] Prince Songkla Univ, Fac Sci, Dept Microbiol, Hat Yai 90112, Songkhla, Thailand
[5] Natl Ctr Genet Engn & Biotechnol BIOTEC, Klongluang 12120, Pathumthani, Thailand
关键词
Phomopsis sp; Mangrove-derived fungus; Tetrahydroanthraquinone derivatives; Antibacterial activity; Cytotoxicity; ENDOPHYTIC FUNGUS; BIOACTIVE METABOLITES; BIOSYNTHESIS; PIGMENTS;
D O I
10.1016/j.phytol.2012.08.003
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
One new tetrahydroanthraquinone derivative, (2R,3S)-7-ethyl-1,2,3,4-tetrahydro-2,3,8-trihydroxy-6-methoxy- 3-methyl-9,10-anthracenedione (1), together with five known anthraquinones (2-6), two known phenylethyl alcohols (7-8) and one known butanamide (9), were isolated from the mangrove-derived fungus Phomopsis sp. PSU-MA214. Their structures were established by spectroscopic evidence. Compound 1 is a rare ethyltetrahydroanthraquinone and exhibited weak cytotoxicity against breast cancer (MCF-7) cell lines and antibacterial activity against the standard Staphylococcus aureus ATCC25923 and methicillin-resistant S. aureus SK1. (C) 2012 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:738 / 742
页数:5
相关论文
共 31 条
[2]   Three New Antimicrobial Metabolites from the Endophytic Fungus Phomopsis sp. [J].
Ahmed, Ishtiaq ;
Hussain, Hidayat ;
Schulz, Barbara ;
Draeger, Siegfried ;
Padula, Daniele ;
Pescitelli, Gennaro ;
van Ree, Teunis ;
Krohn, Karsten .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (15) :2867-2873
[3]   Bioactive metabolites from the endophytic fungus Ampelomyces sp isolated from the medicinal plant Urospermum picroides [J].
Aly, Amal H. ;
Edrada-Ebel, RuAngelie ;
Wray, Victor ;
Mueller, Werner E. G. ;
Kozytska, Svitlana ;
Hentschel, Ute ;
Proksch, Peter ;
Ebel, Rainer .
PHYTOCHEMISTRY, 2008, 69 (08) :1716-1725
[4]   METABOLITES OF DACTYLARIA-LUTEA - STRUCTURES OF DACTYLARIOL AND ANTI-PROTOZOAL ANTIBIOTIC DACTYLARIN [J].
BECKER, AM ;
RICKARDS, RW ;
SCHMALZL, KJ ;
YICK, HC .
JOURNAL OF ANTIBIOTICS, 1978, 31 (04) :324-329
[5]   REGIOSPECIFIC ADDITION OF MONOOXYGENATED DIENES TO HALO QUINONES [J].
BOISVERT, L ;
BRASSARD, P .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) :4052-4059
[6]   Convergence in the biosynthesis of acetogenic natural products from plants, fungi, and bacteria [J].
Bringmann, Gerhard ;
Irmer, Andreas ;
Feineis, Doris ;
Gulder, Tobias A. M. ;
Fiedler, Hans-Peter .
PHYTOCHEMISTRY, 2009, 70 (15-16) :1776-1786
[7]   Antimicrobial activity of crude extracts from mangrove fungal endophytes [J].
Buatong, Jirayu ;
Phongpaichit, Souwalak ;
Rukachaisirikul, Vatcharin ;
Sakayaroj, Jariya .
WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY, 2011, 27 (12) :3005-3008
[8]  
Clinical and Laboratory Standards Institute (CLSI), 2002, M7A4 CLSI
[9]   Aromatic C-Methyltransferases with Antipodal Stereoselectivity for Structurally Diverse Phenolic Amino Acids Catalyze the Methylation Step in the Biosynthesis of the Actinomycin Chromophore [J].
Crnovcic, Ivana ;
Suessmuth, Roderich ;
Keller, Ullrich .
BIOCHEMISTRY, 2010, 49 (45) :9698-9705
[10]   Bioactive Metabolites from the Endophytic Fungus Stemphylium globuliferum Isolated from Mentha pulegium [J].
Debbab, Abdessamad ;
Aly, Amal H. ;
Edrada-Ebel, RuAngelie ;
Wray, Victor ;
Mueller, Werner E. G. ;
Totzke, Frank ;
Zirrgiebel, Ute ;
Schaechtele, Christoph ;
Kubbutat, Michael H. G. ;
Lin, Wen Han ;
Mosaddak, Mahjouba ;
Hakiki, Abdelhak ;
Proksch, Peter ;
Ebel, Rainer .
JOURNAL OF NATURAL PRODUCTS, 2009, 72 (04) :626-631