Cytosporins F-K, new epoxyquinols from the endophytic fungus Pestalotiopsis theae

被引：17
作者：
Akone, Sergi Herve [1 ,2 ]
El Amrani, Mustapha [1 ]
Lin, Wenhan [3 ]
Lai, Daowan [1 ]
Proksch, Peter [1 ]
机构：
[1] Univ Dusseldorf, Inst Pharmazeut Biol & Biotechnol, D-40225 Dusseldorf, Germany
[2] Univ Douala, Dept Chem, Fac Sci, Douala 24157, Cameroon
[3] Peking Univ, Hlth Sci Ctr, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 49期
关键词：
Endophyte; Pestalotiopsis theae; Turraeanthus longipes; Cytosporin; Structure elucidation; ABSOLUTE-CONFIGURATION; BIOACTIVE METABOLITES;
D O I：
10.1016/j.tetlet.2013.10.005
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Chemical investigation of an endophytic fungus, Pestalotiopsis theae, isolated from the leaves of Turraeanthus longipes (Meliaceae) collected in Cameroon, resulted in the isolation of six new epoxyquinols, cytosporins F-K (2-7), together with the known cytosporin D (1). The structures of the new compounds were unambiguously determined by analysis of the 1D, 2D NMR, and HRMS spectra. Cytosporins G-K (3-7) are the first cytosporins with a hydroxyl substituted C-7 side chain, while cytosporins F-I (2-5) contain a 13-acetoxyl group that was not reported previously. A plausible biosynthetic pathway for the cytosporin derivatives is proposed. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6751 / 6754
页数：4
相关论文
共 20 条
[1]   Fungal endophytes from higher plants: a prolific source of phytochemicals and other bioactive natural products [J].
Aly, Amal H. ;
Debbab, Abdessamad ;
Kjer, Julia ;
Proksch, Peter .
FUNGAL DIVERSITY, 2010, 41 (01) :1-16
[2]   Fungal endophytes: unique plant inhabitants with great promises [J].
Aly, Amal Hassan ;
Debbab, Abdessamad ;
Proksch, Peter .
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 2011, 90 (06) :1829-1845
[3]   Atropisomeric Dihydroanthracenones as Inhibitors of Multiresistant Staphylococcus aureus [J].
Bara, Robert ;
Zerfass, Ilka ;
Aly, Amal H. ;
Goldbach-Gecke, Heike ;
Raghavan, Vijay ;
Sass, Peter ;
Mandi, Attila ;
Wray, Victor ;
Polavarapu, Prasad L. ;
Pretsch, Alexander ;
Lin, WenHan ;
Kurtan, Tibor ;
Debbab, Abdessamad ;
Broetz-Oesterhelt, Heike ;
Proksch, Peter .
JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (08) :3257-3272
[4]   Cytosporin-related compounds from the marine-derived fungus Eutypella scoparia [J].
Ciavatta, Maria Letizia ;
Pilar Lopez-Gresa, M. ;
Gavagnin, Margherita ;
Nicoletti, Rosario ;
Manzo, Emiliano ;
Mollo, Ernesto ;
Guo, Yue-Wei ;
Cimino, Guido .
TETRAHEDRON, 2008, 64 (22) :5365-5369
[5]   Pestalazines and Pestalamides, Bioactive Metabolites from the Plant Pathogenic Fungus Pestalotiopsis theae [J].
Ding, Gang ;
Jiang, Lihua ;
Guo, Liangdong ;
Chen, Xulin ;
Zhang, Hua ;
Che, Yongsheng .
JOURNAL OF NATURAL PRODUCTS, 2008, 71 (11) :1861-1865
[6]   Pestaloquinols A and B, Isoprenylated Epoxyquinols from Pestalotiopsis sp. [J].
Ding, Gang ;
Zhang, Fan ;
Chen, Hong ;
Guo, Liangdong ;
Zou, Zhongmei ;
Che, Yongsheng .
JOURNAL OF NATURAL PRODUCTS, 2011, 74 (02) :286-291
[7]   Embellicines A and B: Absolute Configuration and NF-κB Transcriptional Inhibitory Activity [J].
Ebrahim, Weaam ;
Aly, Amal H. ;
Wray, Victor ;
Mandi, Attila ;
Teiten, Marie-Helene ;
Gaascht, Francois ;
Orlikova, Barbora ;
Kassack, Matthias U. ;
Lin, WenHan ;
Diederich, Marc ;
Kurtan, Tibor ;
Debbab, Abdessamad ;
Proksch, Peter .
JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (07) :2991-2999
[8]  
Ekwalla N, 2003, NOS PLANTES QUI SOIG, P34
[9]   Pesthetoxin, a new phytotoxin produced by the gray blight fungus, Pestalotiopsis theae [J].
Kimura, Y ;
Kouge, A ;
Nakamura, K ;
Koshino, H ;
Uzawa, J ;
Fujioka, S ;
Kawano, T .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1998, 62 (08) :1624-1626
[10]   Pestalotheols A-D, bioactive metabolites from the plant endophytic fungus Pestalotiopsis theae [J].
Li, Erwei ;
Tian, Renrong ;
Liu, Shuchun ;
Chen, Xulin ;
Guo, Liangdong ;
Che, Yongsheng .
JOURNAL OF NATURAL PRODUCTS, 2008, 71 (04) :664-668
12