Polyketides from the Mangrove-derived fungal endophyte Pestalotiopsis clavispora

被引:36
作者
Hemphill, Catalina Francis Perez [1 ]
Daletos, Georgios [1 ]
Liu, Zhen [1 ]
Lin, Wenhan [2 ]
Proksch, Peter [1 ]
机构
[1] Univ Dusseldorf, Inst Pharmaceut Biol & Biotechnol, Univ Str 1,Geb 26-23, D-40225 Dusseldorf, Germany
[2] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
关键词
Pestalotiopsis clavispora; Pestalpolyol; Cytotoxic activity; Polyketide biosynthesis; BIOSYNTHESIS; METABOLITES; AGENTS; ACID;
D O I
10.1016/j.tetlet.2016.03.101
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Six new polyketide derivatives, including pestalpolyol I (1), pestapyrones A (2) and B (3), (R)-periplanetin D (6), pestaxanthone (7), norpestaphthalide A (8), and an isolation artifact pestapyrone C (4), were obtained from extracts of the endophytic fungus Pestalotiopsis clavispora isolated from the Mangrove plant Rhizophora harrisonii. In addition, seven known metabolites, including similanpyrone B (5), (R,S)-5,7-dihydroxy-3-(1-hydroxyethyl)phthalide (9), for which we propose the trivial name norpestaphthalide B, pestaphthalides A (10) and B (11), 2-epi-herbarumin II (12), and pestalotiollides A (13) and B (14) were isolated. The structures of the new compounds were unambiguously elucidated on the basis of one- and two-dimensional NMR spectroscopy, as well as by high -resolution mass spectrometry. All compounds were tested for their cytotoxicity against the mouse lymphoma cell line L5178Y. Compound 1 exhibited strong activity with an IC50 value of 4.10 mu M. All other compounds (2-14) proved to be inactive (IC50 > mu M) in this assay. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2078 / 2083
页数:6
相关论文
共 34 条
[1]  
[Anonymous], WORLD CANC REP 2014
[2]  
ASSANTE G, 1980, GAZZ CHIM ITAL, V110, P629
[3]   FUNGAL MACROLIDES - STRUCTURE DETERMINATION AND BIOSYNTHESIS OF ACHAETOLIDE, A LACTONE FROM ACHAETOMIUM-CRISTALLIFERUM [J].
BODO, B ;
MOLHO, L ;
DAVOUST, D ;
MOLHO, D .
PHYTOCHEMISTRY, 1983, 22 (02) :447-451
[4]   From nature to bedside: Pro-survival and cell death mechanisms as therapeutic targets in cancer treatment [J].
Cerella, Claudia ;
Teiten, Marie-Helene ;
Radogna, Flavia ;
Dicato, Mario ;
Diederich, Marc .
BIOTECHNOLOGY ADVANCES, 2014, 32 (06) :1111-1122
[5]   Endophytic fungi: novel sources of anticancer lead molecules [J].
Chandra, Sheela .
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 2012, 95 (01) :47-59
[6]   Natural products for cancer chemotherapy [J].
Demain, Arnold L. ;
Vaishnav, Preeti .
MICROBIAL BIOTECHNOLOGY, 2011, 4 (06) :687-699
[7]   Antifungal metabolites from the plant endophytic fungus Pestalotiopsis foedan [J].
Ding, Gang ;
Liu, Shuchun ;
Guo, Liangdong ;
Zhou, Yuguang ;
Che, Yongsheng .
JOURNAL OF NATURAL PRODUCTS, 2008, 71 (04) :615-618
[8]   Recent Insights into the Biosynthesis and Biological Activities of Natural Xanthones [J].
El-Seedi, H. R. ;
El-Barbary, M. A. ;
El-Ghorab, D. M. H. ;
Bohlin, L. ;
Borg-Karlson, Anna-Karin ;
Goransson, U. ;
Verpoorte, R. .
CURRENT MEDICINAL CHEMISTRY, 2010, 17 (09) :854-901
[9]   Phomoxanthone A - From Mangrove Forests to Anticancer Therapy [J].
Frank, Marian ;
Niemann, Hendrik ;
Boehler, Philip ;
Stork, Bjoern ;
Wesselborg, Sebastian ;
Lin, Wenhan ;
Proksch, Peter .
CURRENT MEDICINAL CHEMISTRY, 2015, 22 (30) :3523-3532
[10]   New Cytotoxic Metabolites from the Marine-Derived Fungus Penicillium sp ZLN29 [J].
Gao, Huquan ;
Zhou, Lina ;
Li, Dehai ;
Gu, Qianqun ;
Zhu, Tian-Jiao .
HELVETICA CHIMICA ACTA, 2013, 96 (03) :514-519