Chemical constituents from endophytic fungus Fusarium oxysporum

被引:87
作者
Wang, Quan-Xin [1 ,2 ]
Li, Sai-Fei [1 ]
Zhao, Feng [3 ]
Dai, Huan-Qin [1 ]
Bao, Li [1 ]
Ding, Rong [4 ]
Gao, Hao [4 ]
Zhang, Li-Xin [1 ]
Wen, Hua-An [1 ]
Liu, Hong-Wei [1 ]
机构
[1] Chinese Acad Sci, Inst Microbiol, Key Lab Systemat Mycol & Lichenol, Beijing 100090, Peoples R China
[2] Univ Sci & Technol China, Sch Life Sci, Hefei 230026, Peoples R China
[3] Yantai Univ, Sch Pharm, Yantai 264005, Peoples R China
[4] Jinan Univ, Coll Pharm, Inst Tradit Chinese Med & Nat Prod, Guangzhou 510632, Guangdong, Peoples R China
关键词
Fusarium oxysporum; Oxysporidinone analogues; Cytotoxicity; Antibacterial; SECONDARY METABOLITES; BEAUVERICIN; INHIBITORS; ANALOGS;
D O I
10.1016/j.fitote.2011.04.002
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A new oxysporidinone analogue (1) and a new 3-hydroxyl-2-piperidinone derivative (2), along with the known compounds (-)-4,6'-anhydrooxysporidinone (3), (+)-fusarinolic acid (4), gibepyrone D (5), beauvercin (6),cerevisterol (7). fusaruside (8), and (25,2'R,3R,3'E,4E,8E)-1-O-D-glucopyranosyl-2-N-(2'-hydroxy-3'-octadecenoyl)-3-hydroxy-9-methyl-4,8-sphingadienine (9) were isolated from Fusarium oxysporum. Compounds 1-9 were evaluated for cytotoxicity using the MTT method against cancer cell lines, PC-3, PANC-1, and A549. Beauvericin showed cytotoxicity against PC-3, PANC-1, and A549 with IC(50) value of 49.5 +/- 3.8, 47.2 +/- 2.9, and 10.4 +/- 1.6 mu M, respectively. Beauvericin also exhibited anti-bacterial activity towards methicillin-resistant Staphylococcus aureus (MIC = 3.125 mu g/mL) and Bacillus subtilis (MIC = 3.125 mu g/mL). (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:777 / 781
页数:5
相关论文
共 16 条
[1]   GIBEPYRONES - ALPHA-PYRONES FROM GIBBERELLA-FUJIKUROI [J].
BARRERO, AF ;
OLTRA, JE ;
HERRADOR, MM ;
CABRERA, E ;
SANCHEZ, JF ;
QUILEZ, JF ;
ROJAS, FJ ;
REYES, JF .
TETRAHEDRON, 1993, 49 (01) :141-150
[2]   Oxysporidinone: A novel, antifungal N-methyl-4-hydroxy-2-pyridone from Fusarium oxysporum [J].
Breinholt, J ;
Ludvigsen, S ;
Rassing, BR ;
Rosendahl, CN ;
Nielsen, SE ;
Olsen, CE .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (01) :33-35
[3]   CEREVISTEROL AND ERGOSTEROL PEROXIDE FROM ACREMONIUM-LUZULAE [J].
CECCHERELLI, P ;
FRINGUELLI, R ;
MADRUZZA, GF ;
RIBALDI, M .
PHYTOCHEMISTRY, 1975, 14 (5-6) :1434-1434
[4]   FUMONISINS - NOVEL MYCOTOXINS WITH CANCER-PROMOTING ACTIVITY PRODUCED BY FUSARIUM-MONILIFORME [J].
GELDERBLOM, WCA ;
JASKIEWICZ, K ;
MARASAS, WFO ;
THIEL, PG ;
HORAK, RM ;
VLEGGAAR, R ;
KRIEK, NPJ .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1988, 54 (07) :1806-1811
[5]   ISOLATION OF NOVEL BEAUVERICIN ANALOGS FROM THE FUNGUS BEAUVERIA-BASSIANA [J].
GUPTA, S ;
MONTLLOR, C ;
HWANG, YS .
JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (05) :733-738
[6]   N-methyl-4-hydroxy-2-pyridinone analogues from Fusarium oxysporum [J].
Jayasinghe, L ;
Abbas, HK ;
Jacob, MR ;
Herath, WHMW ;
Nanayakkara, NPD .
JOURNAL OF NATURAL PRODUCTS, 2006, 69 (03) :439-442
[7]   Structural identification of cepaciamide A, a novel fungitoxic compound from Pseudomonas cepacia D-202 [J].
Jiao, Y ;
Yoshihara, T ;
Ishikuri, S ;
Uchino, H ;
Ichihara, A .
TETRAHEDRON LETTERS, 1996, 37 (07) :1039-1042
[8]   SAMBUTOXIN, A NEW MYCOTOXIN PRODUCED BY TOXIC FUSARIUM ISOLATES OBTAINED FROM ROTTED POTATO-TUBERS [J].
KIM, JC ;
LEE, YW .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1994, 60 (12) :4380-4386
[9]   Approach toward the total synthesis of orevactaene. 2. Convergent and stereoselective synthesis of the C18-C31 domain of orevactaene. Evidence for the relative configuration of the side chain [J].
Organ, MG ;
Bilokin, YV ;
Bratovanov, S .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (15) :5176-5183
[10]   Cyclosporine A from a nonpathogenic Fusarium oxysporum suppressing Sclerotinia sclerotiorum [J].
Rodríguez, MA ;
Cabrera, G ;
Godeas, A .
JOURNAL OF APPLIED MICROBIOLOGY, 2006, 100 (03) :575-586