Microbial metabolism of α-mangostin isolated from Garcinia mangostana L.

被引:31
作者
Arunrattiyakorn, Panarat [1 ]
Suksamrarn, Sunit [1 ]
Suwannasai, Nuttika [2 ]
Kanzaki, Hiroshi [3 ]
机构
[1] Srinakharinwirot Univ, Fac Sci, Dept Chem, Bangkok 10110, Thailand
[2] Srinakharinwirot Univ, Fac Sci, Dept Biol, Bangkok 10110, Thailand
[3] Okayama Univ, Grad Sch Nat Sci & Technol, Okayama 7008530, Japan
关键词
Microbial metabolism; alpha-Mangostin; Sulfation; Anti-mycobacterial activity; PRENYLATED XANTHONES; FUNGAL METABOLISM; FRUIT;
D O I
10.1016/j.phytochem.2011.02.007
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
alpha-Mangostin (1), a prenylated xanthone isolated from the fruit hull of Garcinia mangostana L., was individually metabolized by two fungi, Colletotrichum gloeosporioides (EYL131) and Neosartorya spathulata (EYR042), repectively. Incubation of 1 with C. gloeosporioides (EYL131) gave four metabolites which were identified as mangostin 3-sulfate (2), mangostanin 6-sulfate (3), 17,18-dihydroxymangostanin 6-sulfate (4)and isomangostanin 3-sulfate (5). Compound 2 was also formed by incubation with N. spathulata (EYR042). The structures of the isolated compounds were elucidated by spectroscopic data analysis. Of the isolated metabolites, 2 exhibited significant anti-mycobacterial activity against Mycobacterium tuberculosis. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:730 / 734
页数:5
相关论文
共 24 条
[1]  
[Anonymous], 1998, Illustrated genera of imperfect fungi
[2]  
A comprehensive resource for recognizing, identifying, and learning various aspects of imperfect fungi
[3]   Prenylated Xanthone Composition of Garcinia mangostana (Mangosteen) Fruit Hull [J].
Chaivisuthangkura, Apinya ;
Malaikaew, Yaowaluk ;
Chaovanalikit, Arusa ;
Jaratrungtawee, Amornmart ;
Panseeta, Panomwan ;
Ratananukul, Piniti ;
Suksamrarn, Sunit .
CHROMATOGRAPHIA, 2009, 69 (3-4) :315-318
[4]   Improved green fluorescent protein reporter gene-based microplate screening for antituberculosis compounds by utilizing an acetamidase promoter [J].
Changsen, C ;
Franzblau, SG ;
Palittapongarnpim, P .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2003, 47 (12) :3682-3687
[5]   Discovery of platelet-type 12-human lipoxygenase selective inhibitors by high-throughput screening of structurally diverse libraries [J].
Deschamps, Joshua D. ;
Gautschi, Jeffrey T. ;
Whitman, Stephanie ;
Johnson, Tyler A. ;
Gassner, Nadine C. ;
Crews, Phillip ;
Holman, Theodore R. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (22) :6900-6908
[6]  
GARRITY AR, Patent No. 6730333
[7]   Evaluation of the antifungal activity of natural xanthones from Garcinia mangostana and their synthetic derivatives [J].
Gopalakrishnan, G ;
Banumathi, B ;
Suresh, G .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (05) :519-524
[8]   Microbial transformation of xanthohumol [J].
Herath, WHMW ;
Ferreira, D ;
Khan, IA .
PHYTOCHEMISTRY, 2003, 62 (05) :673-677
[9]   Antioxidant xanthones from the pericarp of Garcinia mangostana (mangosteen) [J].
Jung, HA ;
Su, BN ;
Keller, WJ ;
Mehta, RG ;
Kinghorn, AD .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2006, 54 (06) :2077-2082
[10]   CHEMICAL-CONSTITUENTS OF GARCINIA-MANGOSTANA [J].
MAHABUSARAKAM, W ;
WIRIYACHITRA, P ;
TAYLOR, WC .
JOURNAL OF NATURAL PRODUCTS, 1987, 50 (03) :474-478