Antioxidant xanthones from the pericarp of Garcinia mangostana (Mangosteen).

J Agric Food Chem

Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, Ohio 43210, USA.

Published: March 2006

AI Article Synopsis

  • Garcinia mangostana L., or mangosteen, was investigated for its potential cancer-preventive properties through its botanical dietary supplements.
  • Two new xanthones, 8-hydroxycudraxanthone G and mangostingone, along with 12 known xanthones, were isolated from the plant, with their structures identified through spectroscopic data.
  • The antioxidant activities of the isolated compounds were tested, highlighting that alpha-mangostin exhibited significant inhibitory effects on cancerous lesions, showcasing its potential therapeutic value.

Article Abstract

As part of ongoing research on cancer chemopreventive agents from botanical dietary supplements, Garcinia mangostana L. (commonly known as mangosteen) was selected for detailed study. Repeated chromatography of a CH2Cl2-soluble extract of the pericarp led to the isolation of two new highly oxygenated prenylated xanthones, 8-hydroxycudraxanthone G (1) and mangostingone [7-methoxy-2-(3-methyl-2-butenyl)-8-(3-methyl-2-oxo-3-butenyl)-1,3,6-trihydroxyxanthone, 2], together with 12 known xanthones, cudraxanthone G (3), 8-deoxygartanin (4), garcimangosone B (5), garcinone D (6), garcinone E (7), gartanin (8), 1-isomangostin (9), alpha-mangostin (10), gamma-mangostin (11), mangostinone (12), smeathxanthone A (13), and tovophyllin A (14). The structures of compounds 1 and 2 were elucidated by spectroscopic data analysis. Except for compound 2, which was isolated as a minor component, the antioxidant activities of all isolates were determined using authentic and morpholinosydnonimine-derived peroxynitrite methods, and compounds 1, 8, 10, 11, and 13 were the most active. Alpha-mangostin (10) inhibited 7,12-dimethylbenz[alpha]anthracene-induced preneoplastic lesions in a mouse mammary organ culture assay with an IC50 of 1.0 microg/mL (2.44 microM).

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http://dx.doi.org/10.1021/jf052649zDOI Listing

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