Cytotoxic Geranylated Xanthones and O-Alkylated Derivatives of α-Mangostin

Ly Dieu Ha; Poul Erik Hansen; Ole Vang; Fritz Duus; Hung Dinh Pham; Lien-Hoa Dieu Nguyen

doi:10.1248/cpb.57.830

Regular Articles

Cytotoxic Geranylated Xanthones and O-Alkylated Derivatives of α-Mangostin

Ly Dieu Ha, Poul Erik Hansen, Ole Vang, Fritz Duus, Hung Dinh Pham, Lien-Hoa Dieu Nguyen

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Keywords: Garcinia oliveri, xanthone, cytotoxicity, 6-O-methylcowanin, oliverixanthone, O-alkylated α-mangostin

JOURNAL FREE ACCESS

2009 Volume 57 Issue 8 Pages 830-834

DOI https://doi.org/10.1248/cpb.57.830

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Abstract

Two new geranylated xanthones, 6-O-methylcowanin (4) and oliverixanthone (5), along with five known compounds, cowanin, rubraxanthone, cowaxanthone, cowanol, and β-mangostin, have been isolated from the bark of Garcinia oliveri. For comparison of their biological activities, one mono- and seven di-O-alkylated α-mangostin derivatives were synthesized from α-mangostin. The structures of all compounds were assigned by spectroscopic methods (1D and 2D NMR and MS). Cytotoxicity of selected xanthones against MCF-7 and DLD-1 cell lines was examined. Evaluation of the structure–activity relationship showed that α-mangostin had the strongest activity, and all the O-alkylated α-mangostin derivatives showed reduced activity compared to the naturally occurring α-mangostin.

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