Cytotoxicity of Prenylated Xanthones and Other Constituents from the Wood of Garcinia merguensis

Anake Kijjoa; Maria Jose Gonzalez; Madalena M. Pinto; Maria São José Nascimento; Nair Campos; Ing-On Mondranondra; Artur M. S. Silva; Graham Eaton; Werner Herz

doi:10.1055/s-2008-1074544

Planta Medica, Table of Contents

Planta Med 2008; 74(8): 864-866
DOI: 10.1055/s-2008-1074544

Natural Products Chemistry

Letter
© Georg Thieme Verlag KG Stuttgart · New York

Cytotoxicity of Prenylated Xanthones and Other Constituents from the Wood of Garcinia merguensis

Anake Kijjoa¹ ^, ² , Maria Jose Gonzalez³ ^, ⁴ , Madalena M. Pinto³ ^, ⁴ , Maria São José Nascimento³ ^, ⁵ , Nair Campos² , Ing-On Mondranondra⁶ , Artur M.S. Silva⁷ , Graham Eaton⁸ , Werner Herz⁹

¹ICBAS – Instituto de Ciências Biomédicas de Abel Salazar, Universidade do Porto, Porto, Portugal
²Centro Interdisciplinar de Investigação Marinha e Ambiental (CIIMAR), Universidade do Porto, Porto, Portugal
³Centro de Estudo de Química Orgânica, Fitoquímica e Farmacologia, Universidade do Porto, Porto, Portugal
⁴Serviço de Química Orgânica, Faculdade de Farmácia, Universidade do Porto, Porto, Portugal
⁵Serviço de Microbiologia, Faculdade de Farmacia, Universidade do Porto, Porto, Portugal
⁶Department of Pharmaceutical Botany, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, Thailand
⁷Departamento de Química, Universidade de Aveiro, Aveiro, Portugal
⁸Department of Chemistry, University of Leicester, Leicester, England
⁹Department of Chemistry and Biochemistry, The Florida State University, Tallahassee, Florida, USA

Abstract

One new prenylated xanthone 5-farnesyltoxyloxanthone B (4), three known xanthones α-mangostin (1), rubraxanthone (2) and isocowanol (3) as well as (2E,6E,10E)-4β-hydroxy-3-methyl-5β-(3,7,11,15-tetramethylhexadeca-2,6,10-tetraenyl)-cyclohex-2-en-1-one (5) and 3,3′,4-O-trimethylellagic acid were isolated from the wood of Garcinia merguensis Wight. The cytotoxic activities of compounds 1 – 5 were evaluated against the MCF-7, MDA-MB-231, NCI-H-460 and SF-268 cell lines with rubraxanthone 2 and 5 exhibiting the highest activity at 9.0 and 12.1 μM, respectively, against MCF-7 cells.

Key words

Garcinia merguensis - Guttiferae - xanthones - 5-farnesyltoxyloxanthone - cytotoxic activity

Full Text

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Prof. Werner Herz

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