4.5 Article

Novel DNA-Damaging tropolone derivatives from Goupia glabra

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2003, Issue 21, Pages 4243-4247

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200300284

Keywords

benzotropolone; cycloadditions; DNA damage; natural products

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Two novel tropolone derivatives 1 and 2 have been isolated from Goupia glabra. Their structures were determined by extensive 1D and 2D NMR spectroscopic studies. Compound 2 constitutes the first example isolated from a natural source of a Diels-Alder adduct between a tropolone and a naphthalene derivative. Compounds 1 and 2 exhibit significant toxicity towards a panel of DNA damage checkpoint defective yeast mutants, and behave as genotoxins, which highlights their potential to be used as anticancer drugs. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

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