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Current Medicinal Chemistry


ISSN (Print): 0929-8673
ISSN (Online): 1875-533X

Gossypol Prototype of Inhibitors Targeted to Dinucleotide Folds

Author(s): David L. Vander Jagt, Lorraine M. Deck and Robert E. Royer

Volume 7, Issue 4, 2000

Page: [479 - 498] Pages: 20

DOI: 10.2174/0929867003375119

Price: $65


Gossypol, a disesquiterpene from cottonseed, exhibits multiple biological properties, including male antifertility activity and anticancer activity. Gossypol also inhibits the growth of numerous parasitic organisms and shows antiviral activity against a number of enveloped viruses, including the AIDS virus. Derivatives of gossypol, in which the aldehyde functional groups that contribute to toxicity have been modified, retain or even show enhanced biological activity. Ring substituted 2,3-dihydroxy- 1-naphthoic acids, which are structural analogs of gossypol, share with gossypol the ability to complex with dehydrogenases at the dinucleotide fold (Rossmann fold) with selectivity, suggesting that gossypol may be considered the prototype of a new class of drugs targeted to dehydrogenases. Most of the biological activities of gossypol and related compounds may result from inhibition of dehydrogenases.

Keywords: gossypol, competive inhibitors of NAD H, acetic acid complex, dinucleotide folds, crystalline hexaacetate, NMR spectroscopy, oxazoline based chemistry, multidrug resistant cells, american trypanosomiasis, antispernatigenic activity, human immunodeficiency, perl acylated nitriles, IR Spectrum, gossylic lactone, methlmagnesium bromide, De Novo synthesis, gossylic iminolactone, dihydroxynahthalenes, hydrophobic residues, cofactor binding, parasite lactate, mammalian LDH

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