Bioorganic & medicinal chemistry letters

Synthesis of 5, 8-dimethoxy-3-hydroxy-4-quinolone, a reported inhibitor of HIV RT, and evidence the original proposed structure was incorrect

DE Zembower, SA Aytes

Index: Zembower, David E.; Aytes, Shelley A. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 4 p. 543 - 546

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Citation Number: 4

Abstract

An unambiguous total synthesis of the title compound, a semi-synthetic derivative reported to be a non-nucleoside reverse transcriptase inhibitor, was conducted in four steps from 2, 5- dimethoxyaniline. The synthetic material differed from that reported in the literature, both in its physical properties and 1H NMR spectrum. Biological evaluation indicated that synthetic 2 was inactive against HIV-1 RT, suggesting that the previous structural assignment of the ...