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Design, Conformation, and Crystallography of 2-Naphthyl Phenyl Ethers as Potent Anti-HIV Agents.

ABSTRACT: Catechol diethers that incorporate a 7-cyano-2-naphthyl substituent are reported as non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). Many of the compounds have 1-10 nM potencies toward wild-type HIV-1. An interesting conformational effect allows two unique conformers for the naphthyl group in complexes with HIV-RT. X-ray crystal structures for 4a and 4f illustrate the alternatives.

SUBMITTER: Lee WG

PROVIDER: S-EPMC5151141 | biostudies-literature | 2016 Dec

REPOSITORIES: biostudies-literature

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Design, Conformation, and Crystallography of 2-Naphthyl Phenyl Ethers as Potent Anti-HIV Agents.

Lee Won-Gil WG Chan Albert H AH Spasov Krasimir A KA Anderson Karen S KS Jorgensen William L WL

ACS medicinal chemistry letters 20161031 12

Catechol diethers that incorporate a 7-cyano-2-naphthyl substituent are reported as non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). Many of the compounds have 1-10 nM potencies toward wild-type HIV-1. An interesting conformational effect allows two unique conformers for the naphthyl group in complexes with HIV-RT. X-ray crystal structures for <b>4a</b> and <b>4f</b> illustrate the alternatives. ...[more]

PMID: 27994756

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