Design, synthesis and biological evaluation of optically pure functionalized spiro[5,5]undecane-1,5,9-triones as HIV-1 inhibitors

Ramachary, Dhevalapally B. ; Reddy, Y. Vijayendar ; Banerjee, Atoshi ; Banerjee, Sharmistha (2011) Design, synthesis and biological evaluation of optically pure functionalized spiro[5,5]undecane-1,5,9-triones as HIV-1 inhibitors Organic and Biomolecular Chemistry, 9 (21). p. 7282. ISSN 1477-0520

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Official URL: http://doi.org/10.1039/C1OB06133J

Related URL: http://dx.doi.org/10.1039/C1OB06133J

Abstract

A single-step amino acid-catalyzed diastereoselective three-component synthesis of optically pure highly functionalized spiro[5,5]undecane-1,5,9-triones preferentially over the four stereoisomers was accomplished in very good yields with >99% ee/de. Preliminary cell culture-based in vivo screening on these molecules revealed that cis-1aca and cis-1jca are better lead compounds for HIV-1 treatment than the known antiretroviral drug azidothymidine (AZT).

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ID Code:120761
Deposited On:05 Jul 2021 05:18
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