Design, synthesis and biological evaluation of optically pure functionalized spiro[5,5]undecane-1,5,9-triones as HIV-1 inhibitors |
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| Authors: | Ramachary Dhevalapally B Reddy Y Vijayendar Banerjee Atoshi Banerjee Sharmistha |
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| Institution: | School of Chemistry, University of Hyderabad, Hyderabad 500 046, India. ramsc@uohyd.ernet.in |
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| Abstract: | A single-step amino acid-catalyzed diastereoselective three-component synthesis of optically pure highly functionalized spiro5,5]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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