{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Okello M"],"funding":["NCRR","NCRR NIH HHS","NIAID NIH HHS","Georgia Research Alliance","NIAID","University of Georgia","Terry Endowment"],"pagination":["4112-6"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC3701953"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["23(14)"],"pubmed_abstract":["While some examples are known of integrase inhibitors that exhibit potent anti-HIV activity, there are very few cases reported of integrase inhibitors that show significant differences in anti-HIV activity that result from distinctions in cis- and trans-configurations as well as enantiomeric stereostructure. We describe here the design and synthesis of two enantiomeric trans-hydroxycyclopentyl carboxamides which exhibit notable difference in anti-HIV activity. This difference is explained through their binding interactions within the active site of the HIV-1 integrase intasome. The more active enantiomer 3 (EC50 25nM) was relatively stable in human liver microsomes. Kinetic data revealed that its impact on key cytochrome P450 isozymes, as either an inhibitor or an activator, was minor, sug"],"journal":["Bioorganic & medicinal chemistry letters"],"pubmed_title":["Notable difference in anti-HIV activity of integrase inhibitors as a consequence of geometric and enantiomeric configurations."],"pmcid":["PMC3701953"],"funding_grant_id":["R01 AI043181","RO1 AI 43181","R01 AI 43181","IS10RR016621"],"pubmed_authors":["Nair V","Okello M","Mishra S","Nishonov M"],"additional_accession":[]},"is_claimable":false,"name":"Notable difference in anti-HIV activity of integrase inhibitors as a consequence of geometric and enantiomeric configurations.","description":"While some examples are known of integrase inhibitors that exhibit potent anti-HIV activity, there are very few cases reported of integrase inhibitors that show significant differences in anti-HIV activity that result from distinctions in cis- and trans-configurations as well as enantiomeric stereostructure. We describe here the design and synthesis of two enantiomeric trans-hydroxycyclopentyl carboxamides which exhibit notable difference in anti-HIV activity. This difference is explained through their binding interactions within the active site of the HIV-1 integrase intasome. The more active enantiomer 3 (EC50 25nM) was relatively stable in human liver microsomes. Kinetic data revealed that its impact on key cytochrome P450 isozymes, as either an inhibitor or an activator, was minor, sug","dates":{"release":"2013-01-01T00:00:00Z","publication":"2013 Jul","modification":"2025-04-04T18:55:13.144Z","creation":"2019-03-27T01:12:33Z"},"accession":"S-EPMC3701953","cross_references":{"pubmed":["23746474"],"doi":["10.1016/j.bmcl.2013.05.050"]}}