title: Nitrogen-containing polyhydroxylated aromatics as HIV-1 integrase inhibitors: synthesis, structure-activity relationship analysis, and biological activity.
abstract: Four series of forty-five nitrogen-containing polyhydroxylated aromatics based on caffeic acid phenethyl ester were designed and synthesized as HIV-1 integrase (IN) inhibitors. Most of these compounds inhibited IN catalytic activities in low micromolar range. Among these new analogues, compounds 9e and 9f were the most potent IN inhibitors with IC(50) value of 0.7 μM against strand transfer reaction. Their key structure-activity relationships were also discussed.
authors.affiliation: Department of Medicinal Chemistry, School of Pharmaceutical Sciences, Shandong University, Jinan, Shandong, PR China.
authors.forename: Shenghui
authors.initials: S
authors.lastname: Yu
authors.forename: Linna
authors.initials: L
authors.lastname: Zhang
authors.forename: Shifeng
authors.initials: S
authors.lastname: Yan
authors.forename: Peng
authors.initials: P
authors.lastname: Wang
authors.forename: Tino
authors.initials: T
authors.lastname: Sanchez
authors.forename: Frauke
authors.initials: F
authors.lastname: Christ
authors.forename: Zeger
authors.initials: Z
authors.lastname: Debyser
authors.forename: Nouri
authors.initials: N
authors.lastname: Neamati
authors.forename: Guisen
authors.initials: G
authors.lastname: Zhao
mesh_terms: D002460:Cell Line; D006678:HIV / Q000187:drug effects / Q000502:physiology; D019428:HIV Integrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D006900:Hydroxylation; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009584:Nitrogen / Q000032:analysis*; D011083:Polycyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014779:Virus Replication / Q000187:drug effects
chemical_list: D019428:HIV Integrase Inhibitors; D011083:Polycyclic Compounds; D009584:Nitrogen