title: Synthesis and antiviral properties of some polyphenols related to Salvia genus.
abstract: An efficient synthesis of the acid part of salvianolic acid E 2 is described. Compound 2 was obtained from vanillin in 10 steps and 21% overall yield. During the synthesis of 2 an unexpected 5-oxo-4b,9b-dihydroindano[1,2-b]benzofuran rac-12 was isolated. Both compounds together with the acid part of salvianolic acid D were active as HIV-1 integrase inhibitors at the submicromolar level. But they did not inhibit the replication of the virus on MT-4 cells.
authors.affiliation: Laboratoire de Chimie Organique et Macromoléculaire, UMR CNRS 8009, USTL, 59655 Villeneuve d'Ascq, France.
authors.forename: Clémence
authors.initials: C
authors.lastname: Queffélec
authors.forename: Fabrice
authors.initials: F
authors.lastname: Bailly
authors.forename: Gladys
authors.initials: G
authors.lastname: Mbemba
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Mouscadet
authors.forename: Sean
authors.initials: S
authors.lastname: Hayes
authors.forename: Zeger
authors.initials: Z
authors.lastname: Debyser
authors.forename: Myriam
authors.initials: M
authors.lastname: Witvrouw
authors.forename: Philippe
authors.initials: P
authors.lastname: Cotelle
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001547:Benzaldehydes / Q000737:chemistry; D001965:Bromides / Q000737:chemistry; D002460:Cell Line; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000494:pharmacology; D005419:Flavonoids / Q000138:chemical synthesis* / Q000494:pharmacology*; D019428:HIV Integrase Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D019429:Integrase Inhibitors / Q000494:pharmacology; D008956:Models, Chemical; D010636:Phenols / Q000138:chemical synthesis* / Q000494:pharmacology*; D010936:Plant Extracts / Q000138:chemical synthesis* / Q000494:pharmacology*; D059808:Polyphenols; D027544:Salvia / Q000378:metabolism*
chemical_list: D000998:Antiviral Agents; D001547:Benzaldehydes; D001965:Bromides; D004791:Enzyme Inhibitors; D005419:Flavonoids; D019428:HIV Integrase Inhibitors; D019429:Integrase Inhibitors; D010636:Phenols; D010936:Plant Extracts; D059808:Polyphenols; C100058:vanillin