title: Total synthesis of (+)-pentamethylsalvianolic acid C.
abstract: The total synthesis of a methylated analogue of (+)-Salvianolic acid C has been achieved. Key aspects of the synthetic route include an economical Cu(I) acetylide coupling, unique carboxyl activation conditions via microwave irradiation and a novel lipase catalysed kinetic resolution of a racemic mixture of secondary alcohol Danshensu. The preparation of this methylated analogue will not only improve the bioavailability, but also enable access to new and wider bioactivity applications for (+)-Salvianolic acid C.
authors.affiliation: RMIT University, School of Applied Science [Applied Chemistry], Bowen Street, Melbourne, Victoria, Australia.
authors.forename: Benjamin L
authors.initials: BL
authors.lastname: Alford
authors.forename: Helmut M
authors.initials: HM
authors.lastname: Hügel
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D001572:Benzofurans / Q000138:chemical synthesis / Q000737:chemistry; D003300:Copper / Q000737:chemistry; D004365:Drugs, Chinese Herbal / Q000138:chemical synthesis* / Q000737:chemistry; D008745:Methylation; D059808:Polyphenols / Q000138:chemical synthesis* / Q000737:chemistry; D027561:Salvia miltiorrhiza / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D001572:Benzofurans; D004365:Drugs, Chinese Herbal; D059808:Polyphenols; C568740:salvianolic acid; D003300:Copper