title: Total synthesis and biological evaluation of (+)- and (-)-Butyl ester of rosmarinic acid.
abstract: An efficient method for the synthesis of the natural product (+)-(R)-butyl ester of rosmarinic acid (+)-(R)-1 and its enantiomer ( - )-(S)-1 has been developed by chemical resolution of its phenyl lactic acid precursors 4 with ( - )-menthol. Their antioxidative and anti-tumor activities were evaluated.
authors.affiliation: Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China.
authors.forename: L-J
authors.initials: LJ
authors.lastname: Huang
authors.forename: C-H
authors.initials: CH
authors.lastname: Li
authors.forename: Z-M
authors.initials: ZM
authors.lastname: Lu
authors.forename: Z-B
authors.initials: ZB
authors.lastname: Ma
authors.forename: D-Q
authors.initials: DQ
authors.lastname: Yu
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000494:pharmacology*; D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002934:Cinnamates / Q000138:chemical synthesis* / Q000494:pharmacology*; D053630:Depsides / Q000138:chemical synthesis* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D004952:Esters / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D066298:In Vitro Techniques; D037602:Isodon / Q000737:chemistry*; D019344:Lactic Acid / Q000737:chemistry; D015227:Lipid Peroxidation / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008610:Menthol / Q000737:chemistry; D008862:Microsomes, Liver / Q000187:drug effects / Q000378:metabolism; D008968:Molecular Conformation; D051381:Rats; D012997:Solvents; D021241:Spectrometry, Mass, Electrospray Ionization; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013778:Tetrazolium Salts; D013844:Thiazoles; D000097123:Rosmarinic Acid
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D000975:Antioxidants; D002934:Cinnamates; D053630:Depsides; D004952:Esters; D019344:Lactic Acid; D008610:Menthol; D012997:Solvents; D013778:Tetrazolium Salts; D013844:Thiazoles; D000097123:Rosmarinic Acid; C022616:thiazolyl blue