title: Synthesis of 13-(substituted benzyl) berberine and berberrubine derivatives as antifungal agents.
abstract: By introducing various aromatic groups in 13-C of berberine and berberrubine, a series of 13-(substituted benzyl) berberine and berberrubine derivatives were synthesized and examined for antifungal activities against various human pathogenic fungi. The synthesized compounds exhibited more potent antifungal activities than berberine and berberrubine. Among them, 13-(4-isopropyl benzyl) berberine (6e) exerted the most potent antifungal activities against Candida species (MIC=1-8 microg/ml) and a 4-fold stronger activity than 13-(4-isopropyl benzyl) berberrubine (7e) synthesized by pyrolysis of compound 6e.
authors.affiliation: Division of Biomaterials Science, Korea Research Institute of Bioscience and Biotechnology, Daejeon 305-333, Republic of Korea.
authors.forename: Ki Duk
authors.initials: KD
authors.lastname: Park
authors.forename: Jong Hun
authors.initials: JH
authors.lastname: Lee
authors.forename: Sung Han
authors.initials: SH
authors.lastname: Kim
authors.forename: Tae Hoon
authors.initials: TH
authors.lastname: Kang
authors.forename: Jae Sun
authors.initials: JS
authors.lastname: Moon
authors.forename: Sung Uk
authors.initials: SU
authors.lastname: Kim
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001230:Aspergillus / Q000187:drug effects; D001599:Berberine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002175:Candida / Q000187:drug effects; D003455:Cryptococcus neoformans / Q000187:drug effects; D008826:Microbial Sensitivity Tests
chemical_list: D000935:Antifungal Agents; D001599:Berberine; C115958:berberrubine