title: Angucycline C5 glycosides: regio- and stereocontrolled synthesis and cytotoxicity.
abstract: This study discloses a general and convergent route for the regio- and stereospecific construction of the C5 glycosyl angucycline framework of mayamycin. C-Glycosidation, dearomatization, and Hauser annulation are the key steps. The synthetic analogues show cytotoxicity against different human cancer cell lines with IC50 values between 16.4 and 1.2 μM.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Kharagpur , Kharagpur 721302, West Bengal, India.
authors.forename: Prithiba
authors.initials: P
authors.lastname: Mitra
authors.forename: Birendra
authors.initials: B
authors.lastname: Behera
authors.forename: Tapas K
authors.initials: TK
authors.lastname: Maiti
authors.forename: Dipakranjan
authors.initials: D
authors.lastname: Mal
mesh_terms: D001551:Benz(a)Anthracenes / Q000138:chemical synthesis* / Q000737:chemistry; D045744:Cell Line, Tumor; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001551:Benz(a)Anthracenes; D006027:Glycosides; C551609:mayamycin