title: Biological activities of oligoketide pigments of Monascus purpureus.
abstract: Rubropunctatin (1), monascorubrin (2), monascin (3) and ankaflavin (4) were purified from the mycelium of Monascus purpureus by flash chromatography on silica gel or reversed phase. Their embryotoxicity towards chicken embryos decreased in the order 2 > 1 > 3 > 4. The lower homologues 1 and 3 exhibited teratogenic effects on these organisms. Significant antibiotic activities against Bacillus subtilis and Candida pseudotropicalis were found with compounds 1 and 2. Immunosuppressive activity on mouse T-splenocytes was most pronounced with compounds 3 and 4. None of the compounds showed significant cytotoxic activity towards rat hepatocytes in vitro. Incubation of resting cells of M. purpureus with glycine afforded the dark-red compounds 5 and 6 where the pyran moiety of 1 and 2 changed into the N-substituted dihydropyridine moiety by replacement of the O-atom by the amino group of glycine. Compounds 5 and 6 were less biologically active than the major pigments 1-4.
authors.affiliation: Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague.
authors.forename: L
authors.initials: L
authors.lastname: Martínková
authors.forename: P
authors.initials: P
authors.lastname: Patáková-Jůzlová
authors.forename: V
authors.initials: V
authors.lastname: Krent
authors.forename: Z
authors.initials: Z
authors.lastname: Kucerová
authors.forename: V
authors.initials: V
authors.lastname: Havlícek
authors.forename: P
authors.initials: P
authors.lastname: Olsovský
authors.forename: O
authors.initials: O
authors.lastname: Hovorka
authors.forename: B
authors.initials: B
authors.lastname: Ríhová
authors.forename: D
authors.initials: D
authors.lastname: Veselý
authors.forename: D
authors.initials: D
authors.lastname: Veselá
authors.forename: J
authors.initials: J
authors.lastname: Ulrichová
authors.forename: V
authors.initials: V
authors.lastname: Prikrylová
mesh_terms: D000014:Abnormalities, Drug-Induced / Q000209:etiology; D000818:Animals; D001203:Ascomycota / Q000737:chemistry*; D001412:Bacillus subtilis / Q000187:drug effects; D002175:Candida / Q000187:drug effects; D016923:Cell Death / Q000187:drug effects; D002642:Chick Embryo; D005505:Food Coloring Agents / Q000494:pharmacology*; D022781:Hepatocytes / Q000187:drug effects; D007108:Immune Tolerance / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D051379:Mice; D010860:Pigments, Biological / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D013601:T-Lymphocytes / Q000187:drug effects
chemical_list: D005505:Food Coloring Agents; D010860:Pigments, Biological