Immunomodulatory constituents from an ascomycete, Microascus tardifaciens.
Fractionation guided by the immunosuppressive activity of the defatted AcOEt extract of an Ascomycete, Microascus tardifaciens, afforded eight constituents, questin (emodin 8-O-methylether) (1), rubrocristin (2), 5,7-dihydroxy-4-methylphthalide (3), cladosporin (asperentin) (4), cladosporin 8-O-methylether (5), tradioxopiperazine A [cyclo-L-alanyl-5-isopentenyl-2-(1',1'-dimethylallyl)-L-tryptophan] (6), tradioxopiperazine B [cyclo-L-alanyl-7-isopentenyl-2-(1',1'-dimethylallyl)-L-tryptophan] (7), and asperflavin (8), among which 6 and 7 were new compounds. Compounds 1 and 2 showed considerably high immunosuppressive activity, 6 was moderate and, 3, 4, 5, 7 and 8 showed low activity.
Fujimoto
H
H
Faculty of Pharmaceutical Sciences, Chiba University, Japan.
Fujimaki
T
T
Okuyama
E
E
Yamazaki
M
M
D000873:Anthracenes / Q000302:isolation & purification / Q000494:pharmacology; D000880:Anthraquinones / Q000302:isolation & purification / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry*; D003374:Coumarins / Q000302:isolation & purification / Q000494:pharmacology; D004365:Drugs, Chinese Herbal / Q000302:isolation & purification / Q000494:pharmacology; D004642:Emodin / Q000031:analogs & derivatives / Q000302:isolation & purification / Q000494:pharmacology; D007166:Immunosuppressive Agents / Q000302:isolation & purification* / Q000494:pharmacology*; D049934:Isocoumarins; D009682:Magnetic Resonance Spectroscopy; D010879:Piperazines / Q000302:isolation & purification / Q000494:pharmacology; D010936:Plant Extracts / Q000302:isolation & purification* / Q000494:pharmacology*; D014364:Tryptophan / Q000031:analogs & derivatives / Q000302:isolation & purification / Q000494:pharmacology
D000873:Anthracenes; D000880:Anthraquinones; D003374:Coumarins; D004365:Drugs, Chinese Herbal; D007166:Immunosuppressive Agents; D049934:Isocoumarins; D010879:Piperazines; D010936:Plant Extracts; C401950:tardioxopiperazine A; C048944:questin; C002455:asperflavin; C401949:rubrocristin; C000488:cladosporin; D014364:Tryptophan; D004642:Emodin