Bequinostatins A and B new inhibitors of glutathione S-transferase, produced by Streptomyces sp. MI384-DF12. Production, isolation, structure determination and biological activities.
New benzo[a]naphthacenequinone metabolites, designated bequinostatins A and B, have been isolated from the culture broth of the benastatin-producing strain Streptomyces sp. MI384-DF12. The structures of bequinostatins A and B were determined by spectral analyses to be 5,6,8,13-tetrahydro-1,6,7,9,11-pentahydroxy-8,13-dioxo-3- pentylbenzo[a]naphthacene-2-carboxylic acid and 2-decarboxybequinostatin A, respectively. Bequinostatin A showed considerable inhibitory activity against human pi class glutathione S-transferase (GST pi).
Aoyama
T
T
Institute of Microbial Chemistry, Tokyo, Japan.
Kojima
F
F
Abe
F
F
Muraoka
Y
Y
Naganawa
H
H
Takeuchi
T
T
Aoyagi
T
T
D000818:Animals; D001551:Benz(a)Anthracenes / Q000737:chemistry; D016227:Benzoquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D005285:Fermentation; D005982:Glutathione Transferase / Q000037:antagonists & inhibitors*; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008807:Mice, Inbred BALB C; D009279:Naphthacenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D011809:Quinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013302:Streptomyces / Q000737:chemistry*; D013329:Structure-Activity Relationship
D001551:Benz(a)Anthracenes; D016227:Benzoquinones; D009279:Naphthacenes; D011809:Quinones; C077629:benastatin A; C082421:bequinostatin A; C082422:bequinostatin B; D005982:Glutathione Transferase