BBM-928, a new antitumor antibiotic complex. III. Structure determination of BBM-928 A, B and C.
Structures of antitumor antibiotics BBM-928 A, B and C have been determined. They are cyclic decadepsipeptides containing 3-hydroxy-6-methoxyquinaldic acid as a chromophore. Two amino acids, not found in nature, L-beta-hydroxyl-N-methylvaline and trans-(3S,4S)-4-hydroxy-2,3,4,5-tetrahydropyridazine-3-carboxylic acid, were identified as structural constituents of the antibiotic. In gross structure, BBM-928 resembles the echinomycin group of antibiotics which are cyclic octadepsipeptides having a quinoxaline chromophore, but BBM-928 differs from the latter group by virtue of the lack of a sulfur-containing cross linkage.
D000903:Antibiotics, Antineoplastic / Q000302:isolation & purification; D055598:Chemical Phenomena; D002621:Chemistry; D006868:Hydrolysis; D006912:Hydroxyquinolines; D009942:Organometallic Compounds; D011804:Quinolines / Q000302:isolation & purification; D011809:Quinones / Q000302:isolation & purification; D047630:Depsipeptides
D000903:Antibiotics, Antineoplastic; D006912:Hydroxyquinolines; D009942:Organometallic Compounds; D011804:Quinolines; D011809:Quinones; C029831:luzopeptins; D047630:Depsipeptides; C029832:BBM-928 B; C027844:BBM-928