title: [Stability of the amidine analogs of penicillin and deacetoxycephalosporin to the penicillinase of Bacillus licheniformis 749/c].
abstract: Fermentative hydrolysis of 3 derivatives of 6-beta-amidinopenicillanic acid and I derivative of 7-beta-amidinodeacetoxycephalosporanic acid by penicillinase produced by Bacillus licheniformis 749/c was studied. It was found that 6-beta-[(hexahydro-IH-azepin-I-yl) methyleneamino] penicillanic acid, 6-beta-(N1 N-dimethylformamidino-N1) penicillanic acid and 6-beta [(morpholin-I-yl) methylenemino] penicillanic acid were hydrolyzed by the enzyme 50, 70, and 160 times respectively slower than benzylpenicillin. 7-beta-[(Hexahydro-IH-azepin-I-yl)' methylenemino] deacetoxycephalosporanic acid proved to be at least 10 times more stable to the effect of penicillinase than methicillin. In addition unlike the amidine analogues of penicillin the above compound had an inhibitory effect on penicillinase produced by Bacillus licheniformis 749/c.
mesh_terms: D000578:Amidines / Q000378:metabolism*; D001407:Bacillus / Q000201:enzymology*; D001665:Binding Sites; D002511:Cephalosporins / Q000378:metabolism*; D004355:Drug Stability; D006868:Hydrolysis; D010405:Penicillinase / Q000378:metabolism*; D010406:Penicillins / Q000378:metabolism*; D013329:Structure-Activity Relationship; D047090:beta-Lactams / Q000378:metabolism
chemical_list: D000578:Amidines; D002511:Cephalosporins; D010406:Penicillins; D047090:beta-Lactams; D010405:Penicillinase
vernacular_title: Ustoĭchivost' amidinovykh analogov penitsillina i dezatsetoksitsefalosporina k penitsillinaze Bacillus licheniformis 749/c