- vol.28, pp.73-80, 1986
During the cource of our screening program for new antibiotics, herbimycin C (1), trienomycins A (6), B (7) and C (8). awamycin (9) and hitachimycin (stubomycin) (10) were isolated and characterized. Each antibiotic except for 10 possesses macrocyclic lactam structure containing benzenoid or naphthalenoid moiety as a chromophore. Structures 1 and 6-9 were elucidated mainly through the comparative NMR analysis with the known ansamycin antibiotics and the structure of 10 was established by the chemical degradations. Further, "Celmer's model" which was applied to the stereochemistry and biogenecis of macrolide antibiotics was applied to those of ansamycin antibiotics such as macbecin I (14). naphthomycin A (15). rifamycin B (16) and streptovaricin C (17) in which the absolute configurartions have been established. Consequently, the absolute configurations of herbimycin A (2) and 9 except for C-6 and C-7 were proposed as shown in Fig. 2. through the model.