A NEW SYNTHESIS OF 4-DEOXYCARBAZOMYCIN-B AND ITS ANTIMICROBIAL PROPERTIES

A new synthesis 4-deoxycarbazomycin B (3) has ben achieved using Japp- Klingemann reaction for the preparation of the required hydrazone 12 s tarting from the amine hydrochloride 9 and 2-hydroxymethylenecyclohexa none 11. The hydrazone 12 on indolisation with cone. HCl and AcOH furn ishes the keto-tetrahydrocarbazole 13 which on Wolff-Kishner reduction followed by dehydrogenation with Pd/C affords 3. A new method for the synthesis of the starting amine hydrochloride 9 has been developed. C ompound 3 shows significant inhibitory activity against various gram-p ositive and gram-negative bacteria.