Interaction of naphthomycin A with sulfhydryl compounds.

Naphthomycin A (1) was prepared as described previously1). I: C40H46CINO9; FD-MS m/z 719 (M+); shows UV 2MeOHmax"a°" n (e) 231 (38,900) and 275 (33,400). The elemental analysis revealed that I contains 4.49 % CI but no S. The retention time of I was 4.20 minutes by HPLC. Methanethiol, ethanethiol and propanethiol were purchased from Nakarai Chemical Co., Tokyo. p-Bromothiophenol was a product of Aldrich Chemical Co., Wisconsin, U.S.A. HPLC was performed on a reverse phase silica gel column (8NVC18 5 ,u, 10 cm x 8 mm, diameter, Waters Associates) developing with MeOH H2O AcOH (80: 20: 1). The column was eluted with a flow rate of 2.0 ml/minute and the eluate was monitored with a UV detector at 280 nm. Experimental