Synthesis and evaluation of nitro 5-deazaflavin-pyrrolecarboxamide (s) hybrid molecules as novel DNA targeted bioreductive antitumor agents

Y Kanaoka, Y Ikeuchi, T Kawamoto, K Bessho…

Index: Kanaoka, Yoshitomo; Ikeuchi, Yoshihiro; Kawamoto, Tetsuji; Bessho, Kiyoshi; Akimoto, Naoshige; Mikata, Yuji; Nishida, Mamiko; Yano, Shigenobu; Sasaki, Takuma; Yoneda, Fumio Bioorganic and Medicinal Chemistry, 1998 , vol. 6, # 3 p. 301 - 314

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Citation Number: 17

Abstract

A series of 6-nitro-5-deazaflavins bearing at N (3) or N (10) position the pyrrolecarboxamide (s) group as DNA minor groove binder has been synthesized. These hybrid molecules show similar redox properties to those of 6-nitro-5-deazaflavins with no pyrrolecarboxamide (s) group, suggesting that they generate stable one-and two-electron reduction product (s). Electrolytic reductions of the hybrid molecules were carried out at a controlled potential ...