Structure requirements for anaerobe processing of azo compounds: Implications for prodrug design

…, K Kedziora, H Windle, DP Kelleher, JF Gilmer

Index: Gavin, Jason; Ruiz, Juan F. Marquez; Kedziora, Kinga; Windle, Henry; Kelleher, Dermot P.; Gilmer, John F. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 24 p. 7647 - 7652

Full Text: HTML

Citation Number: 2

Abstract

This Letter generalizes the metabolism of the azo class of compounds by Clostridium perfringens, an anaerobe found in the human colon. A recently reported 5-aminosalicylic acid-based prednisolone prodrug was shown to release the drug when incubated with the bacteria, while the para-aminobenzoic acid (PABA) based analogue did not. Instead, it showed a new HPLC peak with a relatively close retention time to the parent which was ...