An active tryptophan metabolite and synthetic intermediate
Indole-3-carboxyaldehyde is an active metabolite of tryptophan and a synthetic intermediate.1,2,3 It is produced by lactobacilli in the gut microbiota via the indole pyruvate pathway, which is catalyzed by aromatic amino acid aminotransferase (ArAT).1 Indole-3-carboxyaldehyde (18 mg/kg) increases colonic production of IL-22 and restores colonization resistance to C. albicans infection in a wild-type, but not aryl hydrocarbon receptor knockout (Ahr-/-), mouse model of mucosal candidiasis. It also reduces intestinal mucosal damage in a mouse model of colitis induced by dextran sulfate . Indole-3-carboxaldehyde has been used as a synthetic intermediate in the synthesis of Schiff bases and ergot alkaloids.2,3
1.Zelante, T., Iannitti, R.G., Cunha, C., et al.Tryptophan catabolites from microbiota engage aryl hydrocarbon receptor and balance mucosal reactivity via interleukin-22Immunity39(2)372-385(2013) 2.Sinha, D., Tiwari, A.K., Singh, S., et al.Synthesis, characterization and biological activity of Schiff base analogues of indole-3-carboxaldehydeEur. J. Med. Chem.43(1)160-165(2008) 3.Somei, M.Studies directed toward the ultimate synthesis for ergot alkaloidsYakugaku Zasshi108(5)361-380(1988)
动态评分
0.0