Add time:08/01/2019         Source:sciencedirect.com

The effectiveness of analogs of lithocholic acid and other bile acids in inhibiting glucuronosyltransferase activity in a colon cancer cell line was measured in order to identify structural features critical for inhibition of the enzyme. Analogs of lithocholic acid with modifications of the side chain (2–7) were synthesized, in part, to study their inhibitory effects on glucuronosyltransferase activity. Bishomolithocholic acid (4) was synthesized from the iodo derivative (9) by a free radical Michael type reaction using tris(trimethylsilyl)silane as a free radical mediator.The effectiveness of analogs of lithocholic acid and other bile acids on glucuronosyltransferase activity in a colon cancer cell line was measured in order to identify structural features critical for the inhibition. Analogs of lithocholic acid (2–7) were synthesized with modifications of the side chain. Bishomolithocholic acid (4) was synthesized from the iodo derivative (9) by a free radical Michael type reaction-using tris(trimethylsilyl)silane as a free radical mediator.

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