Is Norursodeoxycholic acid (NorUDCA) a conjugated form of Ursodeoxycholic acid (UDCA)?

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Is NorUDCA a Conjugated Form of UDCA?

No, norursodeoxycholic acid (norUDCA) is not a conjugated form of UDCA—it is a structurally distinct side-chain-shortened derivative of UDCA. 1, 2

Structural and Chemical Differences

  • NorUDCA is a C23 homologue of UDCA, created by shortening the side chain by one carbon atom, whereas UDCA is a C24 bile acid 2, 3, 4

  • The key distinguishing feature is that norUDCA is relatively resistant to amidation (conjugation with glycine or taurine), which fundamentally differentiates it from UDCA both structurally and pharmacologically 2, 3

  • UDCA undergoes efficient conjugation with glycine or taurine in the liver, which is the standard metabolic pathway for bile acids 5

Pharmacological Implications of Non-Conjugation

  • Because norUDCA remains largely unconjugated, it undergoes "cholehepatic shunting", allowing it to target bile ducts directly and induce bicarbonate-rich hypercholeresis with cholangioprotective effects 2, 3

  • Paradoxically, conjugation is essential for the anticholestatic effect of norUDCA in hepatocellular cholestasis models—when norUDCA is conjugated to taurine (TnorUDCA), it demonstrates significantly improved anticholestatic properties compared to unconjugated norUDCA 5

  • The resistance to conjugation gives norUDCA distinct therapeutic properties including anti-cholestatic, anti-inflammatory, anti-fibrotic, and antiproliferative effects that differ from standard UDCA 6, 2, 3

Clinical Context

  • NorUDCA is being investigated as a novel therapeutic agent for PSC, with phase II trials showing dose-dependent reductions in alkaline phosphatase levels (up to -26% at 1,500mg/d) with an excellent safety profile 1, 4

  • NorUDCA remains investigational with no completed large phase III trials for any indication, and no published histological fibrosis endpoint data exists in human trials 6

  • The European Association for the Study of the Liver identifies norUDCA as a distinct "novel bile acid-based therapeutic option" separate from UDCA, alongside FXR agonists and other emerging therapies 1

References

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This information is intended for healthcare professionals. Any medical decision-making should rely on clinical judgment and independently verified information. The content provided herein does not replace professional discretion and should be considered supplementary to established clinical guidelines. Healthcare providers should verify all information against primary literature and current practice standards before application in patient care. Dr.Oracle assumes no liability for clinical decisions based on this content.

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