N-linked glycoside/glucuronide conjugates of retinoids: acitretin

V Balakrishnan, NE Gilbert, RW Brueggemeier…

Index: Balakrishnan; Gilbert; Brueggemeier; Curley Jr. Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 23 p. 3033 - 3038

Full Text: HTML

Citation Number: 6

Abstract

Glucuronide conjugates of retinoids have been found to be active metabolites of the parent molecules. However, O-acylglucuronide retinoids are liable to hydrolysis and retinoid ring oxidation. We have prepared stable N-linked glycosides of acitretin in efforts to overcome these problems. The synthesis and preliminary biological studies of the analogs are reported.

Related Articles:

Synthesis of α-glucuronic acid and amide derivatives in the presence of a participating 2-acyl protecting group

[Tosin, Manuela; Murphy, Paul V. Organic Letters, 2002 , vol. 4, # 21 p. 3675 - 3678]

Rapid access to uronic acid-based mimetics of Kdn2en from D-glucurono-6, 3-lactone

[Florio, Pas; Thomson, Robin J.; Von Itzstein, Mark Carbohydrate Research, 2000 , vol. 328, # 4 p. 445 - 448]

A generalized procedure for the one??pot preparation of glycosyl azides and thioglycosides directly from unprotected reducing sugars under phase??transfer reaction …

[Kumar, Rishi; Tiwari, Pallavi; Maulik, Prakas R.; Misra, Anup K. European Journal of Organic Chemistry, 2006 , # 1 p. 74 - 79]

Rapid access to uronic acid-based mimetics of Kdn2en from D-glucurono-6, 3-lactone

[Carbohydrate Research, , vol. 328, # 4 p. 445 - 448]

Synthesis and conformational analysis of linear and cyclic peptides containing sugar amino acids

[Journal of the American Chemical Society, , vol. 118, # 42 p. 10156 - 10167]

More Articles...