1070166-78-7Relevant articles and documents
Synthesis of betulinic acid acyl glucuronide for application in anticancer prodrug monotherapy
Gauthier, Charles,Legault, Jean,Rondeau, Simon,Pichette, André
, p. 988 - 991 (2009)
The synthesis of 28-O-β-d-glucuronide betulinic acid, an acyl glucuronide derivative, was successfully carried out for the first time using commercially available peracetylated methyl glucuronate bromide under phase-transfer conditions. The target compound could be used in an anticancer prodrug monotherapy (PMT) strategy since it is non-cytotoxic, non-haemolytic, more water soluble than betulinic acid, it possesses a good in vitro stability in phosphate buffer and can be hydrolyzed in the presence of β-d-glucuronidase releasing in vitro betulinic acid, a promising anticancer agent.
Protecting groups for glucuronic acid: Application to the synthesis of new paclitaxel (taxol) derivatives
El Alaoui, Abdessamad,Schmidt, Frederic,Monneret, Claude,Florent, Jean-Claude
, p. 9628 - 9636 (2007/10/03)
To prepare two new glucuronide conjugates, allyl ester and allyl carbonates were used as protecting groups of the glucuronic moiety. In this way, an aniline glycosyl carbamate spacer linked to the 2′-OH of paclitaxel was obtained. By using palladium chemistry, an efficient one-step removal of all the allyl groups at the end of the synthesis afforded the desired compounds in good yields.