ALEJANDRO ZEPEDA
Articles written in Journal of Chemical Sciences
Volume 132 All articles Published: 11 August 2020 Article ID 0104
Synthesis of diosgenin prodrugs: anti-inflammatory and antiproliferative activity evaluation
LEYDI M CARRILLO-COCOM BETHSABE B VILLAGOMEZ GONZALEZ ROSA SANTILLAN DELIA SOTO-CASTRO PAUL M SANCHEZ OCAMPO ALEJANDRO ZEPEDA JACQUELINE CAPATAZ TAFUR
In this work, we evaluated the antiproliferative and anti-inflammatory activities of two diosgenin prodrugs. The prodrugs were obtained by esterification of diosgenin at position 3 with 4-oxo-4-(prop-2-yn-1-yloxy)butanoic acid followed by click reaction on terminal alkyne with 3-azidopropan-1-ol N-alkylated dendrons, resulting in a prodrug with methyl ester end-groups and a derivative with tert-butyl ester endgroups, hydrolysis of tert-butyl ester derivative afforded a prodrug with carboxylic acid terminals. All compounds were fully characterized by 1H and 13C NMR, ATR-FTIR and HR-ESI TOF. Studies of the antiinflammatoryeffects on mouse ear edema of prodrugs methyl ester and carboxylic acid, ended, using diosgenin and dexamethasone as positive controls, showed the superiority of methyl ester ended prodrug with an ED50 four times lower than that of dexamethasone. Further, carboxylic acid ended prodrug was found to bemore active than diosgenin as an antiproliferative agent, according to crystal violet assay
Volume 132, 2020
All articles
Continuous Article Publishing mode
Click here for Editorial Note on CAP Mode
© 2021-2022 Indian Academy of Sciences, Bengaluru.