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      https://www.ias.ac.in/article/fulltext/jcsc/132/0104

    • Keywords

       

      Antiproliferative activity; CV assay; click reaction; mechanosynthesis; 1,2,3-triazole, 4-oxo-4- (prop-2-yn-1-yloxy) butanoic acid.

    • Abstract

       

      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

    • Author Affiliations

       

      LEYDI M CARRILLO-COCOM1 BETHSABE B VILLAGOMEZ GONZALEZ2 ROSA SANTILLAN3 DELIA SOTO-CASTRO4 PAUL M SANCHEZ OCAMPO5 ALEJANDRO ZEPEDA1 JACQUELINE CAPATAZ TAFUR6

      1. Facultad de Ingenierı´a Quı´mica, Universidad Auto´noma de Yucata´n, Campus de Ciencias Exactas e Ingenierı´as, Perife´rico Norte, Km. 33.5, Tablaje Catastral 13615, Col. Chuburna´ de Hidalgo Inn, C.P. 97203 Me´rida, Me´xico
      2. Instituto Polite´cnico Nacional, CIIDIR Unidad Oaxaca, Hornos 1003, C.P. 771230 Santa Cruz Xoxocotla´n, Oaxaca, Me´xico
      3. Departamento de Quı´mica, Centro de Investigacio´n y de Estudios Avanzados del IPN, Apdo. Postal 14-740, 07000 Mexico, D.F., Me´xico
      4. CONACyT- Instituto Polite´cnico Nacional, CIIDIR Unidad Oaxaca, Hornos 1003, C.P. 771230 Santa Cruz Xoxocotla´n, Oaxaca, Me´xico
      5. CONACyT-UNPA Instituto de Quı´mica, Universidad del Papaloapan, Circuito Central #200 Col. Parque Industrial, C.P. 68301 Tuxtepec, Oaxaca, Me´xico
      6. Instituto de Biotecnologı´a, Universidad del Papaloapan, Circuito Central #200 Col. Parque Industrial, C.P. 68301 Tuxtepec, Oaxaca, Me´xico
    • Dates

       
  • Journal of Chemical Sciences | News

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