Synthesis and Antimicrobial and Antituberculosis Activity of the First Conjugates of the Diterpenoid Isosteviol and D-Arabinofuranose

Previously unknown conjugates of the diterpenoid isosteviol1 and 1-O-methyl-2,3-di-O-acetyl- β-Darabinofuranoside in which the terpenoid and carbohydrate molecules were linked through polymethylene spacers of various lengths were synthesized. Isosteviol1 and its conjugate10 exhibited high bacteriostatic activity selectively against Staphylococcus aureus ATCC 209p. Conjugates9–11 inhibited growth of Mycobacterium tuberculosis H37Rv at the level of the antituberculosis drug pyrazinamide. Removal of the acetyl protection from conjugate9 increased the antituberculosis activity by eight times.
Source: Chemistry of Natural Compounds - Category: Chemistry Source Type: research