Synthesis and Antibacterial Activity of 5-Phthalate and 5-Glutarate Derivatives of Milbemycins A3/A4

Химия гетероциклических соединений 2014
Jevgeņija Lugiņina, Ērika Bizdēna, Ainārs Leončiks, Viktors Kumpiņš, Inguna Grīnšteine, Māris Turks

Naturally occurring 16-membered macrolides milbemycins A3 and A4 were selectively esterified at their HO-C(5) with phthalic and glutaric anhydrides. The obtained monoesters were further functionalized by amide formation. Propargyl amide derivatives were demonstrated to undergo 1,2,3-triazole formation upon treatment with organic azides in the presence of copper catalyst. Some of the synthesized compounds exhibited useful levels of antibacterial properties against Staphylococcus aureus and Staphylococcus epidermidis.

Keywords
Milbemycin A3 and A4 derivatives, antibacterial activity, Staphylococcus aureus, Staphylococcus epidermidis
DOI
10.1007/s10593-014-1604-2
Hyperlink
http://hgs.osi.lv/index.php/hgs/article/view/1889

Lugiņina, J., Bizdēna, Ē., Leončiks, A., Kumpiņš, V., Grīnšteine, I., Turks, M. Synthesis and Antibacterial Activity of 5-Phthalate and 5-Glutarate Derivatives of Milbemycins A3/A4. Химия гетероциклических соединений, 2014, No. 10, pp.1528-1536. ISSN 0132-6244. Available from: doi:10.1007/s10593-014-1604-2

Publication language
English (en)