Synthesis and biological evaluation of bile acid dimers linked with 1,2,3-triazole and bis-beta-lactam.
We report herein the synthesis and biological evaluation of bile acid dimers linked through 1,2,3-triazole and bis-beta-lactam. The dimers were synthesized using 1,3-dipolar cycloaddition reaction of diazido bis-beta-lactams , and terminal alkynes derived from cholic acid/deoxycholic acid in the presence of Cu(i) catalyst (click chemistry). These novel molecules were evaluated in vitro for their antifungal and antibacterial activity. Most of the compounds exhibited significant antifungal as well as antibacterial activity against all the tested fungal and bacterial strains. Moreover, their in vitro cytotoxicities towards HEK-293 and MCF-7 cells were also established.
Division of Organic Chemistry, National Chemical Laboratory, Pune, 411008, India.
Namdev S
NS
Vatmurge
Braja G
BG
Hazra
Vandana S
VS
Pore
Fazal
F
Shirazi
Mukund V
MV
Deshpande
Sreenath
S
Kadreppa
Samit
S
Chattopadhyay
Rajesh G
RG
Gonnade
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D019826:Cholic Acid / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D003840:Deoxycholic Acid / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D019281:Dimerization; D006801:Humans; D008826:Microbial Sensitivity Tests; D014230:Triazoles / Q000737:chemistry*; D047090:beta-Lactams / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D014230:Triazoles; D047090:beta-Lactams; D003840:Deoxycholic Acid; D019826:Cholic Acid