Abstract
The convergent synthesis of an unusual (but simple) class of compounds 5a– g has been achieved by the copper-catalyzed [3 + 2] cycloaddition reaction of 2,3,4,6-tetra- O-acetyl-β- d-glucopyranosyl azide 4 with propynyl 3-[3-(aryl)-1,2,4-oxadiazol-5-yl] propionates 3a– g. The formerly known azide 4 has been prepared according to the literature procedure; however, the synthesis of esters 3a– g is being reported for the first time. The infrared as well as 1H NMR spectra of all new products are in agreement with their proposed structures. By carrying out the nOe experiment of one of the final compounds 5a, we have been able to establish that only the 1,4-regioisomers have been formed in the cycloaddition reaction. All final products presented weak cytotoxic activity, but 5e and 5g had somewhat better behaviour showing 22–25% cell growth inhibition against two cell strains: NCI-H 292 (lung carcinoma) and HEp-2 (larynx carcinoma).
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
