Synthesis, Crystal Structure and Anti-HIV Activity of 2- Adamantyl/adamantylmethyl-5-aryl-1,3,4-oxadiazoles

Title:Synthesis, Crystal Structure and Anti-HIV Activity of 2- Adamantyl/adamantylmethyl-5-aryl-1,3,4-oxadiazoles

Volume: 8 Issue: 6

Author(s): Mahmood-ul-Hassan Khan, Tashfeen Akhtar, Najim A. Al-Masoudi, Helen Stoeckli-Evans and Shahid Hameed

Affiliation:

Keywords: Adamantyl derivatives, Anti-HIV activity, Hydrazide cyclization, 1, 3, 4-Oxadiazoles

Abstract: Two series of 2-adamantyl/adamantylmethyl-5-aryl-1,3,4-oxadiazoles (4a-l and 5a-l) were synthesized by cyclodehydration of adamantan-1-carboxylic acid/adamantylacetic acid with various aryl hydrazides (3a-l) in the presence of POCl3. The synthesis was supported by spectroanalytical techniques and verified further by crystal structure determination of compounds 4e and 5k. The synthesized compounds were screened for their inhibitory activity against HIV-1 and HIV-2 in MT-4 cells. Compound 5b exhibited a moderate activity in vitro for the replication of both virus types, suggesting for further structural modification as a new lead in the development of an antiviral agent.

Cite this article as:

Khan Mahmood-ul-Hassan, Akhtar Tashfeen, A. Al-Masoudi Najim, Stoeckli-Evans Helen and Hameed Shahid, Synthesis, Crystal Structure and Anti-HIV Activity of 2- Adamantyl/adamantylmethyl-5-aryl-1,3,4-oxadiazoles, Medicinal Chemistry 2012; 8 (6) . https://dx.doi.org/10.2174/1573406411208061190