Synthesis of linezolid-like molecules and evaluation of their antimicrobial activities

Authors

SERAP BAŞOĞLU
MELTEM YOLAL
AHMET DEMİRBAŞ
HAKAN BEKTAŞ
RZA ABBASOĞLU
NESLİHAN DEMİRBAŞ

DOI

10.3906/kim-1105-54

Abstract

3-Fluoro-4-(morpholin-4-yl)aniline (2), prepared from 3,4-difluoronitrobenzene, was converted to the corresponding Schiff base (3) by treatment with indol-3-carbaldehyde. The treatment of thiourea 4 and carbothioamide derivatives 9 with ethyl bromoacetate or 4-substituted phenacyl bromides generated the corresponding thiazolidinone (5 and 13) and thiazoline (6 and 12) derivatives, respectively. The acidic or basic treatment of carbothioamide 9 produced 1,3,4-thiadiazole (11) or 1,2,4-triazole (10) compounds, respectively. The structural assignments of the new compounds were based on elemental analysis and spectral (IR, ^1H-NMR, ^{13}C-NMR, and LC-MS) data. The antimicrobial activity study revealed that all compounds showed good antitubercular activities.

Keywords

1, 3-Thiazole, 1, 3, 4-thiadiazole, 1, 2, 4-triazole, linezolid, antimicrobial activity

First Page

37

Last Page

53

Recommended Citation

BAŞOĞLU, SERAP; YOLAL, MELTEM; DEMİRBAŞ, AHMET; BEKTAŞ, HAKAN; ABBASOĞLU, RZA; and DEMİRBAŞ, NESLİHAN (2012) "Synthesis of linezolid-like molecules and evaluation of their antimicrobial activities," Turkish Journal of Chemistry: Vol. 36: No. 1, Article 3. https://doi.org/10.3906/kim-1105-54
Available at: https://journals.tubitak.gov.tr/chem/vol36/iss1/3