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Iranian Journal of Pharmaceutical Research
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Eroglu, B., Keriman, O., Unsal Tan, O., Dharmarajan, S., Yogeeswari, P., Balkan, A. (2016). Novel Thiazolidinone-Azole Hybrids: Design, Synthesis and Antimycobacterial Activity Studies. Iranian Journal of Pharmaceutical Research, 15(4), 783-790. doi: 10.22037/ijpr.2016.1911
Barbaros Eroglu; Ozadali Sari Keriman; Oya Unsal Tan; Sriram Dharmarajan; Perumal Yogeeswari; Ayla Balkan. "Novel Thiazolidinone-Azole Hybrids: Design, Synthesis and Antimycobacterial Activity Studies". Iranian Journal of Pharmaceutical Research, 15, 4, 2016, 783-790. doi: 10.22037/ijpr.2016.1911
Eroglu, B., Keriman, O., Unsal Tan, O., Dharmarajan, S., Yogeeswari, P., Balkan, A. (2016). 'Novel Thiazolidinone-Azole Hybrids: Design, Synthesis and Antimycobacterial Activity Studies', Iranian Journal of Pharmaceutical Research, 15(4), pp. 783-790. doi: 10.22037/ijpr.2016.1911
Eroglu, B., Keriman, O., Unsal Tan, O., Dharmarajan, S., Yogeeswari, P., Balkan, A. Novel Thiazolidinone-Azole Hybrids: Design, Synthesis and Antimycobacterial Activity Studies. Iranian Journal of Pharmaceutical Research, 2016; 15(4): 783-790. doi: 10.22037/ijpr.2016.1911

Novel Thiazolidinone-Azole Hybrids: Design, Synthesis and Antimycobacterial Activity Studies

Article 16, Volume 15, Issue 4, Autumn 2016, Page 783-790  XML PDF (401.88 K)
Document Type: Research article
DOI: 10.22037/ijpr.2016.1911
Authors
Barbaros Eroglu1; Ozadali Sari Keriman email 1; Oya Unsal Tan1; Sriram Dharmarajan2; Perumal Yogeeswari2; Ayla Balkan3
1Hacettepe University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry
2Medicinal Chemistry & Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science
3Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University
Abstract
To develop novel antimycobacterial agents, a new series of thiazolidinone-azole hybrids 4a-b, 5a-b and 6-13 were designed and synthesized. Thiazolidin-4-ones (4a-b and 5a-b) were obtained by the reaction of Schiff bases and hydrazones (2a-b and 3a-b) with mercaptoacetic acid. 5-Benzylidene derivatives (6-13) were gained by treatment of 5a-b with appropriate benzaldehydes according to Knoevenagel condensation. To evaluate their structures 1H NMR, IR, mass spectrometry and elemental analysis data were used. The target compounds were screened for their antimycobacterial activity against M. tuberculosis H37Rv strain using the microplate alamar blue assay method. Among them, 6, 10 and 12 (MIC: 14.27-14.74 μM) were found as most active compounds in the series. It was seen that both phenylamino and benzylidene substitutions on thiazolidin-4-one ring caused an improvement in the antimycobacterial activity.
Keywords
Thiazolidin-4-one; triazole; Imidazole; antimycobacterial activity
Main Subjects
Medicinal chemistry
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