Eroglu Barbaros, Ozadali-Sari Keriman, Unsal-Tan Oya, Dharmarajan Sriram, Yogeeswari Perumal, Balkan Ayla
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey.
Medicinal Chemistry & Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science - Pilani, Hyderabad Campus, Jawahar Nagar, Hyderabad 500 078, Andhra Pradesh, India.
Iran J Pharm Res. 2016 Fall;15(4):783-790.
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 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 condensation. To evaluate their structures H 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.
为开发新型抗分枝杆菌药物，设计并合成了一系列新的噻唑烷酮 - 唑杂合物4a - b、5a - b以及6 - 13。噻唑烷 - 4 - 酮（4a - b和5a - b）通过碱和腙（2a - b和3a - b）与巯基乙酸反应制得。5 - 亚苄基衍生物（6 - 13）通过5a - b与适当的苯甲醛经缩合反应得到。利用氢核磁共振（¹H NMR）、红外光谱（IR）、质谱和元素分析数据对其结构进行评估。采用微孔板alamar蓝检测法筛选目标化合物对结核分枝杆菌H37Rv菌株的抗分枝杆菌活性。其中，6、10和12（最低抑菌浓度：14.27 - 14.74 μM）被发现是该系列中活性最强的化合物。可以看出，噻唑烷 - 4 - 酮环上的苯氨基和亚苄基取代均能提高抗分枝杆菌活性。
