Author/Authors :
Eebrahimi, Esmaeil Sadat Department of Medicinal Chemistry - Faculty of Pharmacy - Tehran University of Medical Sciences, Tehran, Iran , Mirmohammadi, Maryam Department of Medicinal Chemistry - Faculty of Pharmacy - Tehran University of Medical Sciences, Tehran, Iran , Mojallal Tabatabaei, Zahra Department of Biochemistry - Institute of Biochemistry and Biophysics - University of Tehran, Tehran, Iran , Azimzadeh Arani, Marjan Drug Design and Development Research Center - The Institute of Pharmaceutical Sciences (TIPS) - Tehran University of Medical Sciences, Tehran, Iran , Jafari Ashtiani, Sogol Department of Medicinal Chemistry - Faculty of Pharmacy - Tehran University of Medical Sciences, Tehran, Iran , Hashemian, Mahsa Department of Medicinal Chemistry - Faculty of Pharmacy - Tehran University of Medical Sciences, Tehran, Iran , Foroumadi, Parham Department of Medicinal Chemistry - Faculty of Pharmacy - Tehran University of Medical Sciences, Tehran, Iran , Yahya Meymandi, Azadeh Department of Medicinal Chemistry - Faculty of Pharmacy - Tehran University of Medical Sciences, Tehran, Iran , Moghimi, Setareh Drug Design and Development Research Center - The Institute of Pharmaceutical Sciences (TIPS) - Tehran University of Medical Sciences, Tehran, Iran , Moshafi, Mohammad Hasan Pharmaceutics Research Center - Institute of Neuropharmacology - Kerman University of Medical Sciences, Kerman, Iran , Norouzi, Peiman Department of Medicinal Chemistry - Faculty of Pharmacy - Tehran University of Medical Sciences, Tehran, Iran , Kabudanian Ardestani, Sussan Department of Biochemistry - Institute of Biochemistry and Biophysics - University of Tehran, Tehran, Iran , Foroumadi, Alireza Department of Medicinal Chemistry - Faculty of Pharmacy - Tehran University of Medical Sciences, Tehran, Iran
Abstract :
In this study, a series of novel compounds based on 5-(5-nitrothiophene2--yl)-1,3,4-
thiadiazole possessing (het) aryl thio pendant at C-2 position of thiadiazole ring is developed
and evaluated as antileishmanial agents using MTT colorimetric assay. 10 New compounds
containing aryl and heteroaryl derivatives, started from thiophene-2-carbaldehyde in five steps,
were synthesized in good to excellent yields and characterized by 1H-NMR, 13C-NMR, and
IR spectroscopy. Through the compounds 6a-j, methylimidazole containing derivative 6e was
recognized as the most active compound against L. major promastigotes exhibiting IC50 values
of 11.2μg/mL and 7.1μg/mL after 24 and 48 h, respectively. This compound is > 4 fold more
effective than Glucantime as a standard drug (IC50 = 50 μg/mL after 24 h and 25 μg/mL after
48 h).
Keywords :
Synthesis , MTT assay , 1,3,4-thiadiazole , Leishmaniasis, Promastigote
