Novel 5-(Nitrothiophene-2-Yl)-1,3,4-Thiadiazole Derivatives: Synthesis and Antileishmanial Activity Against Promastigote Stage of Leishmania Major

Novel 5-(Nitrothiophene-2-Yl)-1,3,4-Thiadiazole Derivatives: Synthesis and Antileishmanial Activity Against Promastigote Stage of Leishmania Major Publisher

Sadatebrahimi SE¹ ; Mirmohammadi M¹ ; Tabatabaei ZM² ; Arani MA³ ; Jafariashtiani S¹ ; Hashemian M¹ ; Foroumadi P¹ ; Yahyameymandi A¹ ; Moghimi S³ ; Moshafi MH⁴ ; Norouzi P¹ ; Ardestani SK² ; Foroumadi A^{1, 3}

Show Affiliations

1. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
2. Department of Biochemistry, Institute of Biochemistry and Biophysics, University of Tehran, Tehran, Iran
3. Drug Design and Development Research Center, The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
4. Pharmaceutics Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman, Iran

Source: Iranian Journal of Pharmaceutical Research Published:2019

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 by1H-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). © 2019, Iranian Journal of Pharmaceutical Research. All rights reserved.

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Alireza Foroumadi (9)

Alireza Firooz (1)

Style	Citing Format
MLA	Sadatebrahimi SE, et al.. "Novel 5-(Nitrothiophene-2-Yl)-1,3,4-Thiadiazole Derivatives: Synthesis and Antileishmanial Activity Against Promastigote Stage of Leishmania Major." Iranian Journal of Pharmaceutical Research, vol. 18, no. 4, 2019, pp. 1816-1822.
APA	Sadatebrahimi SE, Mirmohammadi M, Tabatabaei ZM, Arani MA, Jafariashtiani S, Hashemian M, Foroumadi P, Yahyameymandi A, Moghimi S, Moshafi MH, Norouzi P, Ardestani SK, Foroumadi A (2019). Novel 5-(Nitrothiophene-2-Yl)-1,3,4-Thiadiazole Derivatives: Synthesis and Antileishmanial Activity Against Promastigote Stage of Leishmania Major. Iranian Journal of Pharmaceutical Research, 18(4), 1816-1822.
Chicago	Sadatebrahimi SE, Mirmohammadi M, Tabatabaei ZM, Arani MA, Jafariashtiani S, Hashemian M, Foroumadi P, et al.. "Novel 5-(Nitrothiophene-2-Yl)-1,3,4-Thiadiazole Derivatives: Synthesis and Antileishmanial Activity Against Promastigote Stage of Leishmania Major." Iranian Journal of Pharmaceutical Research 18, no. 4 (2019): 1816-1822.
Harvard	Sadatebrahimi SE et al. (2019) 'Novel 5-(Nitrothiophene-2-Yl)-1,3,4-Thiadiazole Derivatives: Synthesis and Antileishmanial Activity Against Promastigote Stage of Leishmania Major', Iranian Journal of Pharmaceutical Research, 18(4), pp. 1816-1822.
Vancouver	Sadatebrahimi SE, Mirmohammadi M, Tabatabaei ZM, Arani MA, Jafariashtiani S, Hashemian M, et al.. Novel 5-(Nitrothiophene-2-Yl)-1,3,4-Thiadiazole Derivatives: Synthesis and Antileishmanial Activity Against Promastigote Stage of Leishmania Major. Iranian Journal of Pharmaceutical Research. 2019;18(4):1816-1822.
BibTex	@article{ author = {Sadatebrahimi SE and Mirmohammadi M and Tabatabaei ZM and Arani MA and Jafariashtiani S and Hashemian M and Foroumadi P and Yahyameymandi A and Moghimi S and Moshafi MH and Norouzi P and Ardestani SK and Foroumadi A}, title = {Novel 5-(Nitrothiophene-2-Yl)-1,3,4-Thiadiazole Derivatives: Synthesis and Antileishmanial Activity Against Promastigote Stage of Leishmania Major}, journal = {Iranian Journal of Pharmaceutical Research}, volume = {18}, number = {4}, pages = {1816-1822}, year = {2019} }
RIS	TY - JOUR AU - Sadatebrahimi SE AU - Mirmohammadi M AU - Tabatabaei ZM AU - Arani MA AU - Jafariashtiani S AU - Hashemian M AU - Foroumadi P AU - Yahyameymandi A AU - Moghimi S AU - Moshafi MH AU - Norouzi P AU - Ardestani SK AU - Foroumadi A TI - Novel 5-(Nitrothiophene-2-Yl)-1,3,4-Thiadiazole Derivatives: Synthesis and Antileishmanial Activity Against Promastigote Stage of Leishmania Major JO - Iranian Journal of Pharmaceutical Research VL - 18 IS - 4 SP - 1816 EP - 1822 PY - 2019 ER -

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