Farzane Rezazade Marznaki

Publications (2)4.89 Total impact

• Article: New 5-(nitroheteroaryl)-1,3,4-thiadiazols containing acyclic amines at C-2: synthesis and SAR study for their antileishmanial activity.

  Azar Tahghighi, Saeed Emami, Sepide Razmi, Farzane Rezazade Marznaki, Sussan Kabudanian Ardestani, Siavoush Dastmalchi, Farzad Kobarfard, Abbas Shafiee, Alireza Foroumadi
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  ABSTRACT: A novel series of 5-(5-nitrofuran-2-yl)-and 5-(5-nitrothiophen-2-yl)-1,3,4-thiadiazole-2-amines bearing acyclic amine at C-2 position of thiadiazole ring were synthesized and evaluated in vitro against promastigote and amastigote forms of Leishmania major. The structure-activity of series was investigated by studying 40 compounds. The most active derivatives were hydroxypropylamino- and methoxypropylamino- analogs of 5-(5-nitrothiophen-2-yl)-1,3,4-thiadiazole (compounds 29 and 32, respectively) with highest selectivity index (SI >12).
  Journal of Enzyme Inhibition and Medicinal Chemistry 05/2012; · 1.62 Impact Factor
• Article: Synthesis and antileishmanial activity of novel 5-(5-nitrofuran-2-y1)-1,3,4-thiadiazoles with piperazinyl-linked benzamidine substituents.

  Azar Tahghighi, Farzane Rezazade Marznaki, Farzad Kobarfard, Siavoush Dastmalchi, Javid Shahbazi Mojarrad, Sepideh Razmi, Sussan Kabudanian Ardestani, Saeed Emami, Abbas Shafiee, Alireza Foroumadi
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  ABSTRACT: In order to optimize the antileishmanial activity of piperazinyl-linked 5-(5-nitrofuran-2-yl)-1,3,4-thiadiazoles, we synthesized a series of 5-(5-nitrofuran-2-y1)-1,3,4-thiadiazoles with piperazinyl-linked benzamidine substituent as scaffold found in pentamidine related antiprotozoals. The structure of target compounds was confirmed by IR, 1H NMR, 13C NMR and Mass spectral data. All compounds were tested for in vitro activity against the promastigote and amastigote forms of Leishmania major. From the results, we found that the substitution on amidine nitrogen has profound role in the biological activity of these compounds. The 5-nitrofuran-2-yl-1,3,4-thiadiazoles having n-propyl, n-butyl and benzyl side chain on benzamidine (as in compounds 2d, 2e and 2g, respectively) showed very good activity in both forms of promastigote and amastigote. The most active compound was N-propyl-4-(4-(5-(5-nitrofuran-2-yl)-1,3,4-thiadiazol-2-yl)piperazin-1-yl) benzamidine hydrochloride (2d) with IC50 value of 0.08 μM in promastigote model. This compound showed a very low level of toxicity against macrophages (CC50=785 μM), with the highest selectivity index (SI=78.5) among the tested compounds.
  European journal of medicinal chemistry 06/2011; 46(6):2602-8. · 3.27 Impact Factor