Synthesis and leishmanicidal activity of 2,3,4-substituted-5-imidazolones

Khan, Khalid Mohammed; Mughal, Uzma Rasool; Ambreen, Nida; Samreen, .; Perveen, Shahnaz; Choudhary, M. Iqbal

doi:10.3109/14756360902932768

Cited by 11 publications

(5 citation statements)

References 23 publications

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“…Thus the lack of an alternative chemotherapeutic approach to the treatment of leishmania requires urgent attention and a great number of synthetic compounds have been evaluated in recent years in antileishmanial assays [12][13][14].…”

Section: Journal Of Enzyme Inhibition and Medicinal Chemistrymentioning

confidence: 99%

Synthesis and antileishmanial activity of 5-(5-nitroaryl)-2-substituted-thio-1,3,4-thiadiazoles

Alipour

Emami

Yahya-Meymandi

et al. 2010

Journal of Enzyme Inhibition and Medicinal Chemistry

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Section: Journal Of Enzyme Inhibition and Medicinal Chemistrymentioning

confidence: 99%

Synthesis and antileishmanial activity of 5-(5-nitroaryl)-2-substituted-thio-1,3,4-thiadiazoles

Alipour

Emami

Yahya-Meymandi

et al. 2010

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…[ 23–28 ] Moreover, imidazolones showed several bioactivities including leishmanicidal activity and immunomodulatory properties. [ 29,30 ]…”

Section: Introductionmentioning

confidence: 99%

Efficient synthesis and characterization of novel bis‐heterocyclic derivatives and benzo‐fused macrocycles containing oxazolone or imidazolone subunits

Sanad

Mekky

2020

Journal of Heterocyclic Chem

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Bis(3‐(arylthiomethyl)benzaldehydes), linked to aliphatic spacers via ethers, were prepared and used as key synthons for the bis(2‐phenyloxazol‐5(4H)‐ones) via their reaction with benzoylglycine in acetic anhydride in the presence of fused sodium acetate at 100°C for 6 hours. Bis(oxazol‐5(4H)‐ones) were reacted with the appropriate aromatic or heterocyclic amines in glacial acetic acid in the presence of fused sodium acetate at 100°C for 24 hours to afford a novel series of bis(2‐phenylimidazol‐4‐ones) and their related hybrids with benzo[d]thiazole and pyrimidine‐2,4(1H,3H)‐dione. Moreover, bis(oxazol‐5(4H)‐ones) reacted with (4‐aminobenzoyl)glycine to afford bis[(4‐(5‐oxo‐1H‐imidazol‐1‐yl)benzoyl)glycine] derivatives followed by their reaction with anisaldehyde in acetic anhydride containing fused sodium acetate at 100°C for 12 hours to afford bis(5‐oxo‐1H‐imidazol‐1‐yloxazol‐5(4H)‐one) hybrids. Furthermore, bis(3‐(arylthiomethyl)benzaldehydes) were reacted with 2,2′‐(terephthaloylbis(azanediyl))diacetic acid in acetic anhydride containing fused sodium acetate at 100°C for 12 hours to give benzo‐fused macrocycles containing oxazolone subunits which reacted with appropriate aromatic amines in DMF and glacial acetic acid containing fused sodium acetate at 100°C for 24 hours to give benzo‐fused macrocycles containing imidazolone subunits.

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“…In the light of a previous report on antileishmanial activities of benzophenone ethers [ 24 ], structure of pentamidine which possesses ether functionality ( figure 1 ), and in continuation of our search for antileishmanial agents [ 25 – 27 ], we have synthesized a library of functionalized benzophenone ethers and evaluated their antileishmanial activities in vitro . To the best of our knowledge, compounds 1 and 2 were previously reported, while remaining compounds are new [ 28 , 29 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 4-substituted ethers of benzophenone and their antileishmanial activities

et al. 2018

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Leishmaniasis is a vector-borne protozoan disease; it mainly originates from the bite of sandfly and initiated when parasite is transmitted to human at metacyclic flagellated promastigote form. In the current study, a synthesis of a series of 4-substituted benzophenone ethers 1–20 was carried out in good yields and their in vitro antileishmanial activities were also screened. Among synthetic derivatives, 15 compounds 1, 3, 5–12, 15 and 17–20 showed antileishmanial activities against promastigotes of Leishmania major with IC50 values in the range of 1.19–82.30 µg ml−1, and the values were compared with those of the standard pentamidine (IC50 = 5.09 ± 0.09 µg ml−1). Our study identified a series of new antileishmanial molecules as potential leads. Structures of these synthetic compounds were deduced by different spectroscopic techniques, such as 1H and 13C nuclear magnetic resonance, electron impact and high-resolution electron impact mass spectrometry and IR.

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Synthesis and leishmanicidal activity of 2,3,4-substituted-5-imidazolones

Cited by 11 publications

References 23 publications

Synthesis and antileishmanial activity of 5-(5-nitroaryl)-2-substituted-thio-1,3,4-thiadiazoles

Synthesis and antileishmanial activity of 5-(5-nitroaryl)-2-substituted-thio-1,3,4-thiadiazoles

Efficient synthesis and characterization of novel bis‐heterocyclic derivatives and benzo‐fused macrocycles containing oxazolone or imidazolone subunits

Synthesis of 4-substituted ethers of benzophenone and their antileishmanial activities

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