Benzimidazole derivatives: synthesis, leishmanicidal effectiveness, and molecular docking studies

Shaukat, Awais; Mirza, Hira Mehboob; Ansari, Amna H.; Yasinzai, Masoom; Zaidi, Syed Sohail Zahoor; Dilshad, Sana; Ansari, Farzana Latif

doi:10.1007/s00044-012-0375-5

Cited by 34 publications

(23 citation statements)

References 39 publications

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“…The reaction of 6 with 4‐iodo‐2‐methoxynicotinic aldehyde ( 7 ) was carried out in methanol in the presence of HOAc . An oxidizing reagent is usually required for the formation of benzyl imidazole , but we used O 2 in the air as the oxidizing reagent in order to avoid introducing additional chemicals into the reaction mixture. The reaction, carried out in a flask open to the air, reached completion after 72 h to afford tricyclic compound phthalimido imidazole 8 in 92% yield.…”

Section: Resultsmentioning

confidence: 99%

A Practical and Scalable Synthesis of GTx‐134, an IGF‐1R Inhibitor

Liu

Gregor

2015

Journal of Heterocyclic Chem

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Section: Resultsmentioning

confidence: 99%

A Practical and Scalable Synthesis of GTx‐134, an IGF‐1R Inhibitor

Liu

Gregor

2015

Journal of Heterocyclic Chem

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“…According to Shaukat and coworkers, the benzimidazoles activity against the promastigote form of Leishmania major showed 178 and 179 to be the leads of their library with IC 50 value of 0.62 µg/mL while another structural lead against this same parasitic leishmanial was reported to be 180 and 181 according to the finding by Patle and coworkers . Omeprazole 9 , peptic ulcer treatment agent, has also been reported to be good candidate in the topical treatment of cutaneous leishmaniasis (Fig.…”

Section: Pharmacological Activitiesmentioning

confidence: 96%

Functionalized Benzimidazole Scaffolds: Privileged Heterocycle for Drug Design in Therapeutic Medicine

Ajani

Aderohunmu

Ikpo

et al. 2016

Archiv der Pharmazie

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Benzimidazole derivatives are crucial structural scaffolds found in diverse libraries of biologically active compounds which are therapeutically useful agents in drug discovery and medicinal research. They are structural isosteres of naturally occurring nucleotides, which allows them to interact with the biopolymers of living systems. Hence, there is a need to couple the latest information with the earlier documentations to understand the current status of the benzimidazole nucleus in medicinal chemistry research. This present work unveils the benzimidazole core as a multifunctional nucleus that serves as a resourceful tool of information for synthetic modifications of old existing candidates in order to tackle drug resistance bottlenecks in therapeutic medicine. This manuscript deals with the recent advances in the synthesis of benzimidazole derivatives, the widespread biological activities as well as pharmacokinetic reports. These present them as a toolbox for fighting infectious diseases and also make them excellent candidates for future drug design.

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“…In addition, 2-aryl-and 5-nitro-2arylbenzimidazole derivatives (31 entries) were effective against L. major promastigotes (Supplementary File 2, Fig. S6c) [51].…”

Section: Search Of External Sourcesmentioning

confidence: 99%

Systematic search for benzimidazole compounds and derivatives with antileishmanial effects

et al. 2018

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Leishmaniasis is a neglected tropical disease that currently affects 12 million people, and over 1 billion people are at risk of infection. Current chemotherapeutic approaches used to treat this disease are unsatisfactory, and the limitations of these drugs highlight the necessity to develop treatments with improved efficacy and safety. To inform the rational design and development of more efficient therapies, the present study reports a chemoinformatic approach using the ChEMBL database to retrieve benzimidazole as a target scaffold. Our analysis revealed that a limited number of studies had investigated the antileishmanial effects of benzimidazoles. Among this limited number, L. major was the species most commonly used to evaluate the antileishmanial effects of these compounds, whereas L. amazonensis and L. braziliensis were used least often in the reported studies. The antileishmanial activities of benzimidazole derivatives were notably variable, a fact that may depend on the substitution pattern of the scaffold. In addition, we investigated the effects of a benzimidazole derivative on promastigotes and amastigotes of L. infantum and L. amazonensis using a novel fluorometric method. Significant antileishmanial effects were observed on both species, with L. amazonensis being the most sensitive. To the best of our knowledge, this chemoinformatic analysis represents the first attempt to determine the relevance of benzimidazole scaffolds for antileishmanial drug discovery using the ChEMBL database. The present findings will provide relevant information for future structure-activity relationship studies and for the investigation of benzimidazole-derived drugs as potential treatments for leishmaniasis.

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Benzimidazole derivatives: synthesis, leishmanicidal effectiveness, and molecular docking studies

Cited by 34 publications

References 39 publications

A Practical and Scalable Synthesis of GTx‐134, an IGF‐1R Inhibitor

A Practical and Scalable Synthesis of GTx‐134, an IGF‐1R Inhibitor

Functionalized Benzimidazole Scaffolds: Privileged Heterocycle for Drug Design in Therapeutic Medicine

Systematic search for benzimidazole compounds and derivatives with antileishmanial effects

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