Synthesis, Antioxidant and Antiurease Activities of Some New 5,6- dichloro-2-(4-fluorobenzyl)-1H-benzimidazole Derivatives Containing Furan, Oxadiazole, Triazole and Thiadiazole Moieties

2019 ◽  
Vol 16 (8) ◽  
pp. 939-947
Author(s):  
Hakan Bektas ◽  
Canan Albay ◽  
Emre Menteşe ◽  
Bahar Bilgin Sokmen ◽  
Zafer Kurt ◽  
...  
Keyword(s):  
Biological Activities ◽  
Benzimidazole Derivatives ◽  
Wide Range ◽  
Ic50 Values ◽  
Urease Inhibitory

Background:Benzimidazoles and its derivatives have been attracting interest for many years because of their biological activities. Benzimidazoles containing different heterocyclic moieties have wide range of biological activities such as antimicrobial, antioxidant, anticancer, antiviral, etc.Methods:In this study, some benzimidazole derivatives containing furan, oxadiazole, triazole and thiadiazole moieties have been synthesized and then evaluated for their antioxidant and antiurease activities.Results:The results showed that all the tested benzimidazoles indicated remarkable urease inhibitory potentials with IC50 values ranging between 0.303±0.03 to 0.591±0.08 µM.Conclusion:In conclusion, synthesized benzimidazole derivatives showed good antioxidant and antiurease activities. Heterocyclic groups on benzimidazole nucleus enhance the activities.

Recent Advancement of Pyrazole Scaffold Based Neuroprotective Agents: A Review

2021 ◽  
Vol 20 ◽  
Author(s):  
Subham Das ◽  
Saleem Akbar ◽  
Bahar Ahmed ◽  
Rikeshwar Prasad Dewangan ◽  
Mohammad Kashif Iqubal ◽  
...  
Keyword(s):  
Biological Activities ◽  
Neuroprotective Agents ◽  
Wide Range ◽  
Recent Developments ◽  
Ic50 Values ◽  
Structural Activity Relationship ◽  
Pharmaceutical Industries ◽  
Neurological Conditions ◽  
Nitrogen Containing Compounds

: As a source of therapeutic agents, heterocyclic nitrogen-containing compounds and their derivatives are still interesting and essential. Pyrazole, a five-member heteroaromatic ring with two nitrogen atoms, has a major impact on chemical industries as well as pharmaceutical industries. Due to its wide range of biological activities against various diseases, it has been identified as a biologically important heterocyclic scaffold. The treatment of neurological disorders has always been a difficult task. Therefore, identifying therapeutically effective molecules for neurological conditions remains an open challenge in biomedical research and development. For developing novel entities as neuroprotective agents, recently, pyrazole scaffold has attracted medicinal chemists worldwide. The major focus of research in this area is to discover novel molecules as neuroprotective agents with minimal adverse effects and better effectiveness in improving the neurological condition. This review mainly covers recent developments in the neuropharmacological role of pyrazole incorporated compounds, including their structural-activity relationship (SAR), which also further includes IC50 values (in mM as well as in μM), recent patents, and a brief history as neuroprotective agents.

scholarly journals Synthesis of Novel 2-(Pyridin-2-yl) Pyrimidine Derivatives and Study of Their Anti-Fibrosis Activity

Molecules ◽  
2020 ◽  
Vol 25 (22) ◽  
pp. 5226
Author(s):  
Yi-Fei Gu ◽  
Yue Zhang ◽  
Feng-li Yue ◽  
Shao-tong Li ◽  
Zhuo-qi Zhang ◽  
...  
Keyword(s):  
Biological Activities ◽  
Collagen Type I ◽  
Type I ◽  
The Novel ◽  
Pyrimidine Derivatives ◽  
Wide Range ◽  
Ic50 Values ◽  
Privileged Structures ◽  
Pyrimidine Moiety

A pyrimidine moiety exhibiting a wide range of pharmacological activities has been employed in the design of privileged structures in medicinal chemistry. To prepare libraries of novel heterocyclic compounds with potential biological activities, a series of novel 2-(pyridin-2-yl) pyrimidine derivatives were designed, synthesized and their biological activities were evaluated against immortalized rat hepatic stellate cells (HSC-T6). Fourteen compounds were found to present better anti-fibrotic activities than Pirfenidone and Bipy55′DC. Among them, compounds ethyl 6-(5-(p-tolylcarbamoyl)pyrimidin-2-yl)nicotinate (12m) and ethyl 6-(5-((3,4-difluorophenyl)carbamoyl)pyrimidin-2-yl)nicotinate (12q) show the best activities with IC50 values of 45.69 μM and 45.81 μM, respectively. Furthermore, the study of anti-fibrosis activity was evaluated by Picro-Sirius red staining, hydroxyproline assay and ELISA detection of Collagen type I alpha 1 (COL1A1) protein expression. Our study showed that compounds 12m and 12q effectively inhibited the expression of collagen, and the content of hydroxyproline in cell culture medium in vitro, indicating that compounds 12m and 12q might be developed the novel anti-fibrotic drugs.

A Panoramic Review of Benzimidazole Derivatives and Their Potential Biological Activity

2022 ◽  
Vol 22 ◽  
Author(s):  
Hiram Hernández-López ◽  
Christian Jairo Tejada-Rodríguez ◽  
Socorro Leyva-Ramos
Keyword(s):  
Biological Activity ◽  
Hydrophobic Interactions ◽  
Therapeutic Potential ◽  
Biological Activities ◽  
Benzimidazole Derivatives ◽  
Drug Candidate ◽  
Hydrogen Bond Donor ◽  
Wide Range ◽  
Donor Acceptor ◽  
Potent Drug

Abstract: The therapeutic potential of the benzimidazole nucleus dates back to 1944, being and important heterocycle system due to its presence in a wide range of bioactive compounds such as antiviral, anticancer, antibacterial, and so on, where optimization of substituents in this class of pharmacophore has resulted in many drugs. Its extensive biological activity is due to its physicochemical properties like hydrogen bond donor-acceptor capability,  stacking interactions, coordination bonds with metals as ligands and hydrophobic interactions; properties that allow them to easily bind with a series of biomolecules, including enzymes and nucleic acids, causing a growing interest in these types of molecules. This review aims to present an overview to leading benzimidazole derivatives, as well as to show the importance of the nature and type of substituents at the N1, C2, and C5(6) positions, when they are biologically evaluated, which can lead to obtaining potent drug candidate with significant range of biological activities.

scholarly journals New Hybrid Compounds Combining Fragments of Usnic Acid and Monoterpenoids for Effective Tyrosyl-DNA Phosphodiesterase 1 Inhibition

Biomolecules ◽  
2021 ◽  
Vol 11 (7) ◽  
pp. 973
Author(s):  
Nadezhda S. Dyrkheeva ◽  
Aleksandr S. Filimonov ◽  
Olga A. Luzina ◽  
Alexandra L. Zakharenko ◽  
Ekaterina S. Ilina ◽  
...  
Keyword(s):  
Cell Lines ◽  
Anticancer Agents ◽  
Biological Activities ◽  
Usnic Acid ◽  
Topoisomerase 1 ◽  
Binding Domains ◽  
Promising Therapeutic Target ◽  
Wide Range ◽  
Ic50 Values ◽  
Low Cytotoxicity

Usnic acid (UA) is a secondary metabolite of lichens that exhibits a wide range of biological activities. Previously, we found that UA derivatives are effective inhibitors of tyrosyl-DNA phosphodiesterase 1 (TDP1). It can remove covalent complex DNA-topoisomerase 1 (TOP1) stabilized by the TOP1 inhibitor topotecan, neutralizing the effect of the drugs. TDP1 removes damage at the 3′ end of DNA caused by other anticancer agents. Thus, TDP1 is a promising therapeutic target for the development of drug combinations with topotecan, as well as other drugs for cancer treatment. Ten new UA enamino derivatives with variation in the terpene fragment and substituent of the UA backbone were synthesized and tested as TDP1 inhibitors. Four compounds, 11a-d, had IC50 values in the 0.23–0.40 μM range. Molecular modelling showed that 11a-d, with relatively short aliphatic chains, fit to the important binding domains. The intrinsic cytotoxicity of 11a-d was tested on two human cell lines. The compounds had low cytotoxicity with CC50 ≥ 60 μM for both cell lines. 11a and 11c had high inhibition efficacy and low cytotoxicity, and they enhanced topotecan’s cytotoxicity in cancerous HeLa cells but reduced it in the non-cancerous HEK293A cells. This “protective” effect from topotecan on non-cancerous cells requires further investigation.

scholarly journals Activity of Estafietin and Analogues on Trypanosoma cruzi and Leishmania braziliensis

Molecules ◽  
2019 ◽  
Vol 24 (7) ◽  
pp. 1209 ◽  
Author(s):  
Valeria Sülsen ◽  
Emilio Lizarraga ◽  
Orlando Elso ◽  
Natacha Cerny ◽  
Andrés Sanchez Alberti ◽  
...  
Keyword(s):  
Trypanosoma Cruzi ◽  
Biological Activities ◽  
Sesquiterpene Lactones ◽  
Leishmania Braziliensis ◽  
Antiprotozoal Activity ◽  
Plant Metabolites ◽  
Antiparasitic Activity ◽  
Naturally Occurring ◽  
Wide Range ◽  
Ic50 Values

Sesquiterpene lactones are naturally occurring compounds mainly found in the Asteraceae family. These types of plant metabolites display a wide range of biological activities, including antiprotozoal activity and are considered interesting structures for drug discovery. Four derivatives were synthesized from estafietin (1), isolated from Stevia alpina (Asteraceae): 11βH,13-dihydroestafietin (2), epoxyestafietin (3a and 3b), 11βH,13-methoxyestafietin, (4) and 11βH,13-cianoestafietin. The antiprotozoal activity against Trypanosoma cruzi and Leishmania braziliensis of these compounds was evaluated. Epoxyestafietin was the most active compound against T. cruzi trypomastigotes and amastigotes (IC50 values of 18.7 and 2.0 µg/mL, respectively). Estafietin (1) and 11βH,13-dihydroestafietin (2) were the most active and selective compounds on L. braziliensis promastigotes (IC50 values of 1.0 and 1.3 μg/mL, respectively). The antiparasitic activity demonstrated by estafietin and some of its derivatives make them promising candidates for the development of effective compounds for the treatment of Chagas disease and leihsmaniasis.

New chalcone derivatives having pyrazole and sulfonamide pharmacophores as carbonic anhydrase inhibitors

2020 ◽  
Vol 17 ◽  
Author(s):  
Mehtap Tugrak ◽  
Halise Inci Gul ◽  
Hulya Akincioglu ◽  
Ilhami Gulcin
Keyword(s):  
Carbonic Anhydrase ◽  
Biological Activities ◽  
Drug Candidate ◽  
Carbonic Anhydrase Inhibitors ◽  
Reference Drug ◽  
Lead Compounds ◽  
Chemical Structures ◽  
Ic50 Value ◽  
Wide Range ◽  
Ic50 Values

Background: Sulfonamide, pyrazole and chalcone pharmacophores are an important compounds in medicinal chemistry. They have wide range of biological activities including carbonic anhydrase (CA) inhibitory activities. Introduction: Carbonic anhydrase I and II inhibitors are used for the treatment of some disease such as retinal and cerebral edema (CAI), edema, epilepsy, and glaucoma (CA II). The available drugs in market have some limitations or side effect problems. So, there is a need to develop new drug candidate compound/s to overcome the problems at issue. In this study, a series of compounds MS4-MS10, (E)-4-(4-(3-aryl)-3-oxoprop-1-en-1-yl)-3-phenyl-1H-pyrazol-1-yl) benzenesulfonamides, were designed to discover new carbonic anhydrase inhibitors using hibryd approach. Methods: The compounds MS4-MS10 were synthesized as shown in Scheme 1 and their chemical structures were confirmed by 1H NMR, 13C NMR and HRMS spectra. Carbonic anhydrase (CAs, E.C.4.2.1.1) inhibitory effects of MS4-MS10 were tested on the hCA I and II isoenzymes by previously reported procedures. Results and Discussons: Carbonic anhydrase inhibitors results of the MS4-MS10 were presented in Table 1 as IC50 values (nM). They were inhibition range of 27.8-87.3 towards hCA I and 24.4-54.8 towards hCA II while reference drug AAZ IC50 values were 384.2 (hCA I) and 36.9 (hCA II). MS7 and MS9 had 13.8 (hCA I) and 1.5 (hCA II) times more potent CA inhibition than reference compound AAZ, respectively. Conclusion: MS7 (Ar: 2,4,5-trimethoxy phenyl) towards hCA I and MS9 (Ar: 3,4-dimethoxy phenyl) towards hCA II were the lead compounds of our series with the lowest IC50 value and can be considered for further studies.

scholarly journals Pharmacological Screening of Substituted Benzimidazole Derivatives

2021 ◽  
Vol 20 (1) ◽  
pp. 95-102
Author(s):  
Poushali Saha ◽  
Shejuti Rahman Brishty ◽  
SM Abdur Rahman
Keyword(s):  
Body Weight ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Benzimidazole Derivatives ◽  
Paw Edema ◽  
Rat Paw Edema ◽  
Ic50 Values ◽  
Anti Inflammatory ◽  
Edema Inhibition ◽  
Body Weight Dose

In the present study some substituted benzimidazole derivatives were screened for several biological activities. The synthesized compounds were subjected to evaluation of central analgesic, anti-inflammatory, cytotoxicity, antimicrobial and antioxidant activities by radiant heat induced tail flicking, carrageenan induced rat paw edema inhibition, brine shrimp lethality bioassay, disc diffusion and DPPH free radical scavenging methods, respectively. Compounds 2a, 2c and 2d elongated the tail flicking time by 58.07-, 51.59- and 76.65%, respectively (p < 0.001) at 50 mg/kg body weight dose compared to the standard morphine (87.17%). Compounds 2b, 2c and 2d showed prominent anti-inflammatory activity at 100 mg/kg body weight dose (% of paw edema inhibition 81.75%, 79.09% and 86.69%, respectively) compared to the standard aceclofenac (87.83%). Among the synthesized benzimidazole derivatives, compounds 1a, 1b, 1c, 2a and 2d exhibited potent cytotoxicity with the IC50 values of 5.47-, 11.92-, 4.55-, 7.63- and 7.94 μg/ml, respectively. In addition, compounds 1c and 2d displayed mild to moderate zone of inhibition (8-12 mm). On the other hand, 1a and 1b showed very mild antioxidant activity with IC50 values of 12.25 × 103 μg/ml and 87.33 ×103 μg/ml. Among all the derivatives, 2c, 2d and 1c can be potential candidates for designing new analgesic, anti-inflammatory and anti-cancer agents in future. Dhaka Univ. J. Pharm. Sci. 20(1): 95-102, 2021 (June)

Pharmacologically potentials of different substituted coumarin derivatives

2019 ◽  
Author(s):  
Chem Int
Keyword(s):  
Benzene Ring ◽  
Bioactive Compounds ◽  
Biological Activities ◽  
Pharmacological Properties ◽  
Coumarin Derivatives ◽  
Wide Range ◽  
Anti Oxidant ◽  
Anti Inflammatory ◽  
Coumarin Compounds

Coumarin and its derivatives are widely spread in nature. Coumarin goes to agroup as benzopyrones, which consists of a benzene ring connected to a pyronemoiety. Coumarins displayed a broad range of pharmacologically useful profile.Coumarins are considered as a promising group of bioactive compounds thatexhibited a wide range of biological activities like anti-microbial, anti-viral,antiparasitic, anti-helmintic, analgesic, anti-inflammatory, anti-diabetic, anticancer,anti-oxidant, anti-proliferative, anti-convulsant, and antihypertensiveactivities etc. The coumarin compounds have immense interest due to theirdiverse pharmacological properties. In particular, these biological activities makecoumarin compounds more attractive and testing as novel therapeuticcompounds.

Synthesis, Characterization and Antiproliferative Activity Assessment of a Novel 1H-5-mercapto-1,2,4 Triazole Derivative

2017 ◽  
Vol 68 (4) ◽  
pp. 745-747 ◽  
Author(s):  
Marius Mioc ◽  
Sorin Avram ◽  
Vasile Bercean ◽  
Mihaela Balan Porcarasu ◽  
Codruta Soica ◽  
...  
Keyword(s):  
Antiproliferative Activity ◽  
Biological Activities ◽  
Cancer Cell Line ◽  
Vascular Endothelial ◽  
Triazole Derivative ◽  
Activity Assessment ◽  
Wide Range ◽  
Specific Receptors ◽  
Endothelial Growth Factor ◽  
Selection Of

Angiogenesis plays an important function in tumor proliferation, one of the main angiogenic promoters being the vascular endothelial growth factor (VEGF) which activates specific receptors, particularly VEGFR-2. Thus, VEGFR-2 has become an essential therapeutic target in the development of new antitumor drugs. 1,2,4-triazoles show a wide range of biological activities, including antitumor effect, which was documented by numerous reports. In the current study the selection of 5-mercapto-1,2,4-triazole structure (1H-3-styryl-5-benzylidenehydrazino-carbonyl-methylsulfanil-1,2,4-triazole, Tz3a.7) was conducted based on molecular docking that emphasized it as suitable ligand for VEGFR-2 and EGFR1 receptors. Compound Tz3a.7 was synthesized and physicochemically and biologically evaluated thus revealing a moderate antiproliferative activity against breast cancer cell line MDA-MB-231.

Potential Triazole-based Molecules for the Treatment of Neglected Diseases

2019 ◽  
Vol 26 (23) ◽  
pp. 4403-4434 ◽  
Author(s):  
Susimaire Pedersoli Mantoani ◽  
Peterson de Andrade ◽  
Talita Perez Cantuaria Chierrito ◽  
Andreza Silva Figueredo ◽  
Ivone Carvalho
Keyword(s):  
Effective Treatment ◽  
Chagas Disease ◽  
Medicinal Chemistry ◽  
Biological Activities ◽  
Neglected Diseases ◽  
Triazole Derivatives ◽  
Wide Range ◽  
The World ◽  
Great Relevance ◽  
The Moment

Neglected Diseases (NDs) affect million of people, especially the poorest population around the world. Several efforts to an effective treatment have proved insufficient at the moment. In this context, triazole derivatives have shown great relevance in medicinal chemistry due to a wide range of biological activities. This review aims to describe some of the most relevant and recent research focused on 1,2,3- and 1,2,4-triazolebased molecules targeting four expressive NDs: Chagas disease, Malaria, Tuberculosis and Leishmaniasis.

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