Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies

Almandil, Noor B.; Taha, Muhammad; Rahim, Fazal; Wadood, Abdul; Imran, Syahrul; Alqahtani, Mohammed A.; Bamarouf, Yasser A.; Ibrahim, Mohamed; Mosaddik, Ashik; Gollapalli, Mohammed

doi:10.1016/j.bioorg.2018.12.025

Cited by 31 publications

(15 citation statements)

References 42 publications

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“…Therefore, the binding mode of the most active compound at the active site of EGFR confirmed its inhibitory activity, and the potential to act as an anti-proliferative agent through EGFR inhibition. Another series of quinoline-linked to thiadiazole hybrids 36 were synthesized and the hybrids screened for their antileishmanial potential [92]. All twenty hybrids exhibited good antileishmanial potential with IC50 values ranging from 0.04-9.60 M (Figure 41).…”

Section: Quinolinesmentioning

confidence: 99%

“…Many quinazoline compounds were reported as growth factor receptor (EGFR) tyrosine kinase inhibitors, such as gefitinib, erlotinib, lapatinib and afatinib ( Figure 42) [93]. Another series of quinoline-linked to thiadiazole hybrids 36 were synthesized and the hybrids screened for their antileishmanial potential [92]. All twenty hybrids exhibited good antileishmanial potential with IC 50 values ranging from 0.04-9.60 µM (Figure 41).…”

Section: Quinazolinesmentioning

confidence: 99%

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A Review on Recent Advances in Nitrogen-Containing Molecules and Their Biological Applications

et al. 2020

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The analogs of nitrogen-based heterocycles occupy an exclusive position as a valuable source of therapeutic agents in medicinal chemistry. More than 75% of drugs approved by the FDA and currently available in the market are nitrogen-containing heterocyclic moieties. In the forthcoming decade, a much greater share of new nitrogen-based pharmaceuticals is anticipated. Many new nitrogen-based heterocycles have been designed. The number of novel N-heterocyclic moieties with significant physiological properties and promising applications in medicinal chemistry is ever-growing. In this review, we consolidate the recent advances on novel nitrogen-containing heterocycles and their distinct biological activities, reported over the past one year (2019 to early 2020). This review highlights the trends in the use of nitrogen-based moieties in drug design and the development of different potent and competent candidates against various diseases.

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Section: Quinolinesmentioning

confidence: 99%

Section: Quinazolinesmentioning

confidence: 99%

A Review on Recent Advances in Nitrogen-Containing Molecules and Their Biological Applications

et al. 2020

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“…Sixteen derivatives of 6-substituted quinoline analogues 120 (Fig. 16) showed high inhibitory potency against L. major promastigotes with IC 50 ¼ 0.04-5.60 μM, and all were more active in comparison with pentamidine (IC 50 ¼ 7.02 μM) (Almandil et al 2019). Presence of either electron donating or electron withdrawing group on phenyl ring plays an important role in inhibition, but electron donating group showed better activity.…”

Section: Two Derivativesmentioning

confidence: 99%

Quinolines and Quinolones as Antibacterial, Antifungal, Anti-virulence, Antiviral and Anti-parasitic Agents

Šenerović

Opsenica

Morić

et al. 2019

Advances in Experimental Medicine and Biology

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Infective diseases have become health threat of a global proportion due to appearance and spread of microorganisms resistant to majority of therapeutics currently used for their treatment. Therefore, there is a constant need for development of new antimicrobial agents, as well as novel therapeutic strategies. Quinolines and quinolones, isolated from plants, animals, and microorganisms, have demonstrated numerous biological activities such as antimicrobial, insecticidal, antiinflammatory, antiplatelet, and antitumor. For more than two centuries quinoline/quinolone moiety has been used as a scaffold for drug development and even today it represents an inexhaustible inspiration for design and development of novel semi-synthetic or synthetic agents exhibiting broad spectrum of bioactivities. The structural diversity of synthetized compounds provides high and selective activity attained through different mechanisms of action, as well as low toxicity on human cells. This review describes quinoline and quinolone derivatives with antibacterial, antifungal, anti-virulent, antiviral, and anti-parasitic activities with the focus on the last 10 years literature.

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“…Such as activity an antibacterial, antifungal [11][12][13], anti-HIV-1, inhibitors of cancer and central nervous system (CNS) [14][15][16][17][18][19][20][21]. And have a strong biological activity, therefore widely used in the pharmaceutical, medicinally, and as pesticides [22][23][24]. Therefore, for the synthesis of new 1,3,4-thiadiazolines and thaiazolidinone derivatives, there are several methods to obtain 1,3,4-thiadiazoles, mostly achieved by condensation substituted thiohydrazide with thiocyanate, also by the reaction between thiosemicarbazone with acetic anhydride [25][26][27][28][29].…”

Section: Introductionmentioning

confidence: 99%

Anticancer, Antioxidant Activities and Molecular Docking Study of Thiazolidine -4-one and Thiadiazol Derivatives

Alsalim

Nasir

El‐Arabey

et al. 2022

Preprint

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Liver cancer accounts for a major portion of the global cancer burden. In many nations, the prevalence of this condition has risen in recent decades. New series of thaiazolidinones and thaiadiazolidine have been designed, synthesized, and evaluated for potential antioxidant and antihepatocarcinogenic activity. The antioxidant activity of synthesized compounds was evaluated using a DPPH assay. Furthermore, we examined the compounds against HepG2 cells using MTT assay, flow cytometry analysis through the cell cycle, reactive oxygen species, and apoptosis. The result showed that compound 6b has the highest antioxidant activity with IC50 =60.614±0.739 µM. The anticancer activity showed that compounds 5 and 6b have significant toxicity against liver cancer cells HepG2, IC50 values (9.082 and 4.712) µM, respectively. Flow cytometry experiments revealed that compound 5 arrested HepG2 cells in the S process, while compound 6b arrested HepG2 cells in the G1. Compound 6b had a greater reduction in reactive oxygen species and late apoptosis than compound 5. Substantially, compound 5 had affinity energies of -7.6 and -8.5 for Akt and CDK4 proteins, respectively, but compound 6b had affinity energies of -7.8 and -10.1 for Akt1 and CDK4 proteins, respectively. Consequently, compound 6b had lower binding energies than compound 5. In this work, we used multiple bioinformatics methods to shed light on the prospective therapeutic use of these series as novel candidates to target immune cells in the tumor microenvironment of hepatocellular carcinomas such as CD8+ T cells, endothelial cells, and hematopoietic stem cells. The results of antioxidant, anticancer, molecular docking studies, and bioinformatic analysis showed that compound 6b has a potential impact and could be developed for drug discovery with further research.

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Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies

Cited by 31 publications

References 42 publications

A Review on Recent Advances in Nitrogen-Containing Molecules and Their Biological Applications

A Review on Recent Advances in Nitrogen-Containing Molecules and Their Biological Applications

Quinolines and Quinolones as Antibacterial, Antifungal, Anti-virulence, Antiviral and Anti-parasitic Agents

Anticancer, Antioxidant Activities and Molecular Docking Study of Thiazolidine -4-one and Thiadiazol Derivatives

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