Molecular modeling and biological investigation of novel s-triazine linked benzothiazole and coumarin hybrids as antimicrobial and antimycobacterial agents

Zala, Ajayrajsinh R.; Kumar, Dinesh; Razakhan, Uvais; Rajani, Dhanji P.; Ahmad, Iqrar; Patel, Harun; Kumari, Premlata

doi:10.1080/07391102.2023.2216293

Cited by 14 publications

(3 citation statements)

References 63 publications

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“…To investigate the stability of the lead compound 5d when interacting with proteins 3W37 and 2QV4, a molecular dynamics (MD) simulation was conducted, following previously established protocols [ 63 , 64 , 65 ]. The simulation employed the Desmond MD tool and utilized the OPLS-3e force field.…”

Section: Methodsmentioning

confidence: 99%

In Silico Design, Synthesis, and Evaluation of Novel Enantiopure Isoxazolidines as Promising Dual Inhibitors of α-Amylase and α-Glucosidase

Alhawday,

Alminderej,

Ghannay

et al. 2024

Molecules

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Isoxazolidine derivatives were designed, synthesized, and characterized using different spectroscopic techniques and elemental analysis and then evaluated for their ability to inhibit both α-amylase and α-glucosidase enzymes to treat diabetes. All synthesized derivatives demonstrated a varying range of activity, with IC50 values ranging from 53.03 ± 0.106 to 232.8 ± 0.517 μM (α-amylase) and from 94.33 ± 0.282 to 258.7 ± 0.521 μM (α-glucosidase), revealing their high potency compared to the reference drug, acarbose (IC50 = 296.6 ± 0.825 µM and 780.4 ± 0.346 µM), respectively. Specifically, in vitro results revealed that compound 5d achieved the most inhibitory activity with IC50 values of 5.59-fold and 8.27-fold, respectively, toward both enzymes, followed by 5b. Kinetic studies revealed that compound 5d inhibits both enzymes in a competitive mode. Based on the structure–activity relationship (SAR) study, it was concluded that various substitution patterns of the substituent(s) influenced the inhibitory activities of both enzymes. The server pkCSM was used to predict the pharmacokinetics and drug-likeness properties for 5d, which afforded good oral bioavailability. Additionally, compound 5d was subjected to molecular docking to gain insights into its binding mode interactions with the target enzymes. Moreover, via molecular dynamics (MD) simulation analysis, it maintained stability throughout 100 ns. This suggests that 5d possesses the potential to simultaneously target both enzymes effectively, making it advantageous for the development of antidiabetic medications.

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Section: Methodsmentioning

confidence: 99%

In Silico Design, Synthesis, and Evaluation of Novel Enantiopure Isoxazolidines as Promising Dual Inhibitors of α-Amylase and α-Glucosidase

Alhawday,

Alminderej,

Ghannay

et al. 2024

Molecules

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“…In the same manner, two novel series of molecular hybrids (65) of s -triazine with benzothiazole and s -triazine with coumarin were synthesized. 74 After complete characterization through FTIR, NMR, and mass spectrometry these novel bioconjugates were further analyzed for their biological activities as a potent medicinal conjugate. From obtained data and in vitro screening it was noted that these series exhibit a remarkable antibacterial activity with MIC in the range of 12.5–62.5 μM and antifungal activity with MIC in the range of 100–200 μM.…”

Section: Biological Activities Of S -Triazine-base...mentioning

confidence: 99%

Recent biological applications of heterocyclic hybrids containing s-triazine scaffold

Ali,

Naseer

2023

RSC Adv.

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“…[4,5] Among countless heterocycles, selecting certain heterocycles such as benzimidazole, piperazine, and piperidine is based on multiple aspects, such as their chemical characteristics, reactivity, biological activity, synthetic accessibility, and intended uses. Analogs comprising benzimidazole, piperazine, and piperidine demonstrate a wide range of biological activities, including anti-mycobacterial, anti-diabetic, antibacterial, anti-malarial, antioxidant, anti-viral, antifungal, anti-HIV, anti-tumor, anti-analgesic, and anticonvulsant activities attracted attention as well [6][7][8][9][10][11][12][13] and also, they are very popular to design motif for making drugs. The biological significance of benzimidazoles is due to its conjugated ring structure, benzimidazoles' aromatic characteristics which also contribute to their stability and reactivity.…”

Section: Introductionmentioning

confidence: 99%

Versatile Therapeutic Values of N‐Containing Heterocycles Benzimidazole, Piperazine and Piperidine Hybrids

Zala,

Kumari

2023

ChemistrySelect

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Nitrogen‐containing benzimidazole, piperazine, and piperidine are significant pharmacophores in medicinal chemistry and drug development. Many medications, lead compounds, and various reagents have these N‐containing scaffolds. This review concentrated on the development of novel therapeutic agents as well as the broad range of pharmacological actions demonstrated by benzimidazole, piperazine, and piperidine hybrids. The review emphasizes these hybrids′ potential, range, and medical significance. The review also discusses the structural criteria for benzimidazole, piperazine, and piperidine hybrids created by diverse chemists to be physiologically effective against a variety of disorders.

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Molecular modeling and biological investigation of novel s-triazine linked benzothiazole and coumarin hybrids as antimicrobial and antimycobacterial agents

Cited by 14 publications

References 63 publications

In Silico Design, Synthesis, and Evaluation of Novel Enantiopure Isoxazolidines as Promising Dual Inhibitors of α-Amylase and α-Glucosidase

In Silico Design, Synthesis, and Evaluation of Novel Enantiopure Isoxazolidines as Promising Dual Inhibitors of α-Amylase and α-Glucosidase

Recent biological applications of heterocyclic hybrids containing s-triazine scaffold

Versatile Therapeutic Values of N‐Containing Heterocycles Benzimidazole, Piperazine and Piperidine Hybrids

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