Biochemical Basis of the Antimicrobial Activity of Quinazolinone Derivatives in the Light of Insights into the Features of the Chemical Structure and Ways of Binding to Target Molecules. A Review

Samotrueva, M. A.; Starikova, A. A.; Bashkina, O. A.; Tsibizova, A. A.; Borisov, A. V.; Merezhkina, D. V.; Tyurenkov, I. N.; Ozerov, A. A.

doi:10.1134/s0012500823600463

Cited by 2 publications

(2 citation statements)

References 106 publications

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“…[15] Quinazolinone derivatives have also been found to have high reactivity and stability in chemical processes and a broad spectrum of pharmacological activity, including antimicrobial activity against various Grampositive and Gram-negative bacteria. [16] Gladly, a new amide (1) and a new quinolinone (2) were gained from the metabolites of YIM S01983. To investigate their biological activity, they were tested with no significant inhibitory activity against pathogens and cancer cells.…”

Section: Discussionmentioning

confidence: 99%

New Analogues of Amides and Quinolinones Produced by Streptomyces sp. YIM S01983

Li,

Zhu,

Liu

et al. 2024

Chemistry & Biodiversity

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Streptomide (1), a new amide analogue, streptomynone (2), a new quinolinone, and ten known compounds including three aliphatic acids (3‐5), two amides (6‐7), four cyclic dipeptides (8‐11), and an adenosine (12) were also obtained from the fermentation broth of a Streptomyces isolate collected from a sediment sample of soil sample collected in Bendong Village, Huadong Town, Chuxiong, China. Their structures were determined by analysis of the 1D/2D‐NMR and HR‐ESI‐MS spectra. Compound 12 presented weak antimicrobial activities against Candida albicans and Aligenes faecalis (MIC = 64 μg/mL). Compounds 7 and 12 showed weak cytotoxic activity against MHCC97H.

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Section: Discussionmentioning

confidence: 99%

New Analogues of Amides and Quinolinones Produced by Streptomyces sp. YIM S01983

Li,

Zhu,

Liu

et al. 2024

Chemistry & Biodiversity

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“…As illustrated in Fig. 1 the strong aromaticity of the ring and the presence of heteroatoms have been linked to the quinazolinone derivatives' diverse biological activities, which include anticancer activity via direct inhibiting of the HH signaling pathway 11 , 12 , antibacterial via inhibiting the target outer membrane protein (OMP) 13 , 14 , and antifungal candidates via suppressing the β-1,3-exoglucanases 15 , 16 . This strong aromaticity also contributes to the great in- vivo stability and low toxicity to higher vertebrates 17 , 18 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and molecular docking simulations of novel azepines based on quinazolinone moiety as prospective antimicrobial and antitumor hedgehog signaling inhibitors

Noser,

El-Barbary,

Salem

et al. 2024

Sci Rep

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A series of novel azepine derivatives based on quinazolinone moiety was synthesized through the reaction of quinazolinone chalcones (2a–d) either with 2-amino aniline in acidic medium to give diazepines (3a–d) or with 2-aminophenol to offer oxazepine (4a–d). The structure of the synthesized compounds was confirmed via melting points, elemental analyses, and different spectroscopic techniques. Moreover, these newly compounds mode of action was investigated in-silico using molecular docking against the outer membrane protein A (OMPA), exo-1,3-beta-glucanase for their antimicrobial activity, and against Smoothened (SMO), transcription factor glioma-associated homology (SUFU/GLI-1), the main proteins of Hedgehog signaling pathway to inspect their anticancer potential. Our results showed that, diazepine (3a) and oxazepine (4a) offered the highest binding energy against the target OMPA/ exo-1,3-beta-glucanase proteins and exhibited the potent antimicrobial activities against E. coli, P. aeruginosa, S. aureus, B. subtilis, C. Albicans and A. flavus. As well, diazepine (3a) and oxazepine (4a) achieved the best results among the other compounds, in their binding energy against the target SMO, SUFU/GLI-1 proteins. The in-vitro cytotoxic study was done for them on panel of cancer cell lines HCT-116, HepG2, and MCF-7 and normal cell line WI-38. Conclusively, it was revealed that molecular docking in-silico simulations and the in-vitro experiments were agreed. As a result, our findings elucidated that diazepine (3a) and oxazepine (4a), have the potential to be used as antimicrobial agents and as possible cancer treatment medications.

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Biochemical Basis of the Antimicrobial Activity of Quinazolinone Derivatives in the Light of Insights into the Features of the Chemical Structure and Ways of Binding to Target Molecules. A Review

Cited by 2 publications

References 106 publications

New Analogues of Amides and Quinolinones Produced by Streptomyces sp. YIM S01983

New Analogues of Amides and Quinolinones Produced by Streptomyces sp. YIM S01983

Synthesis and molecular docking simulations of novel azepines based on quinazolinone moiety as prospective antimicrobial and antitumor hedgehog signaling inhibitors

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