Eco-friendly synthesis, physicochemical studies, biological assay and molecular docking of steroidal oxime-ethers

Alam, Mahboob; Lee, Dong‐Ung

doi:10.17179/excli2014-675

Cited by 3 publications

(2 citation statements)

References 28 publications

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“…In turn, Alam et al [ 38 ] studied three derivatives containing an ether group in position 7 of the steroid system. These compounds 33a – c showed activity against the Gram-positive ( B. subtilis , S. pyogenes and S. aureus ) and the Gram-negative bacteria ( E. coli , P. aeruginosa , K. pneumonia ) comparable to chloramphenicol.…”

Section: The Oxime Ethers With An Antibacterial Activitymentioning

confidence: 99%

“…The steroid oxime ether 7-(2′-aminoethoxyimino)cholest-5-ene ( 95 ) and its derivatives with antibacterial activity, synthesized by Alam et al [ 38 ], were also tested for antioxidant activity with using the DPPH test (evaluates the ability to remove the diphenyl-2-picrylhydrazyl radical). All the tested compounds showed worse effects than the ascorbic acid used as the standard (IC 50 = 5.40 µg/mL), but the most comparable IC 50 values had the 95 derivative ( Figure 14 ) (IC 50 = 5.61 µg/mL).…”

Section: Oxime Ethers With Other Biological Activitiesmentioning

confidence: 99%

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A Review of Biologically Active Oxime Ethers

et al. 2023

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Oxime ethers are a class of compounds containing the >C=N-O-R moiety. The presence of this moiety affects the biological activity of the compounds. In this review, the structures of oxime ethers with specific biological activity have been collected and presented, and bactericidal, fungicidal, antidepressant, anticancer and herbicidal activities, among others, are described. The review includes both those substances that are currently used as drugs (e.g., fluvoxamine, mayzent, ridogrel, oxiconazole), as well as non-drug structures for which various biological activity studies have been conducted. To the best of our knowledge, this is the first review of the biological activity of compounds containing such a moiety. The authors hope that this review will inspire scientists to take a greater interest in this group of compounds, as it constitutes an interesting research area.

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Section: The Oxime Ethers With An Antibacterial Activitymentioning

confidence: 99%

Section: Oxime Ethers With Other Biological Activitiesmentioning

confidence: 99%

A Review of Biologically Active Oxime Ethers

et al. 2023

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Sustainable approaches for steroid synthesis

Gupta

Mahajan

2018

Environ Chem Lett

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Antifungal screening and molecular docking simulation of silica supported synthesized sitosteryl hydrogen phthalate using microwave irradiation

Khan

Sharma

Gehlot

et al. 2020

Hem Ind

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In this study, steroidal sitosteryl hydrogen phthalate (stigmast-5-en-3b-yl hydrogen phthalate) was synthesized by the reaction of 3b-sitosterol and phthalic anhydride using silica gel as a solid support under microwave irradiation (MWI). The comparative study of microwave assisted synthesis and conventional synthesis of the steroidal compound in a hazardous solvent revealed that the former method provided shortened reaction times at increased yields. The compounds obtained by the two procedures were characterized by infrared spectroscopy, proton, carbon-13 nuclear magnetic resonance (1H and 13C NMR) and high-resolution mass spectrometry. The synthesized compound was screened for in vitro antifungal activity against Aspergillus niger and Candida albicans by the Kirby-Bauer Well Diffusion method. The synthesized compound was subjected to the molecular docking simulation with a receptor (CYP51). The findings of the antifungal and docking studies revealed that the synthesized sitosteryl hydrogen phthalate could be considered as a suitable inhibitor of Lanosterol 14a-demethylase (CYP51). In addition, the molecular docking approach was applied to design hypothetical derivatives of sitosteryl hydrogen phthalate inhibitors against the antifungal target and to compare findings with the binding score of the molecular synthesized 3b-sitosteryl hydrogen phthalate.

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Eco-friendly synthesis, physicochemical studies, biological assay and molecular docking of steroidal oxime-ethers

Cited by 3 publications

References 28 publications

A Review of Biologically Active Oxime Ethers

A Review of Biologically Active Oxime Ethers

Sustainable approaches for steroid synthesis

Antifungal screening and molecular docking simulation of silica supported synthesized sitosteryl hydrogen phthalate using microwave irradiation

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