Synthesis, antimicrobial, SAR, PASS, molecular docking, molecular dynamics and pharmacokinetics studies of 5′-<i>O</i>-uridine derivatives bearing acyl moieties: POM study and identification of the pharmacophore sites

Munia, Nasrin S; Hosen, Anowar; Azzam, Khaldun M. Al; Al‐Ghorbani, Mohammed; Baashen, Mohammed; Hossain, Mohammed Kamrul; Ali, Ferdausi; Mahmud, Shafi; Shimu, Mst. Sharmin Sultana; Almalki, Faisal A.; Hadda, Taïbi Ben; Laaroussi, Hamid; Naimi, Souad; Kawsar, Sarkar M. A.

doi:10.1080/15257770.2022.2096898

Cited by 14 publications

(7 citation statements)

References 87 publications

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“…Compound 4 showed a notable zone of inhibition against S. abony (24.0 ± 0.3 mm), followed by B. subtilis (21.0 ± 0.3 mm), S. aureus (16.0 ± 0.2 mm) and P. aeruginosa (15.0 ± 0.2 mm), while a weak activity was recorded by E. coli (7.0 ± 0.1mm). Inhibition zones of compounds 4 and 7 were exhibited against B. subtilis and were higher than those reported by the standard antibiotic azithromycin (19.0 ± 0.2 mm) [ 46 ]. As for compounds 5 and 6 , they showed weak or no sensitivity against the tested bacteria compared to the standard azithromycin ( Table 1 ).…”

Section: Resultsmentioning

confidence: 99%

Design, Synthesis, In Silico and POM Studies for the Identification of the Pharmacophore Sites of Benzylidene Derivatives

et al. 2023

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Due to the uneven distribution of glycosidase enzyme expression across bacteria and fungi, glycoside derivatives of antimicrobial compounds provide prospective and promising antimicrobial materials. Therefore, herein, we report the synthesis and characterization of six novel methyl 4,6-O-benzylidene-α-d-glucopyranoside (MBG) derivatives (2–7). The structures were ascertained using spectroscopic techniques and elemental analyses. Antimicrobial tests (zone of inhibition, MIC and MBC) were carried out to determine their ability to inhibit the growth of different Gram-positive, Gram-negative bacteria and fungi. The highest antibacterial activity was recorded with compounds 4, 5, 6 and 7. The compounds with the most significant antifungal efficacy were 4, 5, 6 and 7. Based on the prediction of activity spectra for substances (PASS), compounds 4 and 7 have promising antimicrobial capacity. Molecular docking studies focused on fungal and bacterial proteins where derivatives 3 and 6 exhibited strong binding affinities. The molecular dynamics study revealed that the complexes formed by these derivatives with the proteins L,D-transpeptidase Ykud and endoglucanase from Aspergillus niger remained stable, both over time and in physiological conditions. Structure–activity relationships, including in vitro and in silico results, revealed that the acyl chains [lauroyl-(CH3(CH2)10CO-), cinnamoyl-(C6H5CH=CHCO-)], in combination with sugar, were found to have the most potential against human and fungal pathogens. Synthetic, antimicrobial and pharmacokinetic studies revealed that MBG derivatives have good potential for antimicrobial activity, developing a therapeutic target for bacteria and fungi. Furthermore, the Petra/Osiris/Molinspiration (POM) study clearly indicated the presence of an important (O1δ−----O2δ−) antifungal pharmacophore site. This site can also be explored as a potential antiviral moiety.

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Section: Resultsmentioning

confidence: 99%

Design, Synthesis, In Silico and POM Studies for the Identification of the Pharmacophore Sites of Benzylidene Derivatives

et al. 2023

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“…In their research study, Kawsar et al [192] subjected fourteen cytidine compounds to modification using various aliphatic and aromatic chains (127)(128)(129)(130)(131)(132)(133)(134)(135)(136)(137)(138)(139)(140), as shown in Figure 12. They employed molecular docking to investigate how certain cytidine derivatives interact with the RdRp (RNA-dependent RNA polymerase) enzyme of SARS-CoV-2, the virus responsible for COVID-19.…”

Section: Computational Studies Revealing Potential Sars-cov-2 Main Pr...mentioning

confidence: 99%

Nucleoside‐Based Drug Target with General Antimicrobial Screening and Specific Computational Studies against SARS‐CoV‐2 Main Protease

Kawsar,

Hossain,

Saha

et al. 2024

ChemistrySelect

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This review article aims to significantly advance the scientific community's efforts to develop effective nucleoside‐based drugs for treating severe acute respiratory syndrome coronavirus 2 (SARS‐CoV‐2) and other emerging infectious diseases. This study concentrates on the main viral protease (Mpro) and explores nucleoside‐based compounds as potential therapeutic agents. This investigation investigated the impact of acylation‐induced modifications on the nucleoside hydroxyl group and subsequent properties. Nucleoside analogs, which are recognized for their diverse biochemical properties, were synthesized and rigorously screened to evaluate their antimicrobial efficacy. In the domain of pharmaceutical research, computational pharmacokinetics has emerged as a critical tool, especially in the pursuit of nucleoside analogs as potential therapeutics. In silico methods aid in predicting pharmacokinetic traits, interactions with crucial enzymes, and the stability of these analogs in biological environments, thereby streamlining drug design and reducing experimental costs. Concurrently, computational studies revealed the intricate interactions between the analogs and the active site of the main protease. The amalgamation of experimental screening and computational insights underscores the emergence of potent nucleoside candidates with inhibitory activity against SARS‐CoV‐2 Mpro. Additionally, this review integrates computational studies that provide valuable insights into the interactions between nucleoside analogs and the main protease of SARS‐CoV‐2.

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“…To calculate all expected values (log S), the decimal logarithm of the molar solubility in water is used. Additionally, SwissADME offers solubility in mol/l and mg/ml units, as well as solubility classes [ [4], [16], [17], [18], [19], [20], [21] [22], [23]].…”

Section: Adme Properties Calculationmentioning

confidence: 99%

ADME Webtool for Analysis of Selected Apple Phytochemical Constituents: A Comprehensive Integrated Online Platform

Azzam¹,

Rima²

2023

KIMS/CUMR/MShKP

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AADME-Tox qualities should be considered while designing/engineering a novel medicine because they are the primary cause of failures for candidate molecules in drug design development. Early examination of these features during medication creation might save time and money. ADME has played an important part in the drug engineering/design process throughout the last five decades. The ADME characteristics of apple constituents were determined using SwissADME webservers. The ADME profiles of the compounds were assessed, and most of them were deemed to be appropriate for further research. In-silico ADMET analysis has been shown to be an effective approach in drug engineering/design development. As a result, all compounds were tested for ADMET prediction, and the phytochemical constituents were shown to be acceptable drug-like molecules. More in vitro and in vivo research with our possible phytochemical compounds will be conducted in the near future to find a solution to cure from different diseases. We hope that the in-silico analysis will be useful in ongoing innovative medication discovery.

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Synthesis, antimicrobial, SAR, PASS, molecular docking, molecular dynamics and pharmacokinetics studies of 5′-O-uridine derivatives bearing acyl moieties: POM study and identification of the pharmacophore sites

Cited by 14 publications

References 87 publications

Design, Synthesis, In Silico and POM Studies for the Identification of the Pharmacophore Sites of Benzylidene Derivatives

Design, Synthesis, In Silico and POM Studies for the Identification of the Pharmacophore Sites of Benzylidene Derivatives

Nucleoside‐Based Drug Target with General Antimicrobial Screening and Specific Computational Studies against SARS‐CoV‐2 Main Protease

ADME Webtool for Analysis of Selected Apple Phytochemical Constituents: A Comprehensive Integrated Online Platform

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