Quantifying the hydrogen-bond propensity of drugs and its relationship with Lipinski's rule of five

Haritha, Mambatta; Sreerag, Manikandan; Suresh, Cherumuttathu H.

doi:10.1039/d3nj05476d

Cited by 3 publications

(1 citation statement)

References 55 publications

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“…The log p values of compounds A6 (2.269) and E3 (3.280) were both less than 5, indicating that they could be easily absorbed and transported in the plants . Surprisingly, compound A6 had eight HBAs (no more than 10) and four HBDs (no more than five), which complied with the Ribinski rule . Therefore, compound A6 can be used as a promising candidate for the development of new antiviral drugs targeting TMV CP.…”

Section: Resultsmentioning

confidence: 97%

Ferulic Acid Dimers as Potential Antiviral Agents by Inhibiting TMV Self-Assembly

Tai,

Zhang,

et al. 2024

J. Agric. Food Chem.

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A series of ferulic acid dimers were designed, synthesized, and evaluated for anti-TMV activity. Biological assays demonstrated that compounds A6, E3, and E5 displayed excellent inactivating against tobacco mosaic virus (TMV) with EC 50 values of 62.8, 94.4, and 85.2 μg mL −1 , respectively, which were superior to that of ningnanmycin (108.1 μg mL −1 ). Microscale thermophoresis indicated that compounds A6, E3, and E5 showed strong binding capacity to TMV coat protein with binding affinity values of 1.862, 3.439, and 2.926 μM, respectively. Molecular docking and molecular dynamics simulation revealed that compound A6 could firmly bind to the TMV coat protein through hydrogen and hydrophobic bonds. Transmission electron microscopy and self-assembly experiments indicated that compound A6 obviously destroyed the integrity of the TMV particles and blocked the virus from infecting the host. This study revealed that A6 can be used as a promising leading structure for the development of antiviral agents by inhibiting TMV self-assembly.

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Section: Resultsmentioning

confidence: 97%

Ferulic Acid Dimers as Potential Antiviral Agents by Inhibiting TMV Self-Assembly

Tai,

Zhang,

et al. 2024

J. Agric. Food Chem.

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Novel naphthoquinones as potent aromatase inhibitors: Synthesis, anticancer, and in silico studies

Leechaisit,

Mahalapbutr,

Suriya

et al. 2024

Journal of Molecular Structure

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In silico and in vivo evaluations of multistage antiplasmodial potency and toxicity profiling of n-Hexadecanoic acid derived from Vernonia amygdalina

Afolayan,

Odeyemi,

Salaam

2024

Front. Pharmacol.

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BackgroundDespite the widely reported potentials of n-Hexadecanoic acid (HA) as a bioactive, its multi-stage antiplasmodial activity and toxicity profiles remain largely unknown.MethodologyThus, this study uses a combination of in silico approaches and in vivo studies to assess the inhibitory activities of HA at different stages of the Plasmodium lifecycle, antiplasmodial performance, and toxicity profiles. The HA was retrieved from the PubChem database, while antiplasmodial target proteins from different stages of the Plasmodium falciparum life cycle were collated from the Protein Databank (PDB). Molecular Docking and Visualization were conducted between the compound and target proteins using AutoVina PyRx software and Biovia Discovery Studio, respectively. Also, the AdmetLab 3.0 algorithm was used to predict the absorption, Distribution, Metabolism, Excretion, and Toxicity (ADMET) profiles of HA. Based on a 4-day suppressive test, the antiplasmodial activity against the Plasmodium berghei ANKA strain in mice was evaluated. Furthermore, subacute toxicity and micronucleus assays were used for further toxicity assessment.ResultsThe molecular docking analysis indicates multi-stage, multi-target potentials of HA with favourable ligand-receptor complexes across the four Plasmodium falciparum stages. Meanwhile, the mice administered with 100 mg/kg, 50 mg/kg, and 10 mg/kg of HA demonstrated considerable chemosuppression in a dose-dependent manner of 89.74%, 83.80%, and 71.58% percentage chemosuppression, respectively, at p < 0.05. The ADMET prediction, histopathological tests, and micronucleus assays show that HA is safer at a lower dose.ConclusionThis study showed that n-Hexadecanoic acid is a potential drug candidate for malaria. Hence, it is recommended for further molecular and biochemical investigations.

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Quantifying the hydrogen-bond propensity of drugs and its relationship with Lipinski's rule of five

Abstract: We define Vn as the molecular electrostatic potential (MESP) at the nucleus of a free atom, calculated excluding the contribution of that nucleus charge. The Vn value at the nucleus...

Cited by 3 publications

References 55 publications

Ferulic Acid Dimers as Potential Antiviral Agents by Inhibiting TMV Self-Assembly

Ferulic Acid Dimers as Potential Antiviral Agents by Inhibiting TMV Self-Assembly

Novel naphthoquinones as potent aromatase inhibitors: Synthesis, anticancer, and in silico studies

In silico and in vivo evaluations of multistage antiplasmodial potency and toxicity profiling of n-Hexadecanoic acid derived from Vernonia amygdalina

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