Semi-Empirical Study Of Rotenone Stemonone: HOMO, LUMO and Reactivity Descriptors

Lucio, Francisco Nithael Melo; Oliveira, David Lopes Santiago de; Marinho, Emanuelle Machado; Filho, Carlos Lacerda de Morais; Mendes, Francisco Rogênio da Silva; Marinho, Márcia Machado; Marinho, Emmanuel Silva

doi:10.14299/ijser.2019.04.03

“…Thus, to obtain more accurate calculations about the molecule and its more stable final conformation, we need to perform a geometric optimization using the energy minimization process [46] . This geometric optimization was performed using the semi-empirical quantum method formalism QM_PM3 (Parametric Method 3), performing uninterrupted cycles of 200 interactions, repeated until the structure reaches a point of lowest possible minimum energy, thus each of the atoms that the structure occupied its place of lowest energy in the system and the three-dimensional structure reached the most stable calculable point (Figure 2), presenting a spatial distribution that allows the lowest potential energy possible [47] [48], making the potential energy of the molecule assumed a value of (-118893.6623kcal / mol), no longer varying, reaching a stationary point of the energy surface [4], the formation heat (-206.3487kcal / mol) and dipole moment (μ) in length. (4.95590298 debye) characterizing the molecule as polar.…”

Section: Structural and Conformational Characterizationmentioning

confidence: 99%

In Silico Studies of Sophoraflavanone G: Quantum Characterization and Admet

Oliveira

¹

,

Marinho

²

,

Lucio

³

et al. 2020

Int. J. Res. Granthaalayah

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Currently, the search for new drugs with greater therapeutic potential and less side effects has been fostered by the advancement of the use of molecular modeling drugs, which in addition to supporting the full characterization of the molecule, allow simple algorithms to predict pharmacokinetic. In this context the present work aimed to perform the electronic / structural characterization, to evaluate the pharmacokinetic properties and to perform a virtual screening of the possible biological targets of Sophoraflavonone G, a promising flavonone, which presents several pharmacological properties. Sophoraflavanone G was geometrically optimized by semi-empirical quantum calculations, plot the MESP, identifying the nucleophilic sites. Using the boundary orbitals, it was possible to identify a greater tendency for electron donation in relation to Naringeni, with lower ionization potential, higher hardness and less softness. With respect to pharmacokinetics Sophoraflavonone G confirmed the safety of the compound for oral administration with good skin permeability, which allows applications in topical formulations. Presents indications for gastro intestinal absorption, as for possible interactions with biological targets, interaction with the estrogen receptor alpha, sodium / glucose co-transporter 2, beta-secretase 1, cyclooxygenase-1.The data obtained from an early stage for a comparative analysis between its analogues and fundamental for future studies of relationships between the three-dimensional structure of Sophoraflavanone G and its biological activities.

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“…Nevertheless, these compounds were applied as pesticides (De Oliveira et al, 2020;Lucio et al, 2019;Reges et al, 2019), but due to their structural constitution, they are being investigated for medical bioactivities, such as antibacterial (Silva, 2011), antifungal (David et al, 2018) and cytotoxic (Inácio, 2007).…”

Section: Introductionmentioning

confidence: 99%

In silico ecotoxicology and molecular docking of halogenated and oxygenated rotenoid derivatives

Sousa,

Belarmino,

Oliveira

et al. 2023

Anais Do Congresso Brasileiro Interdisciplinar Em Ciência E Tecnologia

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The rotenoids are compounds widely disseminated in the agro-industrial and chemical-pharmacological sectors due to their structural constitution and versatility in biological activities, however, these present toxic activity for fish. Thus, the objective of this study is an in silico (eco)toxicological investigation of synthetic halogenated and oxygenated rotenoids with the use of aquatic bioindicators and molecular docking aiming to understand the biochemical behavior and environmental dynamics of these compounds. Therefore, it is inferred that the synthetic rotenoids denoted toxicological response at the chronic level made possible through physicochemical data and correlations between environmental dynamics, notwithstanding, the molecular coupling data corroborated with ecotoxicological assay enabling the rotenoids present bio-concentrative tendencies along the trophic chain causing deleterious effects in more developed organisms. Thus, the study is at an initial level, which enables new approaches in vitro and in vivo models for improvement and development of this study.

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“…Nevertheless, these compounds were applied as pesticides (De Oliveira et al, 2020;Lucio et al, 2019;Reges et al, 2019), but due to their structural constitution, they are being investigated for medical bioactivities, such as antibacterial (Silva, 2011), antifungal (David et al, 2018) and cytotoxic (Inácio, 2007).…”

Section: Introductionmentioning

confidence: 99%

In silico (Eco)toxicology and molecular docking of halogenated and oxygenated rotenoid derivatives

Sousa,

Belarmino,

Oliveira

et al. 2023

J. Eng. Exact Sci.

0

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The rotenoids are compounds widely disseminated in the agro-industrial and chemical-pharmacological sectors due to their structural constitution and versatility in biological activities, however, these present toxic activity for fish. Thus, the objective of this study is an in silico (eco)toxicological investigation of synthetic halogenated and oxygenated rotenoids with the use of aquatic bioindicators and molecular docking aiming to understand the biochemical behavior and environmental dynamics of these compounds. Therefore, it is inferred that the synthetic rotenoids denoted toxicological response at the chronic level made possible through physicochemical data and correlations between environmental dynamics, notwithstanding, the molecular coupling data corroborated with ecotoxicological assay enabling the rotenoids present bio-concentrative tendencies along the trophic chain causing deleterious effects in more developed organisms. Thus, the study is at an initial level, which enables new approaches in vitro and in vivo models for improvement and development of this study.

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Semi-Empirical Study Of Rotenone Stemonone: HOMO, LUMO and Reactivity Descriptors

Cited by 3 publications

References 12 publications

In Silico Studies of Sophoraflavanone G: Quantum Characterization and Admet

In Silico Studies of Sophoraflavanone G: Quantum Characterization and Admet

In silico ecotoxicology and molecular docking of halogenated and oxygenated rotenoid derivatives

In silico (Eco)toxicology and molecular docking of halogenated and oxygenated rotenoid derivatives

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