The Free Radical Scavenging Property of the Leaves, Branches, and Roots of Mansoa hirsuta DC: In Vitro Assessment, 3D Pharmacophore, and Molecular Docking Study.

Patrícia E Silva Alves; Gagan Preet; Leandro Dias; Maria Oliveira; Rafael Silva; Isione Castro; Giovanna Silva; Joaquim Júnior; Nerilson Lima; Dulce Helena Silva; Teresinha Andrade; Marcel Jaspars; Chistiane Feitosa

doi:10.3390/molecules27186016

The Free Radical Scavenging Property of the Leaves, Branches, and Roots of Mansoa hirsuta DC: In Vitro Assessment, 3D Pharmacophore, and Molecular Docking Study.

Patrícia E Silva Alves^* (Corresponding Author), Gagan Preet, Leandro Dias, Maria Oliveira, Rafael Silva, Isione Castro, Giovanna Silva, Joaquim Júnior, Nerilson Lima, Dulce Helena Silva, Teresinha Andrade, Marcel Jaspars, Chistiane Feitosa

^*Corresponding author for this work

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Abstract

In this work, a metabolic profile of Mansoa hirsuta was investigated, and in vitro assays and theoretical approaches were carried out to evaluate its antioxidant potential. The phytochemical screening detected saponins, organic acids, phenols, tannins, flavonoids, and alkaloids in extracts of leaves, branches, and roots. Through LC-MS analysis, the triterpenes oleanolic acid ( m/ z 455 [M-H] -) and ursolic acid ( m/ z 455 [M-H] -) were identified as the main bioactive components. The extracts of the leaves, branches, and roots revealed moderate antioxidant potential in the DPPH test and all extracts were more active in the ABTS test. The leaf extracts showed better antioxidant capacity, displaying IC 50 values of 43.5 ± 0.14, 63.6 ± 0.54, and 56.1 ± 0.05 µg mL -1 for DPPH, ABTS, and kinetics assays, respectively. The leaf extract showed higher total flavonoid content (TFC) (5.12 ± 1.02 mg QR/g), followed by branches (3.16 ± 0.88 QR/g) and roots (2.04 ± 0.52 QR/g/g). The extract of the branches exhibited higher total phenolic content (TPC) (1.07 ± 0.77 GAE/g), followed by leaves (0.58 ± 0.30 GAE/g) and roots (0.19 ± 0.47 GAE/g). Pharmacophore and molecular docking analysis were performed in order to better understand the potential mechanism of the antioxidant activity of its major metabolites.

Original language	English
Article number	6016
Number of pages	22
Journal	Molecules
Volume	27
Issue number	18
Early online date	15 Sept 2022
DOIs	https://doi.org/10.3390/molecules27186016
Publication status	Published - 15 Sept 2022

Bibliographical note

Funding: This work was carried out with the support of FAPEMA, IFMA (23249.031946.2020-62) (23249.020554.2022-30), Cactvs Institution of Payments SA and of Cactvs Educa—Masters and Doctorate Scholarships and Cnpq 316647/2020-9.

Data Availability Statement

Supplementary Materials: The following are available online at https://www.mdpi.com/article/10.3390/molecules27186016/s1, Figure S1: Analytical chromatograms of methanol extract of M. hirsuta by HPLC-PDA, gradient mode in 65.5 min, injected sample solution 1 mg. mL−1, flow 1 mL. min−1, C18 reverse phase column, detection at wavelengths 254 nm, 280 nm and 366 nm, a leaves, b branches and c roots, Figure S2: UV spectra at wavelengths in the range of 200 nm to 334 nm at the retention time 16.12min, 17.80min and 15.05min respectively. a leaves, b branches and c roots, Figure S3: Spectra (A) leaves (B) branches (3) and (C) roots with the corresponding m/z fragments in the negative ionization mode of oleonolic and ursolic acid, Figure S4: 1H NMR spectra (DMSO-d6, 600 MHz) of methanol extract of leaves, branches and roots of M. hirsuta, Figure S5: Standard curve of total phenols from M. hirsuta extracts.

Keywords

Alkaloids
Antioxidants/analysis
Benzothiazoles
Bignoniaceae/chemistry
Flavonoids/analysis
Free Radicals
Molecular Docking Simulation
Oleanolic Acid
Phenols/analysis
Phytochemicals/analysis
Plant Extracts/chemistry
Plant Leaves/chemistry
Saponins
Sulfonic Acids
Tannins
Triterpenes
Mansoa hirsuta
antioxidant
oxidative stress
triterpenes
pharmacophore
molecular docking

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© 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
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Alves, P. E. S., Preet, G., Dias, L., Oliveira, M., Silva, R., Castro, I., Silva, G., Júnior, J., Lima, N., Silva, D. H., Andrade, T., Jaspars, M., & Feitosa, C. (2022). The Free Radical Scavenging Property of the Leaves, Branches, and Roots of Mansoa hirsuta DC: In Vitro Assessment, 3D Pharmacophore, and Molecular Docking Study. Molecules, 27(18), Article 6016. https://doi.org/10.3390/molecules27186016

Alves, PES, Preet, G, Dias, L, Oliveira, M, Silva, R, Castro, I, Silva, G, Júnior, J, Lima, N, Silva, DH, Andrade, T, Jaspars, M & Feitosa, C 2022, 'The Free Radical Scavenging Property of the Leaves, Branches, and Roots of Mansoa hirsuta DC: In Vitro Assessment, 3D Pharmacophore, and Molecular Docking Study.', Molecules, vol. 27, no. 18, 6016. https://doi.org/10.3390/molecules27186016

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title = "The Free Radical Scavenging Property of the Leaves, Branches, and Roots of Mansoa hirsuta DC: In Vitro Assessment, 3D Pharmacophore, and Molecular Docking Study.",

abstract = "In this work, a metabolic profile of Mansoa hirsuta was investigated, and in vitro assays and theoretical approaches were carried out to evaluate its antioxidant potential. The phytochemical screening detected saponins, organic acids, phenols, tannins, flavonoids, and alkaloids in extracts of leaves, branches, and roots. Through LC-MS analysis, the triterpenes oleanolic acid ( m/ z 455 [M-H] -) and ursolic acid ( m/ z 455 [M-H] -) were identified as the main bioactive components. The extracts of the leaves, branches, and roots revealed moderate antioxidant potential in the DPPH test and all extracts were more active in the ABTS test. The leaf extracts showed better antioxidant capacity, displaying IC 50 values of 43.5 ± 0.14, 63.6 ± 0.54, and 56.1 ± 0.05 µg mL -1 for DPPH, ABTS, and kinetics assays, respectively. The leaf extract showed higher total flavonoid content (TFC) (5.12 ± 1.02 mg QR/g), followed by branches (3.16 ± 0.88 QR/g) and roots (2.04 ± 0.52 QR/g/g). The extract of the branches exhibited higher total phenolic content (TPC) (1.07 ± 0.77 GAE/g), followed by leaves (0.58 ± 0.30 GAE/g) and roots (0.19 ± 0.47 GAE/g). Pharmacophore and molecular docking analysis were performed in order to better understand the potential mechanism of the antioxidant activity of its major metabolites. ",

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author = "Alves, {Patr{\'i}cia E Silva} and Gagan Preet and Leandro Dias and Maria Oliveira and Rafael Silva and Isione Castro and Giovanna Silva and Joaquim J{\'u}nior and Nerilson Lima and Silva, {Dulce Helena} and Teresinha Andrade and Marcel Jaspars and Chistiane Feitosa",

note = "Funding: This work was carried out with the support of FAPEMA, IFMA (23249.031946.2020-62) (23249.020554.2022-30), Cactvs Institution of Payments SA and of Cactvs Educa—Masters and Doctorate Scholarships and Cnpq 316647/2020-9. ",

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T1 - The Free Radical Scavenging Property of the Leaves, Branches, and Roots of Mansoa hirsuta DC

T2 - In Vitro Assessment, 3D Pharmacophore, and Molecular Docking Study.

AU - Alves, Patrícia E Silva

AU - Preet, Gagan

AU - Dias, Leandro

AU - Oliveira, Maria

AU - Silva, Rafael

AU - Castro, Isione

AU - Silva, Giovanna

AU - Júnior, Joaquim

AU - Lima, Nerilson

AU - Silva, Dulce Helena

AU - Andrade, Teresinha

AU - Jaspars, Marcel

AU - Feitosa, Chistiane

N1 - Funding: This work was carried out with the support of FAPEMA, IFMA (23249.031946.2020-62) (23249.020554.2022-30), Cactvs Institution of Payments SA and of Cactvs Educa—Masters and Doctorate Scholarships and Cnpq 316647/2020-9.

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N2 - In this work, a metabolic profile of Mansoa hirsuta was investigated, and in vitro assays and theoretical approaches were carried out to evaluate its antioxidant potential. The phytochemical screening detected saponins, organic acids, phenols, tannins, flavonoids, and alkaloids in extracts of leaves, branches, and roots. Through LC-MS analysis, the triterpenes oleanolic acid ( m/ z 455 [M-H] -) and ursolic acid ( m/ z 455 [M-H] -) were identified as the main bioactive components. The extracts of the leaves, branches, and roots revealed moderate antioxidant potential in the DPPH test and all extracts were more active in the ABTS test. The leaf extracts showed better antioxidant capacity, displaying IC 50 values of 43.5 ± 0.14, 63.6 ± 0.54, and 56.1 ± 0.05 µg mL -1 for DPPH, ABTS, and kinetics assays, respectively. The leaf extract showed higher total flavonoid content (TFC) (5.12 ± 1.02 mg QR/g), followed by branches (3.16 ± 0.88 QR/g) and roots (2.04 ± 0.52 QR/g/g). The extract of the branches exhibited higher total phenolic content (TPC) (1.07 ± 0.77 GAE/g), followed by leaves (0.58 ± 0.30 GAE/g) and roots (0.19 ± 0.47 GAE/g). Pharmacophore and molecular docking analysis were performed in order to better understand the potential mechanism of the antioxidant activity of its major metabolites.

AB - In this work, a metabolic profile of Mansoa hirsuta was investigated, and in vitro assays and theoretical approaches were carried out to evaluate its antioxidant potential. The phytochemical screening detected saponins, organic acids, phenols, tannins, flavonoids, and alkaloids in extracts of leaves, branches, and roots. Through LC-MS analysis, the triterpenes oleanolic acid ( m/ z 455 [M-H] -) and ursolic acid ( m/ z 455 [M-H] -) were identified as the main bioactive components. The extracts of the leaves, branches, and roots revealed moderate antioxidant potential in the DPPH test and all extracts were more active in the ABTS test. The leaf extracts showed better antioxidant capacity, displaying IC 50 values of 43.5 ± 0.14, 63.6 ± 0.54, and 56.1 ± 0.05 µg mL -1 for DPPH, ABTS, and kinetics assays, respectively. The leaf extract showed higher total flavonoid content (TFC) (5.12 ± 1.02 mg QR/g), followed by branches (3.16 ± 0.88 QR/g) and roots (2.04 ± 0.52 QR/g/g). The extract of the branches exhibited higher total phenolic content (TPC) (1.07 ± 0.77 GAE/g), followed by leaves (0.58 ± 0.30 GAE/g) and roots (0.19 ± 0.47 GAE/g). Pharmacophore and molecular docking analysis were performed in order to better understand the potential mechanism of the antioxidant activity of its major metabolites.

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KW - Antioxidants/analysis

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KW - Molecular Docking Simulation

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KW - Phytochemicals/analysis

KW - Plant Extracts/chemistry

KW - Plant Leaves/chemistry

KW - Saponins

KW - Sulfonic Acids

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KW - Triterpenes

KW - Mansoa hirsuta

KW - antioxidant

KW - oxidative stress

KW - triterpenes

KW - pharmacophore

KW - molecular docking

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DO - 10.3390/molecules27186016

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C2 - 36144751

SN - 1420-3049

VL - 27

JO - Molecules

JF - Molecules

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The Free Radical Scavenging Property of the Leaves, Branches, and Roots of Mansoa hirsuta DC: In Vitro Assessment, 3D Pharmacophore, and Molecular Docking Study.

Abstract

Bibliographical note

Data Availability Statement

Keywords

Access to Document

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