Isolation and chemical characterization of secondary metabolites from <i>Gazania rigens</i> and their antimicrobial and cytotoxic activities

Phytochemical study of <i>Gazania rigens</i> whole plant led to isolation and structural characterisation of six known compounds including lupeol (<b>1</b>), lupenone (<b>2</b>), <i>β</i>-sitosterol 3-<i>O</i>-<i>β</i>-glucopyranoside (<b>3</b>), dunalianoside D (<b>4</b>), 3,5-di-<i>O</i>-caffeoylquinic acid (<b>5</b>), and tachioside (<b>6</b>). Compounds (<b>1-4</b>, and <b>6</b>) were isolated for the first time. The structures of the isolated compounds were elucidated using different spectroscopic analyses such as <sup>1</sup>H,<sup>13</sup>C, and DEPT NMR analyses, besides HR-ESI-MS analysis. The isolated compounds and fractions were screened for <i>in vitro</i> antimicrobial activity against various bacterial and fungal strains. Only lupeol (<b>1</b>) exhibited a moderate antibacterial activity against <i>K. pneumoniae</i> with IC<sub>50</sub> value of 19.05 µg/mL. The cytotoxic potential of the total ethanol extract and its derived fractions of <i>G. rigens</i> was evaluated against the MDA-MB-468 TNBC cell line using MTT assay. The petroleum ether, EtOAc and <i>n</i>-BuOH fractions exhibited a moderate inhibitory action with IC<sub>50</sub> values of 22.42 ± 0.63, 25.55 ± 1.53, and 28.07 ± 0.63, respectively.

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Journal
Natural Product Research
Published
2024-08-09
DOI
https://doi.org/10.1080/14786419.2024.2389555
Primary Topic
Natural product bioactivities and synthesis
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article
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article

Isolation and chemical characterization of secondary metabolites from Gazania rigens and their antimicrobial and cytotoxic activities

Gauhar Sh. Burasheva, Alshymaa Abdel-Rahman Gomaa, Mamdouh Nabil Samy, Ahmed G. Darwish et al.
Natural Product Research
Natural product bioactivities and synthesis
article

Isolation and chemical characterization of secondary metabolites from Gazania rigens and their antimicrobial and cytotoxic activities

Gauhar Sh. Burasheva, Alshymaa Abdel-Rahman Gomaa, Mamdouh Nabil Samy, Ahmed G. Darwish, M. Kemelbek, Samir Anis Ross
article en

Abstract

Phytochemical study of <i>Gazania rigens</i> whole plant led to isolation and structural characterisation of six known compounds including lupeol (<b>1</b>), lupenone (<b>2</b>), <i>β</i>-sitosterol 3-<i>O</i>-<i>β</i>-glucopyranoside (<b>3</b>), dunalianoside D (<b>4</b>), 3,5-di-<i>O</i>-caffeoylquinic acid (<b>5</b>), and tachioside (<b>6</b>). Compounds (<b>1-4</b>, and <b>6</b>) were isolated for the first time. The structures of the isolated compounds were elucidated using different spectroscopic analyses such as <sup>1</sup>H,<sup>13</sup>C, and DEPT NMR analyses, besides HR-ESI-MS analysis. The isolated compounds and fractions were screened for <i>in vitro</i> antimicrobial activity against various bacterial and fungal strains. Only lupeol (<b>1</b>) exhibited a moderate antibacterial activity against <i>K. pneumoniae</i> with IC<sub>50</sub> value of 19.05 µg/mL. The cytotoxic potential of the total ethanol extract and its derived fractions of <i>G. rigens</i> was evaluated against the MDA-MB-468 TNBC cell line using MTT assay. The petroleum ether, EtOAc and <i>n</i>-BuOH fractions exhibited a moderate inhibitory action with IC<sub>50</sub> values of 22.42 ± 0.63, 25.55 ± 1.53, and 28.07 ± 0.63, respectively.

Natural Product ResearchVol. 39(19)
Al-Farabi Kazakh National University (KZ), University of Mississippi (US), Minia University (EG)
Zero hunger
Openalex Percentile: Top 88%
Natural product bioactivities and synthesis
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