Isolation and LC-QToF Characterization of Secondary Metabolites from an Endemic Plant <i>Artemisia heptapotamica</i> Poljak

Phytochemical investigation of the aerial parts of <i>Artemisia heptapotamica</i> Poljak led to the isolation of ten known compounds, including four alkyl <i>p</i>-coumarates: octadecyl <i>trans</i>-<i>p</i>-coumarate (<b>1</b>), icosy <...

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Main Authors: Umit Mukatay, Mamdouh Nabil Samy, Bharathi Avula, Kumar Katragunta, Moldir Kemelbek, Azhar Zhubanova, Ikhlas A. Khan, Samir Anis Ross
Format: Article
Language:English
Published: MDPI AG 2023-03-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/7/2908
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author Umit Mukatay
Mamdouh Nabil Samy
Bharathi Avula
Kumar Katragunta
Moldir Kemelbek
Azhar Zhubanova
Ikhlas A. Khan
Samir Anis Ross
author_facet Umit Mukatay
Mamdouh Nabil Samy
Bharathi Avula
Kumar Katragunta
Moldir Kemelbek
Azhar Zhubanova
Ikhlas A. Khan
Samir Anis Ross
author_sort Umit Mukatay
collection DOAJ
description Phytochemical investigation of the aerial parts of <i>Artemisia heptapotamica</i> Poljak led to the isolation of ten known compounds, including four alkyl <i>p</i>-coumarates: octadecyl <i>trans</i>-<i>p</i>-coumarate (<b>1</b>), icosy <i>trans</i>-<i>p</i>-coumarate (<b>2</b>), docosyl <i>trans</i>-<i>p</i>-coumarate (<b>3</b>), and tetracosyl <i>trans</i>-<i>p</i>-coumarate (<b>4</b>), one sesquiterpene lactone: santonin (<b>5</b>), four flavonoids; axillarin (<b>6</b>), quercetin 3-<i>O</i>-methyl ether (<b>7</b>), luteolin (<b>8</b>), and quercetin (<b>9</b>), and one phenolic acid derivative: <i>p</i>-coumaric acid (<b>10</b>). The structures of the isolated compounds were identified by various spectroscopic analyses. Additionally, the antimicrobial activity of the total extract and different fractions was screened, and they exhibited no inhibition of the growth of <i>Candida albicans</i>, <i>C. neoformans</i>, <i>Aspergillus fumigatus</i>, methicillin-resistant <i>Staphylococcus aureus</i> (MRS), <i>E. coli</i>, <i>Pseudomonas aeruginosa</i>, <i>Klebsiella pneumonia</i>, and Vancomycin-resistant <i>Enterococci</i> (VRE) at the tested concentrations ranging from 8 to 200 μg/mL. The identification and tentative characterization of the secondary metabolites were conducted using LC-QToF analysis. This method helps in the putative characterization of sesquiterpene lactones, flavonoids, coumarate derivatives, and aliphatic compounds. The developed method identified 43 compounds, of which the majority were sesquiterpene lactones, such as eudesmanolides, germacranolides, and guaianolide derivatives, followed by flavonoids. The proposed LC-QToF method helps develop dereplication strategies and understand the major class of chemicals before proceeding with the isolation of compounds.
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spelling doaj.art-130a96fd08e94ec792aad6e61738e7392023-11-17T17:10:43ZengMDPI AGMolecules1420-30492023-03-01287290810.3390/molecules28072908Isolation and LC-QToF Characterization of Secondary Metabolites from an Endemic Plant <i>Artemisia heptapotamica</i> PoljakUmit Mukatay0Mamdouh Nabil Samy1Bharathi Avula2Kumar Katragunta3Moldir Kemelbek4Azhar Zhubanova5Ikhlas A. Khan6Samir Anis Ross7Department of Biology and Biotechnology, Al-Farabi Kazakh National University, Almaty 050040, KazakhstanNational Center for Natural Products Research, School of Pharmacy, University of Mississippi, Oxford, MS 38677, USANational Center for Natural Products Research, School of Pharmacy, University of Mississippi, Oxford, MS 38677, USANational Center for Natural Products Research, School of Pharmacy, University of Mississippi, Oxford, MS 38677, USANational Center for Natural Products Research, School of Pharmacy, University of Mississippi, Oxford, MS 38677, USADepartment of Biology and Biotechnology, Al-Farabi Kazakh National University, Almaty 050040, KazakhstanNational Center for Natural Products Research, School of Pharmacy, University of Mississippi, Oxford, MS 38677, USANational Center for Natural Products Research, School of Pharmacy, University of Mississippi, Oxford, MS 38677, USAPhytochemical investigation of the aerial parts of <i>Artemisia heptapotamica</i> Poljak led to the isolation of ten known compounds, including four alkyl <i>p</i>-coumarates: octadecyl <i>trans</i>-<i>p</i>-coumarate (<b>1</b>), icosy <i>trans</i>-<i>p</i>-coumarate (<b>2</b>), docosyl <i>trans</i>-<i>p</i>-coumarate (<b>3</b>), and tetracosyl <i>trans</i>-<i>p</i>-coumarate (<b>4</b>), one sesquiterpene lactone: santonin (<b>5</b>), four flavonoids; axillarin (<b>6</b>), quercetin 3-<i>O</i>-methyl ether (<b>7</b>), luteolin (<b>8</b>), and quercetin (<b>9</b>), and one phenolic acid derivative: <i>p</i>-coumaric acid (<b>10</b>). The structures of the isolated compounds were identified by various spectroscopic analyses. Additionally, the antimicrobial activity of the total extract and different fractions was screened, and they exhibited no inhibition of the growth of <i>Candida albicans</i>, <i>C. neoformans</i>, <i>Aspergillus fumigatus</i>, methicillin-resistant <i>Staphylococcus aureus</i> (MRS), <i>E. coli</i>, <i>Pseudomonas aeruginosa</i>, <i>Klebsiella pneumonia</i>, and Vancomycin-resistant <i>Enterococci</i> (VRE) at the tested concentrations ranging from 8 to 200 μg/mL. The identification and tentative characterization of the secondary metabolites were conducted using LC-QToF analysis. This method helps in the putative characterization of sesquiterpene lactones, flavonoids, coumarate derivatives, and aliphatic compounds. The developed method identified 43 compounds, of which the majority were sesquiterpene lactones, such as eudesmanolides, germacranolides, and guaianolide derivatives, followed by flavonoids. The proposed LC-QToF method helps develop dereplication strategies and understand the major class of chemicals before proceeding with the isolation of compounds.https://www.mdpi.com/1420-3049/28/7/2908Asteraceae<i>Artemisia heptapotamica</i>LC-QTpoFsesquiterpene lactonesflavonoidscoumarate derivatives
spellingShingle Umit Mukatay
Mamdouh Nabil Samy
Bharathi Avula
Kumar Katragunta
Moldir Kemelbek
Azhar Zhubanova
Ikhlas A. Khan
Samir Anis Ross
Isolation and LC-QToF Characterization of Secondary Metabolites from an Endemic Plant <i>Artemisia heptapotamica</i> Poljak
Molecules
Asteraceae
<i>Artemisia heptapotamica</i>
LC-QTpoF
sesquiterpene lactones
flavonoids
coumarate derivatives
title Isolation and LC-QToF Characterization of Secondary Metabolites from an Endemic Plant <i>Artemisia heptapotamica</i> Poljak
title_full Isolation and LC-QToF Characterization of Secondary Metabolites from an Endemic Plant <i>Artemisia heptapotamica</i> Poljak
title_fullStr Isolation and LC-QToF Characterization of Secondary Metabolites from an Endemic Plant <i>Artemisia heptapotamica</i> Poljak
title_full_unstemmed Isolation and LC-QToF Characterization of Secondary Metabolites from an Endemic Plant <i>Artemisia heptapotamica</i> Poljak
title_short Isolation and LC-QToF Characterization of Secondary Metabolites from an Endemic Plant <i>Artemisia heptapotamica</i> Poljak
title_sort isolation and lc qtof characterization of secondary metabolites from an endemic plant i artemisia heptapotamica i poljak
topic Asteraceae
<i>Artemisia heptapotamica</i>
LC-QTpoF
sesquiterpene lactones
flavonoids
coumarate derivatives
url https://www.mdpi.com/1420-3049/28/7/2908
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