Phytochemical Study of the Plant <i>Centaurea bruguieriana</i> (DC.) Hand.-Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. of the Family Asteraceae

The aim of this study is to isolate and identify the secondary metabolites of the aerial part of the plant <i>Centaurea bruguieriana</i> (DC.) Hand. -Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. (<i>Centaurea phyllocephala</i>) (Asteraceae), and to study the biol...

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Main Authors: Kyriakos Michail Dimitriadis, Olga Tsiftsoglou, Dimitra Hadjipavlou-Litina, Mohammad Arfan, Diamanto Lazari
Format: Article
Language:English
Published: MDPI AG 2024-11-01
Series:Separations
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Online Access:https://www.mdpi.com/2297-8739/11/11/319
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author Kyriakos Michail Dimitriadis
Olga Tsiftsoglou
Dimitra Hadjipavlou-Litina
Mohammad Arfan
Diamanto Lazari
author_facet Kyriakos Michail Dimitriadis
Olga Tsiftsoglou
Dimitra Hadjipavlou-Litina
Mohammad Arfan
Diamanto Lazari
author_sort Kyriakos Michail Dimitriadis
collection DOAJ
description The aim of this study is to isolate and identify the secondary metabolites of the aerial part of the plant <i>Centaurea bruguieriana</i> (DC.) Hand. -Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. (<i>Centaurea phyllocephala</i>) (Asteraceae), and to study the biological activities of the extracts and isolated compounds with in vitro tests. With the use of chromatography and spectroscopy we identified three elemanolides: 8α-O-(3,4-dihydroxy-2-methylenebutanoyloxy) dehydromelitensine (<b>1</b>), 8α-O-(3-hydroxy-4-acetoxy-2-methylene-butanoyloxy) dehydromelitensine (<b>2</b>) and methyl 6α,8α,15-trihydroxyelema-1,3,11(13)-trien-12-oate (<b>3</b>); two germacranolides: cnicin (<b>4</b>) and 4′-O-acetylcnicin (<b>5</b>); one eudesmanolide: malacitanolide (<b>6</b>); five flavonoids: cirsilineol (<b>7</b>), eupatorine (<b>8</b>), 5-hydroxy, 6,7,3′,4′-tetramethoxy-flavone (<b>9</b>), 3,4′,5,7-tetrahydroxy-6-methoxyflavone 3-O-β-D-glucopyranoside (<b>10</b>) and astragalin (<b>11</b>); and also p-OH-benzoic acid (<b>12</b>) and 3-hydroxy-2-methyl-butyrolactone (<b>13</b>). All the isolated compounds were evaluated in silico with the use of molinspiration, while the crude extract, the organic phase B and compounds <b>2</b>, <b>4</b>, <b>5</b> and <b>6</b> were tested as antioxidants and anti-inflammatories for the inhibition of lipid hyperoxide and the inhibition of lipoxygenase.
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spelling doaj-art-a6119714046b4b0d95d71310c4ef75262024-11-26T18:21:58ZengMDPI AGSeparations2297-87392024-11-01111131910.3390/separations11110319Phytochemical Study of the Plant <i>Centaurea bruguieriana</i> (DC.) Hand.-Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. of the Family AsteraceaeKyriakos Michail Dimitriadis0Olga Tsiftsoglou1Dimitra Hadjipavlou-Litina2Mohammad Arfan3Diamanto Lazari4Laboratory of Pharmacognosy, Faculty of Health Sciences, School of Pharmacy, Aristotle University of Thessaloniki, 54124 Thessaloniki, GreeceLaboratory of Pharmacognosy, Faculty of Health Sciences, School of Pharmacy, Aristotle University of Thessaloniki, 54124 Thessaloniki, GreeceLaboratory of Pharmaceutical Chemistry, Faculty of Health Sciences, School of Pharmacy, Aristotle University of Thessaloniki, 54124 Thessaloniki, GreeceInternational Center for Chemical & Biological Sciences, HEJ Research Institute of Chemistry, University of Karachi, Karachi 75210, PakistanLaboratory of Pharmacognosy, Faculty of Health Sciences, School of Pharmacy, Aristotle University of Thessaloniki, 54124 Thessaloniki, GreeceThe aim of this study is to isolate and identify the secondary metabolites of the aerial part of the plant <i>Centaurea bruguieriana</i> (DC.) Hand. -Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. (<i>Centaurea phyllocephala</i>) (Asteraceae), and to study the biological activities of the extracts and isolated compounds with in vitro tests. With the use of chromatography and spectroscopy we identified three elemanolides: 8α-O-(3,4-dihydroxy-2-methylenebutanoyloxy) dehydromelitensine (<b>1</b>), 8α-O-(3-hydroxy-4-acetoxy-2-methylene-butanoyloxy) dehydromelitensine (<b>2</b>) and methyl 6α,8α,15-trihydroxyelema-1,3,11(13)-trien-12-oate (<b>3</b>); two germacranolides: cnicin (<b>4</b>) and 4′-O-acetylcnicin (<b>5</b>); one eudesmanolide: malacitanolide (<b>6</b>); five flavonoids: cirsilineol (<b>7</b>), eupatorine (<b>8</b>), 5-hydroxy, 6,7,3′,4′-tetramethoxy-flavone (<b>9</b>), 3,4′,5,7-tetrahydroxy-6-methoxyflavone 3-O-β-D-glucopyranoside (<b>10</b>) and astragalin (<b>11</b>); and also p-OH-benzoic acid (<b>12</b>) and 3-hydroxy-2-methyl-butyrolactone (<b>13</b>). All the isolated compounds were evaluated in silico with the use of molinspiration, while the crude extract, the organic phase B and compounds <b>2</b>, <b>4</b>, <b>5</b> and <b>6</b> were tested as antioxidants and anti-inflammatories for the inhibition of lipid hyperoxide and the inhibition of lipoxygenase.https://www.mdpi.com/2297-8739/11/11/319sesquiterpene lactonesflavonoidsantioxidantanti-inflammatorymolispiration
spellingShingle Kyriakos Michail Dimitriadis
Olga Tsiftsoglou
Dimitra Hadjipavlou-Litina
Mohammad Arfan
Diamanto Lazari
Phytochemical Study of the Plant <i>Centaurea bruguieriana</i> (DC.) Hand.-Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. of the Family Asteraceae
Separations
sesquiterpene lactones
flavonoids
antioxidant
anti-inflammatory
molispiration
title Phytochemical Study of the Plant <i>Centaurea bruguieriana</i> (DC.) Hand.-Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. of the Family Asteraceae
title_full Phytochemical Study of the Plant <i>Centaurea bruguieriana</i> (DC.) Hand.-Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. of the Family Asteraceae
title_fullStr Phytochemical Study of the Plant <i>Centaurea bruguieriana</i> (DC.) Hand.-Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. of the Family Asteraceae
title_full_unstemmed Phytochemical Study of the Plant <i>Centaurea bruguieriana</i> (DC.) Hand.-Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. of the Family Asteraceae
title_short Phytochemical Study of the Plant <i>Centaurea bruguieriana</i> (DC.) Hand.-Mazz. subsp. <i>belangeriana</i> (DC.) Bornm. of the Family Asteraceae
title_sort phytochemical study of the plant i centaurea bruguieriana i dc hand mazz subsp i belangeriana i dc bornm of the family asteraceae
topic sesquiterpene lactones
flavonoids
antioxidant
anti-inflammatory
molispiration
url https://www.mdpi.com/2297-8739/11/11/319
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