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Guaianolide Sesquit...
Guaianolide Sesquiterpene Lactones from Centaurothamnus maximus
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Hussien, Taha A. (author)
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Mohamed, Tarik A. (author)
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Elshamy, Abdelsamed I. (author)
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Moustafa, Mahmoud F. (author)
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- El-Seedi, Hesham R. (author)
- Stockholms universitet,Institutionen för molekylär biovetenskap, Wenner-Grens institut,Jiangsu University, China; Menoufia University, Egypt
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Pare, Paul W. (author)
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Hegazy, Mohamed-Elamir F. (author)
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(creator_code:org_t)
- 2021-04-03
- 2021
- English.
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In: Molecules. - : MDPI AG. - 1431-5157 .- 1420-3049. ; 26:7
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https://doi.org/10.3...
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https://www.mdpi.com...
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https://urn.kb.se/re...
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https://doi.org/10.3...
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Abstract
Subject headings
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- Centaurothamnus maximus (family Asteraceae), is a leafy shrub indigenous to the southwestern Arabian Peninsula. With a paucity of phytochemical data on this species, we set out to chemically characterize the plant. From the aerial parts, two newly identified guaianolides were isolated: 3β-hydroxy-4α(acetoxy)-4β(hydroxymethyl)-8α-(4-hydroxy methacrylate)-1αH,5αH, 6αH-gual-10(14),11(13)-dien-6,12-olide (1) and 15-descarboxy picrolide A (2). Seven previously reported compounds were also isolated: 3β, 4α, 8α-trihydroxy-4-(hydroxymethyl)-lαH, 5αH, 6βH, 7αH-guai-10(14),11(13)-dien-6,12-olide (3), chlorohyssopifolin B (4), cynaropikrin (5), hydroxyjanerin (6), chlorojanerin (7), isorhamnetin (8), and quercetagetin-3,6-dimethyl ether-4’-O-β-d-pyranoglucoside (9). Chemical structures were elucidated using spectroscopic techniques, including High Resolution Fast Atom Bombardment Mass Spectrometry (HR-FAB-MS), 1D NMR; 1H, 13C NMR, Distortionless Enhancement by Polarization Transfer (DEPT), and 2D NMR (1H-1H COSY, HMQC, HMBC) analyses. In addition, a biosynthetic pathway for compounds 1–9 is proposed. The chemotaxonomic significance of the reported sesquiterpenoids and flavonoids considering reports from other Centaurea species is examined.
Subject headings
- NATURVETENSKAP -- Kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences (hsv//eng)
Keyword
- Centaurothamnus maximus
- Asteraceae
- guaianolides
- flavonoids
- biosynthesis
- chemotaxonomy
Publication and Content Type
- ref (subject category)
- art (subject category)
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