Journals / Turkish Journal of Chemistry / 2004 / Cilt: 28 - Sayı: 1

Saponin, Iridoid, Phenylethanoid and Monoterpene Glycosides from Verbascum pterocalycinum var. mutense

Saponin, Iridoid, Phenylethanoid and Monoterpene Glycosides from Verbascum pterocalycinum} var. mutense

Pages
111–122
Publication Date
2004-01-01
DOI
—
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

This is the first phytochemical study performed on V . pterocalycinum var. mutense and the first report of the presence of 1-(β-D-glucopyranosyl)-8-hydroxy-3, 7-dimethyl-oct-2(E), 6(E)- dienoate (5) as a monoterpene glycoside along with picroside IV (= 60 -O-trans-p-hydroxycinnamoylcatalpol) (4) from the genus Verbascum.

📌 3 Key Takeaways

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Objective & Hypothesis:Ilwensisaponin C (= 3-O-{[α-L-rhamnosyl-(1→4)-(β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosyl]- (1→2)-β-D-fucopyranosyl}-11-methoxy-olean-12-ene-3β, 23, 28-triol) (1), ilwensisaponin A (= mimengoside A = 3-O-{[α-L-rhamnosyl-(1→4)-(β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosyl]-(1→2)-β-Dfucop- yranosyl}-13β, 28-epoxyolean-11-ene-3β, 23-diol) (2), ajugol (3), picroside IV (= 60 -O-trans-phydroxycin- namoylcatalpol) (4), verbascoside {= acteoside, [β-(3,4-dihydroxyphenyl)-ethyl]-(30 -O-α-Lrhamnopyra- nosyl)-(40 -O-caffeoyl)-β-D-glucopyranoside} (5) and 1-(β-D-glucopyranosyl)-8-hydroxy-3, 7-dimethyl-oct-2(E), 6(E)- dienoate (6) were isolated from the flowers of Verbascum pterocalycinum var. mutense Hub.-Mor.
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Key Findings & Data:The structures of the compounds were determined primarily from 1D and 2D NMR experiments.
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Conclusion & Impact:This is the first phytochemical study performed on V . pterocalycinum var. mutense and the first report of the presence of 1-(β-D-glucopyranosyl)-8-hydroxy-3, 7-dimethyl-oct-2(E), 6(E)- dienoate (5) as a monoterpene glycoside along with picroside IV (= 60 -O-trans-p-hydroxycinnamoylcatalpol) (4) from the genus Verbascum.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Verbascum pterocalycinum var. mutense · Scrophulariaceae · saponin glycosides

Abstract

Ilwensisaponin C (= 3-O-{[α-L-rhamnosyl-(1→4)-(β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosyl]- (1→2)-β-D-fucopyranosyl}-11-methoxy-olean-12-ene-3β, 23, 28-triol) (1), ilwensisaponin A (= mimengoside A = 3-O-{[α-L-rhamnosyl-(1→4)-(β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosyl]-(1→2)-β-Dfucop- yranosyl}-13β, 28-epoxyolean-11-ene-3β, 23-diol) (2), ajugol (3), picroside IV (= 60 -O-trans-phydroxycin- namoylcatalpol) (4), verbascoside {= acteoside, [β-(3,4-dihydroxyphenyl)-ethyl]-(30 -O-α-Lrhamnopyra- nosyl)-(40 -O-caffeoyl)-β-D-glucopyranoside} (5) and 1-(β-D-glucopyranosyl)-8-hydroxy-3, 7-dimethyl-oct-2(E), 6(E)- dienoate (6) were isolated from the flowers of Verbascum pterocalycinum var. mutense Hub.-Mor. The structures of the compounds were determined primarily from 1D and 2D NMR experiments. This is the first phytochemical study performed on V . pterocalycinum var. mutense and the first report of the presence of 1-(β-D-glucopyranosyl)-8-hydroxy-3, 7-dimethyl-oct-2(E), 6(E)- dienoate (5) as a monoterpene glycoside along with picroside IV (= 60 -O-trans-p-hydroxycinnamoylcatalpol) (4) from the genus Verbascum.

Özet

Ilwensisaponin C (= 3-O-{[a-L-rhamnosyl-(1 \to 4)-(b-D-glucopyranosyl-(1 \to 3)]-b-D-glucopyranosyl]-(1 \to 2)-b-fucopyranosyl}-11-methoxy-olean-12-ene-3b, 23, 28-triol) (1), ilwensisaponin A (= mimengoside A = 3-O-{[a-L-rhamnosyl-(1 \to 4)-(b-D-glucopyranosyl-(1 \to 3)]-b -D-glucopyranosyl]-(1 \to 2)-b-fucop- yranosyl}-13b, 28-epoxyolean-11-ene-3b, 23-diol) (2), ajugol (3), picroside IV (= 6\prime-O-trans- p-hydroxycin- namoylcatalpol) (4), verbascoside {= acteoside, [b -(3,4-dihydroxyphenyl)-ethyl]-(3^{\prime-O-a-L-rhamnopyra- nosyl)-(4^{\prime-O-caffeoyl)-b-D-glucopyranoside} (5) and 1-(b -D-glucopyranosyl)-8-hydroxy-3, 7-dimethyl-oct-2(E), 6(E)- dienoate (6) were isolated from the flowers of Verbascum pterocalycinum var. mutense Hub.-Mor. The structures of the compounds were determined primarily from 1D and 2D NMR experiments. This is the first phytochemical study performed on V. pterocalycinum var. mutense and the first report of the presence of 1-(b -D-glucopyranosyl)-8-hydroxy-3, 7-dimethyl-oct-2(E), 6(E)- dienoate (5) as a monoterpene glycoside along with picroside IV (= 6^{\prime}-O-trans-p-hydroxycinnamoylcatalpol) (4) from the genus Verbascum.

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Cite This Article

TATLI, İ. İ., AKDEMİR, Z. Ş. (2004). Saponin, Iridoid, Phenylethanoid and Monoterpene Glycosides from Verbascum pterocalycinum var. mutense. Turkish Journal of Chemistry, Cilt: 28 - Sayı: 1, 111–122. https://ajindex.com/articles/382262

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