A chlorine-containing and two 17β- neo -clerodane diterpenoids from Teucrium polium subsp. Vincentinum
Identifieur interne : 003840 ( Main/Exploration ); précédent : 003839; suivant : 003841A chlorine-containing and two 17β- neo -clerodane diterpenoids from Teucrium polium subsp. Vincentinum
Auteurs : Maria C. Carreiras [Espagne] ; Benjamín Rodríguez [Espagne] ; Franco Piozzi [Italie] ; Giuseppe Savona [Italie] ; María R. Torres [Espagne] ; Aurea Perales [Italie]Source :
- Phytochemistry [ 0031-9422 ] ; 1988.
Abstract
From the aerial parts of Teucrium polium subsp. vincentinum three new neo-clerodane diterpenoids, teuvincentins A, B and C, have been isolated besides four already known diterpenes (19-acetylgnaphalin, eriocephalin, isoeriocephalin and 3-deacetyl-20-epi-teulanigin) and the flavones cirsiliol and apigenin. The structures of teuvincentin A [(12S, 20S)-20-O-acetyl-19-acetoxy-18-chloro-15,16-epoxy-4α,7-dihydroxy-6-oxo-neo-clerodane-7,13(16),14-triene-20,12-hemiacetal], B [12S,20S)-20-O-acetyl-4α,18;15,16-diepoxy-6α-hydroxy-17β-neo-clerodane-13(16),14-diene-7α,19; 20,12-dihemiacetal] and C [12S,20S)-20-O-acetyl-6α,19-diacetoxy-4α,18; 15,16-diepoxy-7-oxo-17β-neo-clerodane-13(16), 14-diene-20,12-hemiacetal] were established by chemical and spectroscopic means and, in the case of teuvincentins A and B, also confirmed by X-ray diffraction analyses of their acetyl derivatives.
Url:
DOI: 10.1016/S0031-9422(00)97764-1
Affiliations:
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Vincentinum</title><author><name sortKey="Carreiras, Maria C" sort="Carreiras, Maria C" uniqKey="Carreiras M" first="Maria C." last="Carreiras">Maria C. 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Torres</name><affiliation wicri:level="2"><country xml:lang="fr">Espagne</country><wicri:regionArea>Instituto de Química Orgánica, CSIC, Juan de la Cierva 3, 28006 Madrid, SpainIstituto di Chimica Organica dell'Università, Archirafi 20, 90123 Palermo, ItalyInstituto “Rocasolano”, CSIC, Serrano 119, 28006 Madrid</wicri:regionArea><placeName><region nuts="2" type="communauté">Communauté de Madrid</region></placeName></affiliation></author><author><name sortKey="Perales, Aurea" sort="Perales, Aurea" uniqKey="Perales A" first="Aurea" last="Perales">Aurea Perales</name><affiliation wicri:level="1"><country xml:lang="fr">Italie</country><wicri:regionArea>Istituto di Chimica Organica dell'Università, Archirafi 20, 90123 Palermo</wicri:regionArea><wicri:noRegion>90123 Palermo</wicri:noRegion></affiliation></author></analytic><monogr></monogr><series><title level="j">Phytochemistry</title><title level="j" type="abbrev">PHYTO</title><idno type="ISSN">0031-9422</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="1988">1988</date><biblScope unit="volume">28</biblScope><biblScope unit="issue">5</biblScope><biblScope unit="page" from="1453">1453</biblScope><biblScope unit="page" to="1461">1461</biblScope></imprint><idno type="ISSN">0031-9422</idno></series><idno type="istex">5E7D14A8341E8108282A123E4AC742E63B50D15B</idno><idno type="DOI">10.1016/S0031-9422(00)97764-1</idno><idno type="PII">S0031-9422(00)97764-1</idno></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0031-9422</idno></seriesStmt></fileDesc><profileDesc><textClass></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">From the aerial parts of Teucrium polium subsp. vincentinum three new neo-clerodane diterpenoids, teuvincentins A, B and C, have been isolated besides four already known diterpenes (19-acetylgnaphalin, eriocephalin, isoeriocephalin and 3-deacetyl-20-epi-teulanigin) and the flavones cirsiliol and apigenin. The structures of teuvincentin A [(12S, 20S)-20-O-acetyl-19-acetoxy-18-chloro-15,16-epoxy-4α,7-dihydroxy-6-oxo-neo-clerodane-7,13(16),14-triene-20,12-hemiacetal], B [12S,20S)-20-O-acetyl-4α,18;15,16-diepoxy-6α-hydroxy-17β-neo-clerodane-13(16),14-diene-7α,19; 20,12-dihemiacetal] and C [12S,20S)-20-O-acetyl-6α,19-diacetoxy-4α,18; 15,16-diepoxy-7-oxo-17β-neo-clerodane-13(16), 14-diene-20,12-hemiacetal] were established by chemical and spectroscopic means and, in the case of teuvincentins A and B, also confirmed by X-ray diffraction analyses of their acetyl derivatives.</div></front></TEI><affiliations><list><country><li>Espagne</li><li>Italie</li></country><region><li>Communauté de Madrid</li></region></list><tree><country name="Espagne"><region name="Communauté de Madrid"><name sortKey="Carreiras, Maria C" sort="Carreiras, Maria C" uniqKey="Carreiras M" first="Maria C." last="Carreiras">Maria C. 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