Cheiloclines A-I. First examples of octacyclic sesquiterpene-triterpene hetero-Diels-Alder adducts

Dulce Mesa-Siverio; Haydee Chávez; Ana Estévez-Braun; Ángel G. Ravelo

doi:10.1016/j.tet.2004.10.074

Cheiloclines A-I. First examples of octacyclic sesquiterpene-triterpene hetero-Diels-Alder adducts

Dulce Mesa-Siverio, Haydee Chávez, Ana Estévez-Braun, Ángel G. Ravelo

FARMACIA Y BIOQUIMICA

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

Cheiloclines A-I (1-9) have been isolated from the root bark of Cheiloclinium hippocratioides (Celastraceae). They represent the first examples of hetero-Diels-Alder adducts between a nor-triterpenequinone and a sesquiterpene. Their structures were elucidated on the basis of spectral analysis, including homonuclear and heteronuclear correlation NMR experiments (COSY, ROESY, HSQC and HMBC). These compounds were tested for antitumoral, antibacterial and aldose reductase inhibitory activities.

Original language	English
Pages (from-to)	429-436
Number of pages	8
Journal	Tetrahedron
Volume	61
Issue number	2
DOIs	https://doi.org/10.1016/j.tet.2004.10.074
State	Published - 10 Jan 2005

Bibliographical note

Funding Information:
This work has been funded by the Spanish MCYT (SAF2003-04200-C02-02) and by the ICIC (Instituto Canario de Investigación del Cáncer). D.M.S. thanks Caja Canarias-ULL for a predoctoral fellowship.

Keywords

Diels-Alder reaction
Metabolites
NMR
Plants
Terpenoids

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10.1016/j.tet.2004.10.074

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abstract = "Cheiloclines A-I (1-9) have been isolated from the root bark of Cheiloclinium hippocratioides (Celastraceae). They represent the first examples of hetero-Diels-Alder adducts between a nor-triterpenequinone and a sesquiterpene. Their structures were elucidated on the basis of spectral analysis, including homonuclear and heteronuclear correlation NMR experiments (COSY, ROESY, HSQC and HMBC). These compounds were tested for antitumoral, antibacterial and aldose reductase inhibitory activities.",

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note = "Funding Information: This work has been funded by the Spanish MCYT (SAF2003-04200-C02-02) and by the ICIC (Instituto Canario de Investigaci{\'o}n del C{\'a}ncer). D.M.S. thanks Caja Canarias-ULL for a predoctoral fellowship.",

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AU - Mesa-Siverio, Dulce

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AU - Estévez-Braun, Ana

AU - Ravelo, Ángel G.

N1 - Funding Information: This work has been funded by the Spanish MCYT (SAF2003-04200-C02-02) and by the ICIC (Instituto Canario de Investigación del Cáncer). D.M.S. thanks Caja Canarias-ULL for a predoctoral fellowship.

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AB - Cheiloclines A-I (1-9) have been isolated from the root bark of Cheiloclinium hippocratioides (Celastraceae). They represent the first examples of hetero-Diels-Alder adducts between a nor-triterpenequinone and a sesquiterpene. Their structures were elucidated on the basis of spectral analysis, including homonuclear and heteronuclear correlation NMR experiments (COSY, ROESY, HSQC and HMBC). These compounds were tested for antitumoral, antibacterial and aldose reductase inhibitory activities.

KW - Diels-Alder reaction

KW - Metabolites

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KW - Plants

KW - Terpenoids

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Cheiloclines A-I. First examples of octacyclic sesquiterpene-triterpene hetero-Diels-Alder adducts

Abstract

Bibliographical note

Keywords

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