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

University of La Laguna
Hospital Universitario Nuestra Senora de Candelaria

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

16 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

Keywords

Diels-Alder reaction
Metabolites
NMR
Plants
Terpenoids

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10.1016/j.tet.2004.10.074

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AU - Mesa-Siverio, Dulce

AU - Chávez, Haydee

AU - Estévez-Braun, Ana

AU - Ravelo, Ángel G.

PY - 2005/1/10

Y1 - 2005/1/10

N2 - 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.

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

KW - NMR

KW - Plants

KW - Terpenoids

UR - https://www.scopus.com/pages/publications/9744273201

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DO - 10.1016/j.tet.2004.10.074

M3 - Artículo

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SN - 0040-4020

VL - 61

SP - 429

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JO - Tetrahedron

JF - Tetrahedron

IS - 2

ER -

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

Abstract

Keywords

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