Three new triterpenes from the resinous bark of Protium kleinii and their antinociceptive activity

Three novel pentacyclic triterpenes have been isolated from the resin of Protium kleinii and their structures elucidated by NMR spectroscopy as 3-oxo-11beta,16beta-dihydroxy-urs-12-ene (1), 3-oxo-11beta-hydroxy-urs-12-ene (2) and 3-oxo-11beta-hydroxy-olean-12-ene (3). The systemic administration of...

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Veröffentlicht in:Journal of the Brazilian Chemical Society 2005-06, Vol.16 (3b), p.578-582
Hauptverfasser: Lima, Fabiana V., Malheiros, Angela, Otuki, Michel F., Calixto, João B., Yunes, Rosendo A., Cechinel Filho, Valdir, Delle Monache, Franco
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Sprache:eng
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Zusammenfassung:Three novel pentacyclic triterpenes have been isolated from the resin of Protium kleinii and their structures elucidated by NMR spectroscopy as 3-oxo-11beta,16beta-dihydroxy-urs-12-ene (1), 3-oxo-11beta-hydroxy-urs-12-ene (2) and 3-oxo-11beta-hydroxy-olean-12-ene (3). The systemic administration of the above compounds (10-100 mg kg-1, i.p.) was able to inhibited both first and second phase of the formalin-induced nociception in mice. The known triterpenes 3beta,16beta-dihydroxy-olean-12-ene (brein) (4) and a mixture of alpha (5)- and beta-amyrin (6) were also found.
ISSN:0103-5053
1678-4790
DOI:10.1590/S0103-50532005000400014