Startseite Semiquinol and phenol compounds from seven Senecio species
Artikel
Lizenziert
Nicht lizenziert Erfordert eine Authentifizierung

Semiquinol and phenol compounds from seven Senecio species

  • Boris Mandić EMAIL logo , Dejan Gođevac , Ljubodrag Vujisić , Snežana Trifunović , Vele Tesević , Vlatka Vajs und Slobodan Milosavljević
Veröffentlicht/Copyright: 30. Dezember 2010
Veröffentlichen auch Sie bei De Gruyter Brill

Abstract

In this paper, examination of the aerial parts of seven Senecio species from Serbia and Montenegro is reported. Phytochemical investigation of Senecio erucifolius led to the isolation and characterization of semiquinol butyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dienyl)acetate (I), along with methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dienyl)acetate (jacaranone, II), and methyl 2-(4-hidroxyphenyl)acetate (III). The structure of I was established based on spectroscopic studies (1H- and 13C-NMR, IR, and CI-MS). Compound II was also isolated from S. carpathicus and S. subalpinus. The presence of jacaranone in the methanol extracts of S. wagneri, S. othonnae, and S. paludosus was confirmed by LC/ESI-TOF MS.

[1] Agilent technologies (2005). Mass hunter: Molecular feature extracor. Santa Clara, CA, USA: Agilent technologies. Suche in Google Scholar

[2] Bohlmann, F., & Suwita, A. (1976). Natürlich vorkommende Terpen-Derivate, 62. Über die Inhaltsstoffe von Senecio abrotanifolius L. Chemische Berichte, 109, 2014–2020. DOI: 10.1002/cber.19761090607. http://dx.doi.org/10.1002/cber.1976109060710.1002/cber.19761090607Suche in Google Scholar

[3] Christov, V., Kostova, N., & Evstatieva, L. (2005). 6α-Angeloylplatynecine: a new alkaloid from Senecio nemorensis subsp. fuchsii (C. C. Gmelin) celak. Natural Product Research, 19, 389–392. DOI: 10.1080/14786410412331286964. http://dx.doi.org/10.1080/1478641041233128696410.1080/14786410412331286964Suche in Google Scholar

[4] Fu, P. P., Xia, Q., Lin, G., & Chou, M. W. (2004). Pyrrolizidine alkaloids—genotoxicity, metabolism enzymes, metabolic activation, and mechanisms. Drug Metabolism Reviews, 36, 1–55. DOI: 10.1081/DMR-120028426. http://dx.doi.org/10.1081/DMR-12002842610.1081/DMR-120028426Suche in Google Scholar

[5] Hartmann, T., Witte, L., Ehmke, A., Theuring, C., Rowell-Rahier, M., & Pasteels, J. (1997). Selective sequestration and metabolism of plant derived pyrrolizidine alkaloids by chrysomelid leaf beetles. Phytochemistry, 45, 489–497. DOI: 10.1016/S0031-9422(97)00009-5. http://dx.doi.org/10.1016/S0031-9422(97)00009-510.1016/S0031-9422(97)00009-5Suche in Google Scholar

[6] Kisiel, W., & Zielińska, K. (2000). Sesquiterpenoids and phenolics from Lactuca perennis. Fitoterapia, 71, 86–87. DOI: 10.1016/S0367-326X(99)00112-4. http://dx.doi.org/10.1016/S0367-326X(99)00112-410.1016/S0367-326X(99)00112-4Suche in Google Scholar

[7] Kostova, N., Christov, V., Cholakova, M., Nikolova, E., & Evstatieva, L. (2006). Pyrrolizidine alkaloids from Bulgarian species of the genus Senecio. Journal of the Serbian Chemical Society, 71, 1275–1280. DOI: 10.2298/JSC0612275K. http://dx.doi.org/10.2298/JSC0612275K10.2298/JSC0612275KSuche in Google Scholar

[8] Mandić, B., Gođevac, D., Beškoski, V., Simić, M., Trifunović, S., Tešević, V., Vajs, V., & Milosavljević, S. (2009). Pyrrolizidine alkaloids from seven wild-growing Senecio species in Serbia and Montenegro. Journal of the Serbian Chemical Society, 74, 27–34. DOI: 10.2298/JSC0901027M. http://dx.doi.org/10.2298/JSC0901027M10.2298/JSC0901027MSuche in Google Scholar

[9] Röder, E., Wiedenfeld, H., & Knöezinger-Fischer, P. (1984). Pyrrolizidine alkaloids from Senecio abrotanifolius, spp. abrotanifolius and spp. abrotanifolius, var. tiroliensis. Planta Medica, 50, 203–204. DOI: 10.1055/s-2007-969678. http://dx.doi.org/10.1055/s-2007-96967810.1055/s-2007-969678Suche in Google Scholar PubMed

Published Online: 2010-12-30
Published in Print: 2011-2-1

© 2010 Institute of Chemistry, Slovak Academy of Sciences

Heruntergeladen am 15.10.2025 von https://www.degruyterbrill.com/document/doi/10.2478/s11696-010-0091-x/html?lang=de
Button zum nach oben scrollen