Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2012 Nov 1;17(11):12895-909.
doi: 10.3390/molecules171112895.

Secondary metabolites from two species of Tolpis and their biological activities

Jorge Triana  1 , Mariana López, Francisco Javier Pérez, Milagros Rico, Aroa López, Francisco Estévez, María Teresa Marrero, Ignacio Brouard, Francisco León
Affiliations

Secondary metabolites from two species of Tolpis and their biological activities

Jorge Triana et al. Molecules. .

Abstract

Phytochemical research of two Tolpis species, T. proustii and T. lagopoda, led to the isolation of three new compounds: 30-chloro-3β-acetoxy-22α-hydroxyl-20(21)-taraxastene (1), 3β,22α-diacetoxy-30-ethoxy-20(21)-taraxastene (2) and 3β,28-dihydroxy-11α-hydroperoxy-12-ursene (3). The structures of the new compounds were elucidated by means of extensive IR, NMR, and MS data and by comparison of data reported in the literature. The in vitro antioxidant activities of the extracts were assessed by the DPPH and ABTS scavenging methods. The cytotoxicity of several known compounds and its derivatives was also assessed against human myeloid leukemia K-562 and K-562/ADR cell lines.

PubMed Disclaimer

Figures

Figure 1
Figure 1
Compounds 1–3 isolated of the T. proustii and T. lagopoda.
Figure 2
Figure 2
Selected correlations of 1. Double-ended arrows indicate NOESY, and single arrows indicate HMBC (C to H) correlations.
Figure 3
Figure 3
Selected correlations of 3a. Bond bolded indicate COSY, Double-ended arrows indicate NOESY, and single arrows indicate HMBC (C to H) correlations.
Figure 4
Figure 4
Tentative forming process of compound 1.
See this image and copyright information in PMC

References

    1. Kunkel G., Beltrán E., Bañares A.J., Gil M.C., González M.N., González J.M., Haroun R.J., Hernández C., Losada A., Marrero A., Rodríguez J.L., Rodrigo J. Tratado florístico, primera parte. Editora Regional Canaria; Las Palmas de Gran Canaria, Spain: 1992. Flora del Archipiélago Canario (in Spanish)
    1. Archibald J.K., Crawford D.J., Santos-Guerra A., Mort M.E. The utility of automated analysis of inter-simple sequence repeat (ISSR) loci for resolving relationships in the Canary Islands species of Tolpis (Asteraceae) Am. J. Bot. 2006;93:1154–1162. doi: 10.3732/ajb.93.8.1154. - DOI - PubMed
    1. Crawford D.J., Archibald J.K., Santos-Guerra A., Mort M.E. Allozyme diversity within and divergente among species of Tolpis (Asteraceae Lactuceae) in the Canary Islands: Systematic, Evolutionary and Biogeographical implications. Am. J. Bot. 2006;93:656–664. doi: 10.3732/ajb.93.4.656. - DOI - PubMed
    1. Triana J., López M., Pérez F.J., González-Platas J., Estévez F., León F., Hernández J.C., Brouard I., Bermejo J. Chemical constituenst of Tolpis species. Fitoterapia. 2009;80:437–441. doi: 10.1016/j.fitote.2009.06.001. - DOI - PubMed
    1. Southon S. Increased fruit and vegetable consumption within the EU: Potential health benefits. Food Res. Int. 2000;33:211–217. doi: 10.1016/S0963-9969(00)00036-3. - DOI

Publication types

MeSH terms

Substances

LinkOut - more resources