New cycloartane-type ester triterpenes from Euphorbia pterococca and biological evaluation.

Benabdelaziz, Imane; Gómez-Ruiz, Santiago; Benkhaled, Mohammed; Carralero, Sandra; Schenker, Patricia; Salm, Andrea Alejandra; Gertsch, Jürg; Haba, Hamada (2018). New cycloartane-type ester triterpenes from Euphorbia pterococca and biological evaluation. Fitoterapia, 127, pp. 271-278. Elsevier Science 10.1016/j.fitote.2018.02.027

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From acetonic extract of the whole plant Euphorbia pterococca Brot. (Euphorbiaceae), four new cycloartane-type ester triterpenes named cycloartenyl-2'E,4'E-decadienoate (1), cycloartenyl-2'E,4'Z-decadienoate (2), 24-methylenecycloartanyl-2'E,4'Z-tetradecadienoate (3), and 24-oxo-29-norcycloartanyl-2'E,4'Z-hexadecadienoate (4) were obtained along with nine known tetracyclic triterpenes (5-13). Their structures were established mainly by extensive use of spectroscopic techniques, including 1D (H and C) and 2D homo- and heteronuclear NMR experiments (COSY, HSQC, HMBC and NOESY), and mass spectrometry (HRESIMS), and by comparison with data reported in the literature. In addition, the new compounds 1-3 have been tested for cytotoxicity, trypanocidal effects and on enzymes involved in endocannabinoid degradation. While inactive in all assays up to 100 μM, 1 showed selective inhibition of α/β-hydrolase 12 with an IC of 11.6 ± 1.9 μM.

Item Type:

Journal Article (Original Article)

Division/Institute:

04 Faculty of Medicine > Pre-clinic Human Medicine > Institute of Biochemistry and Molecular Medicine

UniBE Contributor:

Schenker, Patricia; Salm, Andrea Alejandra and Gertsch, Jürg

Subjects:

500 Science > 570 Life sciences; biology
600 Technology > 610 Medicine & health

ISSN:

0367-326X

Publisher:

Elsevier Science

Language:

English

Submitter:

Barbara Järmann-Bangerter

Date Deposited:

21 Feb 2019 10:57

Last Modified:

21 Feb 2019 10:57

Publisher DOI:

10.1016/j.fitote.2018.02.027

PubMed ID:

29524564

Uncontrolled Keywords:

Alpha/beta hydrolase-12 Cycloartanes Euphorbia pterococca Euphorbiaceae NMR Triterpenoids

BORIS DOI:

10.7892/boris.125032

URI:

https://boris.unibe.ch/id/eprint/125032

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