A Dimerosesquiterpene and Sesquiterpene Lactones from Artemisia argyi Inhibiting Oncogenic PI3K/AKT Signaling in Melanoma Cells.

Dürr, Lara; Reinhardt, Jakob K; Dobrzyński, Maciej; Hell, Tanja; Smieško, Martin; Pertz, Olivier; Hamburger, Matthias; Garo, Eliane (2022). A Dimerosesquiterpene and Sesquiterpene Lactones from Artemisia argyi Inhibiting Oncogenic PI3K/AKT Signaling in Melanoma Cells. Journal of natural products, 85(11), pp. 2557-2569. American Chemical Society 10.1021/acs.jnatprod.2c00471

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A library of more than 2500 plant extracts was screened for activity on oncogenic signaling in melanoma cells. The ethyl acetate extract from the aerial parts of Artemisia argyi displayed pronounced inhibition of the PI3K/AKT pathway. Active compounds were tracked with the aid of HPLC-based activity profiling, and altogether 21 active compounds were isolated, including one novel dimerosequiterpenoid (1), one new disesquiterpenoid (2), three new guaianolides (3-5), 12 known sesquiterpenoids (6-17), and four known flavonoids (19-22). A new eudesmanolide derivative (13b) was isolated as an artifact formed by methanolysis. Compound 1 is the first adduct comprising a sesquiterpene lactone and a methyl jasmonate moiety. The absolute configurations of compounds 1 and 3-18 were established by comparison of their experimental and calculated ECD spectra. The absolute configuration for 2 was determined by X-ray diffraction analysis. Guaianolide 8 was the most potent sesquiterpene lactone, inhibiting the PI3K/AKT pathway with an IC50 value of 8.9 ± 0.9 μM.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Biology > Institute of Cell Biology

UniBE Contributor:

Dobrzynski, Maciej, Pertz, Olivier

Subjects:

500 Science > 570 Life sciences; biology

ISSN:

0163-3864

Publisher:

American Chemical Society

Language:

English

Submitter:

Pubmed Import

Date Deposited:

10 Nov 2022 13:27

Last Modified:

05 Dec 2022 16:27

Publisher DOI:

10.1021/acs.jnatprod.2c00471

PubMed ID:

36351173

BORIS DOI:

10.48350/174629

URI:

https://boris.unibe.ch/id/eprint/174629

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