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Sesquiterpene lactones from Artemisia argyi - absolute configuration and immunosuppressive activity

Reinhardt, Jakob K. and Klemd, Amy M. and Danton, Ombeline and De Mieri, Maria and Smiesko, Martin and Huber, Roman and Bürgisser, Thomas and Gründemann, Carsten and Hamburger, Matthias. (2019) Sesquiterpene lactones from Artemisia argyi - absolute configuration and immunosuppressive activity. Journal of Natural Products, 82 (6). pp. 1424-1433.

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Official URL: https://edoc.unibas.ch/72313/

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Abstract

A library of extracts from plants used in Chinese Traditional Medicine was screened for inhibition of T lymphocyte proliferation. An ethyl acetate extract from aerial parts of Artemisia argyi showed promising activity and was submitted to HPLC-based activity profiling to track the active compounds. From the most active time window, three guaianolides (1, 2, and 5) and two seco-tanapartholides (3 and 4) were identified and, in a less active time window, five new sesquiterpene lactones (8–11, 17), along with six known sesquiterpene lactones and two known flavonoids. The absolute configurations of compounds 1, 2, 5–10, 13–15, 17, and 18 were established by comparison of experimental with calculated electronic circular dichroism (ECD) spectra. For seco-tanapartholides B (3) and A (4), ECD yielded ambiguous results, and their absolute configurations were determined by comparing experimental and calculated vibrational circular dichroism (VCD) spectra. Compounds 1–5 showed significant, noncytotoxic inhibition of T lymphocyte proliferation, with IC50 values between 1.0 and 3.7 μM.
Faculties and Departments:05 Faculty of Science > Departement Pharmazeutische Wissenschaften > Ehemalige Einheiten Pharmazie > Molecular Modeling (Vedani)
05 Faculty of Science > Departement Pharmazeutische Wissenschaften > Pharmazie > Pharmazeutische Biologie (Hamburger)
05 Faculty of Science > Departement Pharmazeutische Wissenschaften > Pharmazie > Translationale Komplementärmedizin (Gründemann)
UniBasel Contributors:Hamburger, Matthias and Reinhardt, Jakob Klaus and Danton, Ombeline Réjane and de Mieri, Maria and Smiesko, Martin and Gründemann, Carsten
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:American Chemical Society
ISSN:0163-3864
e-ISSN:1520-6025
Note:Publication type according to Uni Basel Research Database: Journal article
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Last Modified:19 Aug 2020 11:39
Deposited On:19 Aug 2020 11:38

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