A new simple phloroglucinol derivative characterized as 1-(6-hydroxy-2,4- dimethoxyphenyl)-2-methyl-1-propanone (1) was isolated from Hypericum cistifolium (Hypericaceae) as a major constituent of the non-polar plant extract. Minor amounts of this new compound, in addition to two known structurally related phloroglucinol derivatives (2 and 3), and two new terpenoid derivatives characterized, respectively, as 2-benzoyl-3,3-dimethyl-4R,6S-bis-(3-methylbut-2-enyl)-cyclohexanone (4a) and 2-benzoyl-3,3-dimethyl-4S,6R-bis-(3-methylbut-2-enyl)-cyclohexanone (4b), were isolated from a related species, H. galioides Lam. The chemical structures were established using 2D-NMR spectroscopy and mass spectrometry. These compounds were evaluated in vitro for antimicrobial activity against a panel of pathogenic microorganisms and anti-inflammatory activity through inhibition of COX-1, COX-2, and 5-LOX catalyzed LTB4 formation.
CITATION STYLE
Crockett, S. L., Kunert, O., Pferschy-Wenzig, E. M., Jacob, M., Schuehly, W., & Bauer, R. (2016). Phloroglucinol and terpenoid derivatives from hypericum cistifolium and H. Galioides (Hypericaceae). Frontiers in Plant Science, 7(JULY2016). https://doi.org/10.3389/fpls.2016.00961
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