Τίτλος:
Prenylated Acylphloroglucinols from Hypericum jovis with Anti-inflammatory Potential #
Γλώσσες Τεκμηρίου:
Αγγλικά
Περίληψη:
Thirteen prenylated acylphloroglucinols (1 - 13), including 2 previously undescribed compounds (1) and (2), were isolated from Hypericum jovis. Their structures were elucidated by high-field NMR spectroscopy. The isolated prenylated acylphloroglucinols were evaluated for their anti-inflammatory effects in vitro through the reduction of the intercellular adhesion molecule 1 expression induced by TNF- α in the human microvascular endothelial cells 1 cell line. Compounds 3, 5, 6, 8, and 12 significantly reduced intercellular adhesion molecule 1 expression in a concentration-dependent manner with IC 50values of 16.9, 34.4, 4.0, 3.2, and 7.7 μM, respectively. In addition, compound 12 showed notable inhibitory activity on the formation of cyclooxygenase-1- and 12-lipoxygenase-derived inflammatory mediators in an ex vivo cyclooxygenase-lipoxygenase assay. Eleven further constituents were isolated (14 - 24), including the rare quercetin 3-O-(2-O-acetyl)-arabinofuranoside (18). © 2021 Royal Society of Chemistry. All rights reserved.
Συγγραφείς:
Grafakou, M.-E.
Barda, C.
Pintać, D.
Lesjak, M.
Heilmann, J.
Skaltsa, H.
Εκδότης:
Georg Thieme Verlag
Λέξεις-κλειδιά:
1 [5,7 dihydroxy 2 methyl 2 (4 methyl pent 3 enyl)chroman 8 yl] 2 methylbutan 1 one; 1 [5,7 dihydroxy 2 methyl 2 (4 methyl pent 3 enyl)chroman 8 yl] 2 methylpropan 1 one; 1 [5,7 dihydroxy 2 methyl 2 (4 methylpent 3 enyl)chroman 6 yl] 2 methylpropan 1 one; 3 geranyl 1 (2 methylbutanoyl)phloroglucinol; 3 geranyl 1 (2 methylpropanoyl)phloroglucinol; 3' methylisohyperjovinol A; 5,7 dihydroxy 8 isobutyryl 2,2 dimethylchromane; acetylsalicylic acid; antiinflammatory agent; arachidonate 12 lipoxygenase; avicularine; beta amyrin; chlorogenic acid; cyclooxygenase 1; dauphinol F; empetriferdinan A; empetriferdinan B; epicatechin; hinokinin; hyperforin; hyperin; hyperjovinol A; intercellular adhesion molecule 1; isohyperjovinol A; lupeol; madeleinol B; neochlorogenic acid; oliganthin K; parthenolide; phloroglucinol derivative; protocatechuic acid; quercetin; quercetin 3 o (2 o acetyl)arabinofuranoside; unclassified drug; antiinflammatory agent; phloroglucinol, antiinflammatory activity; Article; concentration response; controlled study; drug isolation; drug structure; ex vivo study; HMEC-1 cell line; human; human cell; Hypericum jovis; IC50; in vitro study; nuclear magnetic resonance; prenylation; chemical structure; endothelium cell; Hypericum, Anti-Inflammatory Agents; Endothelial Cells; Hypericum; Molecular Structure; Phloroglucinol; Prenylation
