PMID: 9545557Apr 18, 1998Paper

Stereochemistry and biological activities of constituents from Cynanchum taiwanianum

Biochimica Et Biophysica Acta
Chun-Nan LinC M Teng

Abstract

The stereochemistry of new acetophenones, cynandione B-D (2-4), isolated from Cynanchum taiwanianum, elucidated by computer modelling calculation and NOESY spectrum. It establishes the absolute configurations of cynandiones B-D (2-4) as 7R; 7"S, 7S; 7"S and 7R; 7"R, respectively. Cynandione B (2) strongly inhibited the release of beta-glucuronidase and lysozyme in formyl-methionyl-leucyl-phenylalanine (fMLP)-stimulated rat neutrophils in a concentration-dependent manner with IC50 values of 1.5 +/- 0.2 and 1.6 +/- 0.2 microM, respectively. 2,5-Dihydroxyacetophenone (6) strongly inhibited the aggregation of washed rabbit platelets induced by arachidonic acid in a concentration-dependent manner with an IC50 value of about 4.8 microM. In human citrated platelet-rich plasma, 2,5-dihydroxyacetophenone (6) inhibited the secondary phase, but not the primary phase, of aggregation induced by adrenaline and ADP. These results suggest that the antiplatelet effect of 2,5-dihydroxyacetophenone (6) is due to inhibition of the formation of thromboxane A2.

Citations

Jul 22, 2010·Natural Product Reports·Jonathan SperryMargaret A Brimble
Sep 4, 2019·Organic & Biomolecular Chemistry·Rachel M Gillard, Margaret A Brimble
May 19, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Lu HanChangcai Bai

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