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Anti-inflammatory 12,20-Epoxypregnane and 11,12-seco-Pregnane Glycosides from the Stems of Hoya kerrii. | LitMetric

Anti-inflammatory 12,20-Epoxypregnane and 11,12-seco-Pregnane Glycosides from the Stems of Hoya kerrii.

J Nat Prod

Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Ramkhamhaeng University, Hua Mark, Bangkapi, Bangkok 10240, Thailand.

Published: June 2017

AI Article Synopsis

  • Researchers discovered five new glycosides and two seco-pregnane glycosides from Hoya kerrii stems, which have unique spirodilactone structures.
  • The chemical structures of these compounds were confirmed through advanced techniques like ROESY and X-ray crystallography.
  • Some of the glycosides exhibited anti-inflammatory properties by inhibiting NO production in certain cells, with the most effective compound showing a dose-dependent reduction in the mRNA levels of inflammation-related genes.

Article Abstract

Five 12,20-epoxypregnane glycosides (1-3, 5, and 6) and two 11,12-seco-pregnane glycosides (4 and 7) with spirodilactone motifs, as well as spirodilactone cleavage products 8 and 9, were isolated from the stems of Hoya kerrii. The relative configurations of the three related skeletons were supported by ROESY experiments and X-ray crystallographic analyses. The isolates were evaluated for their anti-inflammatory activity based on the inhibition of NO production in RAW264.7 cells, and some showed IC values ranging from 12.6 to 96.5 μM. The most potent compound, 9a, was also examined for its anti-inflammatory mechanism against mRNA expression and was found to down-regulate mRNA expression of iNOS and COX-2 in a dose-dependent manner.

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Source
http://dx.doi.org/10.1021/acs.jnatprod.6b00730DOI Listing

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