Anti-inflammatory 12,20-Epoxypregnane and 11,12-<i>seco</i>-Pregnane Glycosides from the Stems of <i>Hoya kerrii</i> Chonticha Seeka Samran Prabpai Palangpon Kongsaeree Supinya Tewtrakul Thitima Lhinhatrakool Somyote Sutthivaiyakit 10.1021/acs.jnatprod.6b00730.s003 https://acs.figshare.com/articles/dataset/Anti-inflammatory_12_20-Epoxypregnane_and_11_12-_i_seco_i_-Pregnane_Glycosides_from_the_Stems_of_i_Hoya_kerrii_i_/5053705 Five 12,20-epoxypregnane glycosides (<b>1</b>–<b>3</b>, <b>5</b>, and <b>6</b>) and two 11,12-<i>seco</i>-pregnane glycosides (<b>4</b> and <b>7</b>) with spirodilactone motifs, as well as spirodilactone cleavage products <b>8</b> and <b>9</b>, were isolated from the stems of <i>Hoya kerrii</i>. 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<sub>50</sub> values ranging from 12.6 to 96.5 μM. The most potent compound, <b>9a</b>, 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. 2017-05-31 13:50:23 motif skeleton COX anti-inflammatory dose-dependent ROESY Epoxypregnane Glycoside RAW 264.7 cells 96.5 μ M mechanism experiment Stems epoxypregnane IC 50 values pregnane inhibition Pregnane compound down-regulate mRNA expression analyses configuration X-ray glycosides iNOS seco Anti-inflammatory spirodilactone cleavage products 8 Hoya kerrii -2 manner 12.6