ステロイドおよびトリテルペノイドのペーパークロマトグラフィー (第3報)

Abstract

Triterpenoids were submitted to various kinds of paper chromatography and relationship between Rf value and chemical structure was examined.1) Triterpenoids were separated by paper chromatography with water absorbed in the filter paper as the stationary phase and following conclusions were drawn from their Rf values (Table I):(a) General effect of oxygen-containing functional groups on polarity of the molecule decreased in the order of -COOH, -OH, -CH2OH, =O, lactone, -OCOCH3, and -COOCH3.(b) The effect of various types triterpenoid ring on the polarity was greater in ursane and lupane than oleanane.2) Triterpenoids were separated by reversed-phase paper chromatography with liquid paraffin as the stationary phase and following conclusions were drawn from their Rf values (Tables III and IV):(a) General effect of various oxygen-containing functional groups on the polarity of molecule decreased in the order of -CH2OH or -COOH, =O, lactone, -OCOCH3 and -COOCH3.(b) Effect of various types of triterpenoid ring on the polarity was in the decreasing order of oleanane, ursane, and lupane.3) The same result as above (2) was obtained from Rf values (Table VI) of triterpenoids separated by reversed-phase paper chromatography using methyl stearate as the stationary phase.Some structurally unknown triterpenoids. were also submitted to paper chromatography by the foregoing three methods and a satisfactory result was obtained.