Struktur der Triterpen-Sapogenine von Aesculus glabra¹

Abstract

After extraction of coarsely ground seeds of Aesculus glabra Willd. with 80% methanol the saponin fraction was submitted to enzymatic and acid hydrolysis, giving qualitatively identical TLC-spectra of the sapogenins. For separation of the obtained sapogenins silica gel-columns with chloroform-methanol-water mixtures as mobile phases were employed. Five main components (genins G-A to G-E), identified as 21,22-diangeloyl-barringtogenol C, 21,22-diangeloyl-R₁-barrigenol, 21-angeloyl-barringtogenol C, 22-angeloyl-R₁-barrigenol and 21-angeloyl-R₁ barrigenol have been isolated. Structure elucidation was accomplished by ¹H-NMR and mass spectrometry of the genins, their acetates and several isopropyliden derivatives. The acid free sapogenins barringtogenol C and R₁ barrigenol (G-F and G-G) were found and identified by thin layer chromatography.