Die Glykoside von Marsdenia erecta R. Br. 1. Mitteilung: Isolierungen. Glykoside und Aglykone, 325. Mitteilung

Abstract

Summary. Dried leaves of Marsdenia erecta R. Br. gave over 6% of a crude glycoside mixture, the main portion of which consisted of weakly polar material, soluble in ether or chloroform. By mild acid hydrolysis it yielded crude sugars and aglycones. The following four crist. sugars were isolated : D-cymarose, D-oleandrose and two bioses : pachybiose and marsectobiose (C,,H,,O,, new).By PC. and TLC. the presence of digitoxose, canarose, thevetose and 3-0-methyl-6-deoxyallose could be demonstrated. The crude acyl-genin mixture contained @-sitosteryl-B-D-glucopyranoside and three highly hydroxylated pregnane derivatives : drevogenin-P, 17 B-marsdenin (C,lH,,O,, new) and marsectohexol (C,,H,,O,, new), all partly esterified with acetic, tiglic and benzoic acid. Five crist. acyl-genins (Al-A5) were isolated by chromatography, but most of them still were mixtures. After alkaline hydrolysis of the crude acyl-genins 6 acyl-free compounds were obtained. 4 of them were identical with the above mentioned substances, the other two: 17-iso-drevogenin-P and marsdenin (17 m-marsdenin) are formed from drevogenin-P and 17B-marsdenin by isomerisation.

Two Pregnane Ester Triglycosides from Dregea lanceolata

“…Its physical constants were in good agreement with those of 17ot-marsdenin (3ß, 8ß, 11 , 12ß, l4ß-entahydroxypregn-5-en-20-one) [lit. (18) mp 263-266°, [a)D -9.0°± 2°(< = 0.88, MeOH)]. The crystalline genin 1 was, found to be identical with dregenin, mp 162°, [a]25D +20°( r = 0.1, MeOH).…”

“…(15) [a]D +55°( H20)] and pachybiose [lit. (18) [a]D -9.4°( H20)], respectively. NaBH4 Reduction of 3•-Drelin [3] (3 mg) was dissolved in MeOH (1.2 ml).…”

“…To identify the sugar and the genin of 5, it was hydrolyzed with mild acid (0.025 M H2S04) (11) followed by cc, which afforded a crystalline genin 1, mp 162-164°, [a]D + 21.0°, C23H3407, identified as dregenin (mp, mmp, [a]D, and co-tlc) and two syrupy sugars 8 and 9 which were identified as D-cymarose (15) (2,6-dideoxy-3-0methyl-D-rzés-hexose) and pachybiose (18), respectively. For further characterization, 8 was oxidized with bromine H20 to its lactone, which on treatment with phenylhydrazine yielded the known crystalline D-cymaronic acid phenylhydrazide.…”

Über einige Inhaltsstoffe der Früchte und Wurzel von Melia azedarach L.

“…C 68,70 H 9,22, ber. C 69,32 H 9,20.Die spektralen Daten decken sich rnit den Literaturangaben[23].Methanol-Extrakt der WurzelDiernit Petrolither (Kp. 30-40') und Xther ausgezogene Wurzel wurde rnit Methanol extrahiert und der Extrakt nach dem Eindampfen in H,O suspendiert.…”