1967
DOI: 10.1002/cber.19671000426
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Über den chemischen Aufbau der Apfelschale, IV. Pomol‐ und Pomonsäure

Abstract: Mittels chemischer und physikalischer Methoden wurde Pomolsaure als 3(3.19a-Dihydroxyursen-( 12)-saure-(28) (1 a) identifiziert. Pomonsaure (3a) ist das entsprechende 3-Keton.Pomolsaure liegt als Aglykon im Glykosid Vanguerin vor. Die bisher angegebenen Aglykone Tomentosolsaure (4a) und Vanguerolsaure (5a) sind Artefacte, entstanden durch Dehydratisierung der Pornolsaure bei der Saurehydrolyse des Glykosids. rnAus der Apfelschale haben wir neben Ursolund Oleanolsaure3) noch 8 Triterpene isoliert. Die Abtrennun… Show more

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Cited by 40 publications
(13 citation statements)
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“…In addition, their alcoholic derivatives have been isolated (▶ Fig. 3 [6 and 7]) [32][33][34][35][36].…”
Section: Triterpenoidsmentioning
confidence: 99%
“…In addition, their alcoholic derivatives have been isolated (▶ Fig. 3 [6 and 7]) [32][33][34][35][36].…”
Section: Triterpenoidsmentioning
confidence: 99%
“…The presence of triterpenes in apple fruits has been reported in the past [6], but no data are available on the relationship between cultivars and chemical structures. In particular, ursane triterpenes have been isolated from Malus pumila Mill.…”
mentioning
confidence: 97%
“…When a hydroxyl group attached to the C-3a instead of C-3b of 7, as seen in 4, the activity was decreased as compared with 7. There was almost no difference of the antiproliferative activity between the ursane type triterpene compound (4) and oleanane type triterpene compound (5).…”
Section: Resultsmentioning
confidence: 94%
“…CAW-M9 was further chromatographed on YMC column (ODS) using H 2 O-MeOH (1 : 0→0 : 1), silica gel using CHCl 3 -acetone (1 : 0→0 : 1), and YMC column (ODS) using H 2 O-MeOH (1 : 0→0 : 1) to give 10 (38 mg). Compounds 1-10 were identified as ursolic acid lactone (1), 4) ursolic acid (2), pomolic acid (3), 5,6) 2a,3a-dihydroxyurs-12-en-28-oic acid (4), 7,8) 3-epimaslinic acid (5), 8,9) asiatic acid (6), 10) corosolic acid (7), 8,9) 8-acetoxy-1,9-pentadecadiene-4,6-diyn-3-ol (8), 11,12) b-sitosterol 3-O-b-glucopyranoside (9), and rosmarinic acid (10), 13) respectively, by analyses of MS and NMR spectra and comparison of their physical data with those reported.…”
Section: )mentioning
confidence: 99%