Structure of desacylsaponins obtained from the bark of Quillaja saponaria |
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| Affiliation: | 1. Faculty of Pharmaceutical Sciences, Kyushu University, Maidashi 3-1-1, Higashi-ku, 812 Fukuoka, Japan;2. CSIRO, Division of Food Research, P.O. Box 52, North Ryde, New South Wales, 2113, Australia;1. Key Laboratory of Colloid and Interface Chemistry, Shandong University, Ministry of Education, Jinan 250100, PR China;2. College of Chemistry, Chemical Engineering and Materials Science, Shandong Normal University, Jinan 250014, PR China;3. Petroleum Engineering Technology Research Institute of Shengli Oilfield, Sinopec, Dongying 257000, PR China;4. State Key Laboratory of Microbial Technology, Shandong University, Qingdao 266237, PR China;1. Leibniz Institute of Plant Genetics and Crop Plant Research (IPK), Corrensstr. 3, D-06466, Gatersleben, Germany;2. Orgentis Chemicals GmbH, Bahnhofstr. 3-5, D-06466, Gatersleben, Germany;3. ARTES Biotechnology GmbH, Elisabeth-Selbert-Str. 9, D-40764, Langenfeld, Germany;4. School of Biological Sciences, University of Canterbury, Private Bag 4800, Christchurch, New Zealand;5. Institute of Microbiology, University of Greifswald, Jahnstr. 15, D-17487, Greifswald, Germany;1. Department of Medical & Biological Engineering, Graduate School, Kyungpook National University, Daegu 700-412, South Korea;2. Center for Research Facilities, Yeungnam University, Gyeongsan 712-749, South Korea;3. Department of Conservative Dentistry, School of Dentistry, Kyungpook National University, Daegu 700-412, South Korea;4. Department of Dental Biomaterials, School of Dentistry, Kyungpook National University, Daegu 700-412, South Korea;1. UES, Inc., Dayton, OH 45432-1894, United States;2. Air Force Research Laboratory, Wright-Patterson AFB, OH 45433-7251, United States |
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| Abstract: | A triterpenoid saponin mixture (so-called quillajasaponin) obtained from the bark of Quillaja saponaria was treated with weak alkali and two major desacylsaponins were isolated. On the basis of chemical and spectral evidence, they were determined as 3-O-β-D-galactopyranosyl-(1 → 2)-[β-D-xylopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl quillaic acid 28-O-β-D-apiofuranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside and 28-O-β-D-apiofuranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-[β-D-glucopyranosyl-(1 → 3)]-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside. Diazomethane degradation providing selectively the 28-O-glycoside from the 3,28-O-bisglycoside was a useful method for the structure elucidation. |
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