Resin glycosides. I. isolation and structure elucidation of orizabin-I. II. IlI and IV,genuine resin glycosides from the root of Ipomoea orizabensis |
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| Affiliation: | 1. Department of Mechanical Engineering, Universiti Teknologi PETRONAS, 32610 Bandar Seri Iskandar, Perak Darul Ridzuan, Malaysia;2. Department of Mining and Materials Engineering, McGill University, 3450 University, Montreal, QC, Canada H3A 0E8;3. Department of Chemical and Biochemical Engineering, Western University, Thompson Engineering Building, London, ON, Canada N6A 5B9;1. Division of Thoracic Surgery, Department of Thoracic Surgical and Medical Oncology, National Cancer Institute, Pascale Foundation, IRCCS, Naples, Italy;2. Division of Anesthesiology, National Cancer Institute, Pascale Foundation, IRCCS, Naples, Italy;1. Laboratory of Chemical Physics, National Institute of Diabetes and Digestive and Kidney Diseases, National Institutes of Health, Bethesda, MD 20892, USA;2. Molecular Biology Section, Laboratory of Immunology, National Institute of Allergy and Infectious Diseases, National Institutes of Health, Bethesda, MD 20892, USA;1. Department of Obstetrics and Gynecology, The Jikei University School of Medicine, Tokyo, Japan;2. Department of Gynecology, Sasaki Foundation Kyoundo Hospital, Tokyo, Japan |
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| Abstract: | Four compounds named orizabin I, II, III and IV, which are ether-soluble and correspond to the so-called resin glycoside “jalapin” were isolated, for the first time, from the root of Ipomoea orizabensis (Convoi vul aceae). Unlike the presumption advocated by Mannich and Schumann for the ether-insoluble glycoside “convoivulin” from I. purgá, all of them were respectively a monomer of hydroxyfatty acid oligoglycoside in which the sugar moiety is partially acylated by organic acids and also combines with the car☐y group of the aglycone to form a macrocyclic ester. Their isolation in a pure state was successfully achieved by a high resolution preparative HPLC in the final step. The structures were determined on the basis of chemical and spectral data and regarded to represent those of genuine ingredients. |
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