Resin glycosides from Convolvulaceae plants
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Resin glycosides are well known as purgative ingredients, which are characteristic of certain crude drugs such as Mexican Scammony Radix, Orizabae Tuber, and Jalapae Tuber, all of which originate from Convolvulaceae plants. Depending on their solubility in ether, these are roughly classified into two groups—jalapin (soluble) and convolvulin (insoluble). Almost all jalapins hitherto isolated and characterized had common intramolecular macrocyclic ester structures. These are composed of 1 mol of oligoglycoside of hydroxyl fatty acid (glycosidic acid) partially acylated by some organic acids at the sugar moiety, some examples of which are ester-type dimers. On the other hand, convolvulin is regarded as an oligomer of a variety of acylated glycosidic acids. This review describes the isolation and structural elucidation of resin glycosides from some Convolvulaceae plants, including Ipomoea operculata, Pharbitis nil, Quamoclit pennata, Calystegia soldanella, and I. muricata.
KeywordsResin glycoside Jalapin Convolvulin Convolvulaceae Glycosidic acid Hydroxyl fatty acid
I am deeply indebted to the late Prof. Toshio Kawasaki of Pharmaceutical Sciences, Kyushu University, Prof. Kazumoto Miyahara and Prof. Naoki Noda of Pharmaceutical Sciences, Setsunan University, and Prof. Toshihiro Nohara of Pharmaceutical Sciences, Kumamoto University for their helpful suggestions and collaboration. Thanks are also due to Prof. Junei Kinjo and Dr. Masafumi Okawa of Pharmaceutical Sciences, Fukuoka University, Prof. Hitoshi Yosimitsu and Prof. Kazumi Yokomizo of Pharmaceutical Sciences, Sojo University, and Dr. Tomoko Mineno of Faculty of Pharmacy, Takasaki University of Health and Welfare for collaboration. I also sincerely thank the researchers and students who collaborated on this project. This research was supported in part by a Grant-in-Aid for Scientific Research (C) (No. 16K08306) from the Japan Society for the Promotion of Science and Research and by the Study Program/Project of Tokai University Educational System General Research Organization (Kanagawa, Japan).
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