title: Synthesis of okicamelliaside, a glucoside of ellagic acid with potent anti-degranulation activity.
abstract: Okicamelliaside, a glucoside of ellagic acid with potent anti-degranulation activity, was synthesized from ellagic acid. The regioselectivity, solubility, and high reactivity of the intermediates throughout the synthesis were obtained by the complementary use of triisopropylsilyl (TIPS) and methoxyethoxymethyl (MEM) protective groups on the aglycone skeleton.
authors.affiliation: Department of Pharmaceutical Science, Faculty of Pharmacy, Keio University, Tokyo, Japan.
authors.forename: Ryohei
authors.initials: R
authors.lastname: Kobayashi
authors.forename: Kengo
authors.initials: K
authors.lastname: Hanaya
authors.forename: Mitsuru
authors.initials: M
authors.lastname: Shoji
authors.forename: Shigeru
authors.initials: S
authors.lastname: Ohba
authors.forename: Takeshi
authors.initials: T
authors.lastname: Sugai
mesh_terms: D015550:Cell Degranulation / Q000187:drug effects*; D060326:Chemistry Techniques, Synthetic; D004610:Ellagic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D057927:Hydrophobic and Hydrophilic Interactions
chemical_list: D005960:Glucosides; C556914:okicamelliaside; D004610:Ellagic Acid