Stereochemical Structure and Intermolecular Interaction of Complexes of (−)-Gallocatechin-3-O-gallate and Caffeine
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概要
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A suspension containing an equimolecular amount of (−)-gallocatechin-3-O-gallate (GCg) and caffeine in water was heated at 90 °C for 30 min to give a 1 : 2 complex of GCg and caffeine. X-Ray crystallographic analysis of crystal of the 1 : 2 complex showed that π–π interactions formed between the A, B′ rings of GCg and the two six-membered rings of caffeine. Whereas, the same suspension was heated at 90 °C for 30 s to give a sticky substance, which contained GCg, caffeine, and water at a molar ratio of 1 : 1 : 22 based on measurement of the integral volume of 1H-NMR signals. The sticky substance crystallized slowly to give a 2 : 2 complex of GCg and caffeine. X-Ray crystallographic analysis of crystal of the 2 : 2 complex showed that the A and C rings of GCg moieties faced each other, and face-to-face π–π interactions formed between the B ring of GCg and caffeine, the B′ ring of GCg and caffeine.
著者
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ISHIZU Takashi
Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University
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Tsutsumi Hiroyuki
Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University
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Sato Takashi
Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University
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Ishizu Takashi
Faculty Of Pharmacy And Pharmaceutical Sciences Fukuyama University
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Sato Takashi
Faculty Of Bioresource Sciences Akita Prefectural University
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