Isolation of key intermediates during formation of oolongtheanins
作者： Sayumi Hirose , Kaoru Tomatsu , Emiko Yanase
DOI: 10.1016/J.TETLET.2013.10.069
关键词:
摘要: Oolongtheanin-3′-O-gallate (2b) was obtained by treatment of (−)-EGCg (1d) with CuCl2. This transformation achieved over three steps, the isolation two intermediates; their chemical structures were determined through derivatization reactions, MS, and 1D/2D NMR techniques. One intermediate identified as dehydrotheasinensin A (3); other novel dimer pro-oolongtheanin-3′-O-gallate (6). Compound 3 converted to 6 heating in aprotic solvent, compound 2b addition water.
sci-hub.se 参考文章(18)
Tsuneo Kada, Kenji Kaneko, Satoshi Matsuzaki, Taeko Matsuzaki, Yukihiko Hora, Detection and chemical identification of natural bio-antimutagens. A case of the green tea factor. Mutation Research. ,vol. 150, pp. 127- 132 ,(1985) , 10.1016/0027-5107(85)90109-5
Takashi Tanaka, Yuji Miyata, Kei Tamaya, Rie Kusano, Yosuke Matsuo, Shizuka Tamaru, Kazunari Tanaka, Toshiro Matsui, Masamichi Maeda, Isao Kouno, Increase of theaflavin gallates and thearubigins by acceleration of catechin oxidation in a new fermented tea product obtained by the tea-rolling processing of loquat (Eriobotrya japonica) and green tea leaves. Journal of Agricultural and Food Chemistry. ,vol. 57, pp. 5816- 5822 ,(2009) , 10.1021/JF900963P
Susanne Valcic, Annette Muders, Neil E. Jacobsen, Daniel C. Liebler, Barbara N. Timmermann, Antioxidant chemistry of green tea catechins. Identification of products of the reaction of (-)-epigallocatechin gallate with peroxyl radicals. Chemical Research in Toxicology. ,vol. 12, pp. 382- 386 ,(1999) , 10.1021/TX990003T
Takashi Iwashita, Hiroshi Shibata, Tohru Mitsunaga, Fumio Hashimoto, Yoshinobu Kiso, Masaaki Nakai, Yuko Fukui, Sumio Asami, Yoshiko Toyoda-Ono, Inhibitory Effects of Oolong Tea Polyphenols on Pancreatic Lipase in Vitro Journal of Agricultural and Food Chemistry. ,vol. 53, pp. 4593- 4598 ,(2005) , 10.1021/JF047814+
Yoshinori TAKINO, Hiroshi IMAGAWA, Hiroaki HORIKAWA, Akira TANAKA, Studies on the Mechanism of the Oxidation of Tea Leaf Catechins Agricultural and biological chemistry. ,vol. 28, pp. 64- 71 ,(1963) , 10.1271/BBB1961.28.64
Katsunori Tanaka, Kimberly D. Kester, Nina Berova, Koji Nakanishi, Preparation of ginkgolide and F-seco-ginkgolide lactols: the unique reactivity of α-hydroxy lactones toward NaBH4 Tetrahedron Letters. ,vol. 46, pp. 531- 534 ,(2005) , 10.1016/J.TETLET.2004.10.113
Takashi Tanaka, Sayaka Watarumi, Yosuke Matsuo, Midori Kamei, Isao Kouno, Production of theasinensins A and D, epigallocatechin gallate dimers of black tea, by oxidation–reduction dismutation of dehydrotheasinensin A Tetrahedron. ,vol. 59, pp. 7939- 7947 ,(2003) , 10.1016/J.TET.2003.08.025
FUMIO HASHIMOTO, GEN-ICHIRO NONAKA, ITSUO NISHIOKA, Tannins and Related Compounds. LXIX. : Isolation and Structure Elucidation of B, B'-Linked Bisflavanoids, Theasinensins D-G and Oolongtheanin from Oolong Tea. (2) Chemical & Pharmaceutical Bulletin. ,vol. 36, pp. 1676- 1684 ,(1988) , 10.1248/CPB.36.1676
Y. Takino, A. Ferretti, V. Flanagan, M. Gianturco, M. Vogel, The structure of theaflavin, A polyphenol of black tea Tetrahedron Letters. ,vol. 6, pp. 4019- 4025 ,(1965) , 10.1016/S0040-4039(01)99608-X
Kyoji Yoshino, Isao Tomita, Mitsuaki Sano, Itaro Oguni, Yukihiko Hara, Masatoshi Nakano, Effects of long-term dietary supplement of tea polyphenols on lipid peroxide levels in rats Age. ,vol. 17, pp. 79- 85 ,(1994) , 10.1007/BF02435010