- General synthesis of epi-series catechins and their 3-gallates: Reverse polarity strategy
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A general synthetic route to the epi-series catechins was developed based on the reverse polarity strategy. Aromatic nucleophilic substitution reaction followed by the sulfinyl-metal exchange and cyclization enabled stereo-controlled access to various members of epi-series catechins and their 3-gallates.
- Ohmori, Ken,Yano, Takahisa,Suzuki, Keisuke
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supporting information; experimental part
p. 2693 - 2696
(2010/08/21)
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- Enantioselective synthesis of afzelechin and epiafzelechin
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The flavonoids afzelechin and epiafzelechin as well as their gallate esters were synthesized enantioselectively via Sharpless hydroxylation followed by regioselective cyclization. Graphical Abstract
- Wan, Sheng Biao,Chan, Tak Hang
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p. 8207 - 8211
(2007/10/03)
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- New oligomeric proanthocyanidine from Ziziphus jujuba
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Chemical and spectral data establish the structure of an oligomeric proanthocyanidine PZ-5 isolated from Ziziphus jujuba.
- Malik, Aibek,Kuliev,Akhmedov,Vdovin,Abdullaev
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- (+)-AFZELECHIN 3-RHAMNOSIDE FROM CASSIPOUREA GERRARDII
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A new flavanol glycoside has been isolated from the bark of Cassipourea gerrardii.Its structure has been established from spectroscopic and hydrolytic studies as (+)-afzelechin 3-O-α-L-rhamnopyranoside.Delayed homonuclear COSY studies show up interesting long-range couplings between specific protons. Key words: Cassipourea gerrardii; Rhizophoraceae; bark; (+)-afzelechin 3-O-α-L-rhamnopyranoside.
- Drewes, Siegfried E.,Taylor, Craig W.,Cunningham, Anthony B.
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p. 1073 - 1075
(2007/10/02)
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- Tannins and Related Compounds. LXI. Isolation and Structures of Novel Bi- and Triflavanoids from the Leaves of Cassia fistula L.
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Together with (-)-epiafzelechin (1) and its 3-O-glucoside (4), (-)-epicatechin (2) and procyanidin B-2 (3), seven new biflavanoids (5-7, 9-12) and two triflavanoids (8, 13) have been isolated from the leaves of Cassia fistula L. (Leguminosae).On the basis of chemical and spectroscopic evidence, the structures of 5-8 were established to be proanthocyanidins each having (-)-epiafzelechin unit(s) in the molecule, while 9-13 were shown to consist of (2S)-7,4'-dihydroxyflavan and (-)-epiafzelechin units.Keywords - Cassia fistula; Leguminosae; proanthocyanidin; flavan-3-ol glucoside; flavan-3-ol; flavan; condensed tannin; thiolytic degradation; acid-catalyzed condensation
- Morimoto, Satoshi,Nonaka, Gen-Ichiro,Chen, Rong-Fu,Nishioka, Itsuo
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- Tannins and Related Compounds. LVI. Isolation of Four New Acylated Flavan-3-ols from Oolong Tea. (1)
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A chemical examination of the aqueous acetone extract of commercial oolong tea has led to the isolation of four new acylated flavan-3-ols 1-4, together with the known compounds 5-13.On the basis of chemical and spectroscopic evidence, compounds 1-4 have been characterized as (-)-epiafzelechin 3-O-gallate (1), (-)-epicatechin 3-O-(4-O-methyl)-gallate (2), (-)-epicatechin 3-O-p-hydroxybenzoate (3) and (-)-epigallocatechin 3-O-cinnamate (4).
- Hashimoto, Fumio,Nonaka, Gen-Ichiro,Nishioka, Itsuo
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p. 611 - 616
(2007/10/02)
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- (-)-EPIAFZELECHIN 5-O-β-D-GLUCOSIDE FROM CRATAEVA RELIGIOSA
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Epiafzelechin 5-glucoside was characterized from the bark of Crataeva religiosa together with other known compounds. - Key Word Index: Crataeva religiosa; Capparidaceae; flavan-3-ols; (-)-epiafzelechin 5-O-β-D-glucoside.
- Sethi, V. K.,Taneja, S. C.,Dhar, K. L.,Atal, C. K.
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p. 2402 - 2404
(2007/10/02)
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- A New Dimeric Proanthocyanidin from Cassia fistula Sapwood
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From the sapwood of Cassia fistula, (-)-epiafzelchin, (+)-catechin, kaempferol, dihydrokaempferol and 1,8-dihydroxy-3-methylanthraquinone have been isolated for the first time.In addition, a new dimeric proanthocyanidin CFI has been isolated and its struc
- Patil, A. D.,Deshpande, V. H.
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p. 626 - 628
(2007/10/02)
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