Procyanidin B1
(Redirected from Proanthocyanidin B1)
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| Names | |
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| IUPAC name
[(2R,3R,4R)-Flavan-3,3′,4′,5,7-pentol]-(4→8)-[(2R,3S)-flavan-3,3′,4′,5,7-pentol]
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| Systematic IUPAC name
(2R,2′R,3R,3′S,4R)-2,2′-Bis(3,4-dihydroxyphenyl)-3,3′,4,4′-tetrahydro-2H,2′H-[4,8′-bi-1-benzopyran]-3,3′,5,5′,7,7′-hexol | |
| Other names
Procyanidin B1
cis,trans′′-4,8′′-Bi-(3,3′,4′,5,7-Pentahydroxyflavane) | |
| Identifiers | |
3D model (JSmol)
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C30H26O12 | |
| Molar mass | 578.52 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Procyanidin B1[1] is a procyanidin dimer.
It is a molecule with a 4→8 bond (epicatechin-(4β→8)-catechin).[2] Proanthocyanidin-B1 can be found in Cinnamomum verum (Ceylon cinnamon, in the rind, bark or cortex), in Uncaria guianensis (cat's claw, in the root), and in Vitis vinifera (common grape vine, in the leaf)[3] or in peach.[4]
Procyanidin B1 can be converted into procyanidin A1 by radical oxidation using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals under neutral conditions.[5]
See also
[edit | edit source]References
[edit | edit source]- ^ Procyanidin B1 on Sigma-Aldrich website
- ^ Procyanidin B1 is detected in human serum after intake of proanthocyanidin-rich grape seed extract. Sano Atsushi; Yamakoshi Jun; Tokutake Shoichi; Tobe Koichiro; Kubota Yoshiro; Kikuchi Mamoru, 2003
- ^ Proanthocyanidin-B1 on liberherbarum.com
- ^ Postharvest sensory and phenolic characterization of ‘Elegant Lady’ and ‘Carson’ peaches. Rodrigo Infante, Loreto Contador, Pía Rubio, Danilo Aros and Álvaro Peña-Neira, Chilean Journal of Agricultural Research, 71(3), July–September 2011, pages 445-451 (article)
- ^ Conversion of procyanidin B-type (catechin dimer) to A-type: evidence for abstraction of C-2 hydrogen in catechin during radical oxidation. Kazunari Kondo, Masaaki Kurihara, Kiyoshi Fukuhara, Takashi Tanaka, Takashi Suzuki, Naoki Miyata and Masatake Toyoda, Tetrahedron Letters, 22 January 2000, Volume 41, Issue 4, Pages 485–488, Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
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