Corilagin
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IUPAC name [3,5-dihydroxy-2-(3,4,5-trihydroxybenzoyl)oxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-4-yl] 3,4,5-trihydroxybenzoate | |
Other names beta-1-O-galloyl-3,6-(R)-hexahydroxydiphenoyl-d-glucose | |
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Properties | |
Chemical formula | C27H22O18 |
Molar mass | 634.45 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references |
Chemical compound
Corilagin is an ellagitannin. Corilagin was first isolated in 1951 from Dividivi extract and from Caesalpinia coriaria,[1][2] hence the name of the molecule. It can also be found in Alchornea glandulosa and in the leaves of Punica granatum (pomegranate).[3]
It is a weak carbonic anhydrase inhibitor.[4]
Ellagic acid and corilagin inhibit TGF-β1–dependent EMT and has been shown to attenuate fibrogenesis in a mouse model.[5] Fibrosis is also indicated in many health conditions, including skin aging and MRSA susceptibility.[6]
References
- ^ Schmidt OT, Lademann R (1951). "Corilagin, ein weiterer kristallisierter Gerbstoff aus Dividivi. X. Mitteilung über natürliche Gerbstoffe". Justus Liebigs Annalen der Chemie. 571 (3): 232–237. doi:10.1002/jlac.19515710305.
- ^ Schmidt OT, Schmidt DM (1952). "Die Umwandlung von Chebulagsäure in Corilagin XIV. Mitteilung über natürliche Gerbstoffe". Justus Liebigs Annalen der Chemie. 578: 25–30. doi:10.1002/jlac.19525780105.
- ^ Tanaka T, Nonaka GI, Nishioka I (1985). "Punicafolin, an ellagitannin from the leaves of Punica granatum". Phytochemistry. 24 (9): 2075–2078. Bibcode:1985PChem..24.2075T. doi:10.1016/S0031-9422(00)83125-8.
- ^ Satomi H, Umemura K, Ueno A, Hatano T, Okuda T, Noro T (August 1993). "Carbonic anhydrase inhibitors from the pericarps of Punica granatum L". Biological & Pharmaceutical Bulletin. 16 (8): 787–90. doi:10.1248/bpb.16.787. PMID 8220326.
- ^ Wei Y, Kim TJ, Peng DH, Duan D, Gibbons DL, Yamauchi M, et al. (October 2017). "Fibroblast-specific inhibition of TGF-β1 signaling attenuates lung and tumor fibrosis". The Journal of Clinical Investigation. 127 (10): 3675–3688. doi:10.1172/JCI94624. PMC 5617667. PMID 28872461.
- ^ "Researchers identify how skin ages, loses fat and immunity". medicalxpress.com. Retrieved 5 January 2019.
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Types of ellagitannins
- Diphenolic acid : Hexahydroxydiphenic acid (HHDP)
- Triphenolic acids : Nonahydroxytriphenic acid
- Sanguisorbic acid
- Valoneic acid
- Tetraphenolic acids : Isoterchebulic acid
- Terchebulinic acid
- Ellagic acid
- Gallagic acid
- Gallagic acid dilactone
- Luteic acid
- Sanguisorbic acid dilactone
- Valoneic acid dilactone
- Acetonyl geraniin
- Alnusiin
- Bicornin
- Carlesiin
- Casuarictin
- Emblicanin A and B
- Euscaphinin
- Galloyl pedunculagin
- Grandinin
- Helioscopinin B
- Jolkinin
- Lagerstannin A, B and C
- Macranganin
- Myrobalanitannin
- Nupharin A, B, C, D, E and F
- Pedunculagin
- Punicalagin
- Punigluconin
- Phyllanemblinin A, B, C, D, E and F
- Punicalin
- Roburin E
- Rugosin E
- Sanguiin H-5
- Stenophyllanin A, B and C
- Strictinin
- Tellimagrandin I and II
- Teracatain
- Terchebulin
- Terflavin A and B
- Tergallic acid
- Tergallic acid dilactone
C-glycosidic ellagitannins |
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Dehydroellagitannins (molecules with dehydrohexahydroxydiphenic acid (DHHDP) |
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Transformed ellagitannins |
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- Dimers
- Agrimoniin
- Cornusiin E (dimer of tellimagrandin II)
- Lambertianin A and B
- Nobotanin B
- Roburin A, B, C and D
- Sanguiin H-6
- Trimers
- Lambertianin C
- Raspberry ellagitannin
- Tetramers
- Lambertianin D
- Nobotanin S
- Pentamer
- Melastoflorin A
- Flavono-ellagitannins (hybrid type)
- Urolithins (metabolites)
- Pomegranate ellagitannins
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