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Punicalin

Punicalin is an ellagitannin. It can be found in Punica granatum (pomegranate)[1] or in the leaves of Terminalia catappa, a plant used to treat dermatitis and hepatitis.[2][3] It is also reported in Combretum glutinosum, all three species being Myrtales, the two last being Combretaceae.

Punicalin
Names
Other names
4,6-(S,S)-Gallagyl-D-glucose
Identifiers
3D model (JSmol)
  • Interactive image
ChemSpider
  • 28428695
  • 5388496
  • InChI=1S/C34H22O22/c35-6-1-4-9(19(39)17(6)37)11-15-13-14-16(33(50)56-28(13)23(43)21(11)41)12(22(42)24(44)29(14)55-32(15)49)10-5(2-7(36)18(38)20(10)40)31(48)54-27-8(3-52-30(4)47)53-34(51)26(46)25(27)45/h1-2,8,25-27,34-46,51H,3H2/t8-,25-,26-,27-,34?/m1/s1
    Key: IQHIEHIKNWLKFB-OBOTWMKHSA-N
  • InChI=1/C34H22O22/c35-6-1-4-9(19(39)17(6)37)11-15-13-14-16(33(50)56-28(13)23(43)21(11)41)12(22(42)24(44)29(14)55-32(15)49)10-5(2-7(36)18(38)20(10)40)31(48)54-27-8(3-52-30(4)47)53-34(51)26(46)25(27)45/h1-2,8,25-27,34-46,51H,3H2/t8-,25-,26-,27-,34?/m1/s1
    Key: IQHIEHIKNWLKFB-OBOTWMKHBV
  • c1c2c(c(c(c1O)O)O)-c3c4c5c6c(c(c(c(c6oc4=O)O)O)-c7c(cc(c(c7O)O)O)C(=O)O[C@@H]8[C@@H](COC2=O)OC([C@@H]([C@H]8O)O)O)c(=O)oc5c(c3O)O
Properties
C34H22O22
Molar mass 782.52 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

It is a highly active carbonic anhydrase inhibitor.[4]

Chemistry edit

The molecule contains a gallagic acid component linked to a glucose.

References edit

  1. ^ Zhang, Y.; Wang, D.; Lee, R. P.; Henning, S. M.; Heber, D. (2009). "Absence of Pomegranate Ellagitannins in the Majority of Commercial Pomegranate Extracts: Implications for Standardization and Quality Control". Journal of Agricultural and Food Chemistry. 57 (16): 7395–7400. doi:10.1021/jf9010017. PMID 20349921.
  2. ^ Lin, C. C.; Hsu, Y. F.; Lin, T. C.; Hsu, F. L.; Hsu, H. Y. (1998). "Antioxidant and hepatoprotective activity of punicalagin and punicalin on carbon tetrachloride-induced liver damage in rats". The Journal of Pharmacy and Pharmacology. 50 (7): 789–794. doi:10.1111/j.2042-7158.1998.tb07141.x. PMID 9720629. S2CID 8639399.
  3. ^ Lin, Chun-Ching; Hsu, YF; Lin, TC (1999). "Effects of punicalagin and punicalin on carrageenan-induced inflammation in rats". The American Journal of Chinese Medicine. 27 (3 & 4): 371–376. doi:10.1142/S0192415X99000422. PMID 10592846.
  4. ^ Satomi, H.; Umemura, K.; Ueno, A.; Hatano, T.; Okuda, T.; Noro, T. (1993). "Carbonic anhydrase inhibitors from the pericarps of Punica granatum L". Biological & Pharmaceutical Bulletin. 16 (8): 787–790. doi:10.1248/bpb.16.787. PMID 8220326.


punicalin, ellagitannin, found, punica, granatum, pomegranate, leaves, terminalia, catappa, plant, used, treat, dermatitis, hepatitis, also, reported, combretum, glutinosum, three, species, being, myrtales, last, being, combretaceae, namesother, names, gallagy. Punicalin is an ellagitannin It can be found in Punica granatum pomegranate 1 or in the leaves of Terminalia catappa a plant used to treat dermatitis and hepatitis 2 3 It is also reported in Combretum glutinosum all three species being Myrtales the two last being Combretaceae Punicalin NamesOther names 4 6 S S Gallagyl D glucoseIdentifiersCAS Number 65995 64 4 1 3D model JSmol Interactive imageChemSpider 28428695PubChem CID 5388496InChI InChI 1S C34H22O22 c35 6 1 4 9 19 39 17 6 37 11 15 13 14 16 33 50 56 28 13 23 43 21 11 41 12 22 42 24 44 29 14 55 32 15 49 10 5 2 7 36 18 38 20 10 40 31 48 54 27 8 3 52 30 4 47 53 34 51 26 46 25 27 45 h1 2 8 25 27 34 46 51H 3H2 t8 25 26 27 34 m1 s1Key IQHIEHIKNWLKFB OBOTWMKHSA NInChI 1 C34H22O22 c35 6 1 4 9 19 39 17 6 37 11 15 13 14 16 33 50 56 28 13 23 43 21 11 41 12 22 42 24 44 29 14 55 32 15 49 10 5 2 7 36 18 38 20 10 40 31 48 54 27 8 3 52 30 4 47 53 34 51 26 46 25 27 45 h1 2 8 25 27 34 46 51H 3H2 t8 25 26 27 34 m1 s1Key IQHIEHIKNWLKFB OBOTWMKHBVSMILES c1c2c c c c1O O O c3c4c5c6c c c c c6oc4 O O O c7c cc c c7O O O C O O C H 8 C H COC2 O OC C H C H 8O O O c O oc5c c3O OPropertiesChemical formula C34H22O22Molar mass 782 52 g molExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references It is a highly active carbonic anhydrase inhibitor 4 Chemistry editThe molecule contains a gallagic acid component linked to a glucose References edit Zhang Y Wang D Lee R P Henning S M Heber D 2009 Absence of Pomegranate Ellagitannins in the Majority of Commercial Pomegranate Extracts Implications for Standardization and Quality Control Journal of Agricultural and Food Chemistry 57 16 7395 7400 doi 10 1021 jf9010017 PMID 20349921 Lin C C Hsu Y F Lin T C Hsu F L Hsu H Y 1998 Antioxidant and hepatoprotective activity of punicalagin and punicalin on carbon tetrachloride induced liver damage in rats The Journal of Pharmacy and Pharmacology 50 7 789 794 doi 10 1111 j 2042 7158 1998 tb07141 x PMID 9720629 S2CID 8639399 Lin Chun Ching Hsu YF Lin TC 1999 Effects of punicalagin and punicalin on carrageenan induced inflammation in rats The American Journal of Chinese Medicine 27 3 amp 4 371 376 doi 10 1142 S0192415X99000422 PMID 10592846 Satomi H Umemura K Ueno A Hatano T Okuda T Noro T 1993 Carbonic anhydrase inhibitors from the pericarps of Punica granatum L Biological amp Pharmaceutical Bulletin 16 8 787 790 doi 10 1248 bpb 16 787 PMID 8220326 nbsp This article about an aromatic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Punicalin amp oldid 1183943105, wikipedia, wiki, book, books, library,

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