Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Sanguiin H-6

From Wikipedia, the free encyclopedia
Sanguiin H-6
Chemical structure of sanguiin H-6
Chemical structure of sanguiin H-6
Names
Systematic IUPAC name
(10aR,11S,12aR,25aR,25bS)-2,3,4,5,6,7,17,18,19,20,21,22-Dodecahydroxy-9,15,24,27-tetraoxo-9,10a,11,12a,13,15,24,25a,25b,27-decahydrodibenzo[g,i]dibenzo[6′,7′:8′,9′][1,4]dioxecino[2′,3′:4,5]pyrano[3,2-b][1,5]dioxacycloundecin-11-yl 3-({(10aR,11R,12aR,25aR,25bS)-2,3,4,5,6,7,17,18,19,20,21-hendecahydroxy-9,15,24,27-tetraoxo-11-[(3,4,5-trihydroxybenzoyl)oxy]-9,10a,11,12a,13,15,24,25a,25b,27-decahydrodibenzo[g,i]dibenzo[6′,7′:8′,9′][1,4]dioxecino[2′,3′:4,5]pyrano[3,2-b][1,5]dioxacycloundecin-22-yl}oxy)-4,5-dihydroxybenzoate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C82H54O52/c83-23-1-14(2-24(84)45(23)93)71(112)133-81-70-68(130-77(118)20-9-30(90)50(98)57(105)39(20)41-22(79(120)132-70)11-32(92)52(100)59(41)107)65-35(126-81)13-123-74(115)17-6-27(87)53(101)60(108)42(17)43-44(80(121)128-65)66(63(111)62(110)61(43)109)124-33-4-15(3-25(85)46(33)94)72(113)134-82-69-67(129-76(117)19-8-29(89)49(97)56(104)38(19)40-21(78(119)131-69)10-31(91)51(99)58(40)106)64-34(125-82)12-122-73(114)16-5-26(86)47(95)54(102)36(16)37-18(75(116)127-64)7-28(88)48(96)55(37)103/h1-11,34-35,64-65,67-70,81-111H,12-13H2/t34-,35-,64-,65-,67+,68+,69-,70-,81-,82+/m1/s1
    Key: FFZOOOCGCNFHAQ-GWOIDVGPSA-N
  • C1[C@@H]2[C@H]([C@H]3[C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)OC5=C(C(=C(C6=C5C(=O)O[C@@H]7[C@@H](COC(=O)C8=CC(=C(C(=C86)O)O)O)O[C@@H]([C@H]9[C@H]7OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O9)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O3)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
Properties
C82H54O52
Molar mass1871.282 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Sanguiin H-6 is anellagitannin.

Natural occurrence

[edit]

Sanguiin H-6 can be found inRosaceae such as the great burnet (Sanguisorba officinalis),[1] in strawberries (Fragaria × ananassa)[2] and inRubus species such as red raspberries (Rubus idaeus)[3][4] or cloudberries (Rubus chamaemorus).[4]

Chemistry

[edit]

Sanguiin H-6 isdimer ofcasuarictin linked by a bond between thegallic acid residue and one of thehexahydroxydiphenic acid units. It hassanguisorbic acid ester groups as linking units between glucopyranose moieties.[5] Sanguiin H-6 contributes to the in vitroantioxidant activity of raspberries.[6]

References

[edit]
  1. ^Bastow, K.; Bori, I.; Fukushima, Y.; Kashiwada, Y.; Tanaka, T.; Nonaka, G.; Nishioka, I.; Lee, K. -H. (2007). "Inhibition of DNA Topoisomerases by Sanguiin H-6, a Cytotoxic Dimeric Ellagitannin fromSanguisorba officinalis1".Planta Medica.59 (3):240–245.doi:10.1055/s-2006-959659.PMID 8391144.S2CID 260281189.
  2. ^Seeram, N. P.; Lee, R.; Scheuller, H. S.; Heber, D. (2006)."Identification of phenolic compounds in strawberries by liquid chromatography electrospray ionization mass spectroscopy"(PDF).Food Chemistry.97:1–11.doi:10.1016/j.foodchem.2005.02.047.S2CID 73532960.
  3. ^Mullen, W.; Stewart, A. J.; Lean, M. E.; Gardner, P.; Duthie, G. G.; Crozier, A. (2002). "Effect of freezing and storage on the phenolics, ellagitannins, flavonoids, and antioxidant capacity of red raspberries".Journal of Agricultural and Food Chemistry.50 (18):5197–5201.doi:10.1021/jf020141f.PMID 12188629.
  4. ^abKähkönen, M.; Kylli, P.; Ollilainen, V.; Salminen, J. P.; Heinonen, M. (2012). "Antioxidant Activity of Isolated Ellagitannins from Red Raspberries and Cloudberries".Journal of Agricultural and Food Chemistry.60 (5):1167–1174.doi:10.1021/jf203431g.PMID 22229937.
  5. ^Vrhovsek, U.; Guella, G.; Gasperotti, M.; Pojer, E.; Zancato, M.; Mattivi, F. (2012). "Clarifying the Identity of the Main Ellagitannin in the Fruit of the Strawberry,Fragaria vesca andFragaria ananassa Duch".Journal of Agricultural and Food Chemistry.60 (10):2507–2516.doi:10.1021/jf2052256.PMID 22339338.
  6. ^Borges, G.; Degeneve, A.; Mullen, W.; Crozier, A. (2010). "Identification of Flavonoid and Phenolic Antioxidants in Black Currants, Blueberries, Raspberries, Red Currants, and Cranberries†".Journal of Agricultural and Food Chemistry.58 (7):3901–3909.doi:10.1021/jf902263n.PMID 20000747.

External links

[edit]
Moieties
Lactones
Monomers
C-glycosidic ellagitannins
Dehydroellagitannins (molecules with
dehydrohexahydroxydiphenic acid (DHHDP)
Transformed ellagitannins
molecules withchebulic acid
molecules withElaeocarpusinic acid
Oligomers
Other
Retrieved from "https://en.wikipedia.org/w/index.php?title=Sanguiin_H-6&oldid=1198038455"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp