• Complex
  • Title
  • Author
  • Keyword
  • Abstract
  • Scholars
Search

Author:

Liu, Bin (Liu, Bin.) | Yang, Bo-Lun (Yang, Bo-Lun.) (Scholars:杨伯伦)

Indexed by:

Scopus CSCD SCOPUS

Abstract:

In order to enhance the water-solubility and biological utilization rate of chrysin, sodium 5,7-dihydroxylflavone-8-sulfonate (1, [Na(H2O) 1/2]X, X = C15H9O4SO3, 5,7-dihydroxylfla- vone-8-sulfonate) was synthesized and its structure was identified on the basis of NMR, FT-IR and elemental analysis. The assembly of 5,7-dihydroxylflavone-8-sulfonate with diethylamide cation afforded diethylamide 5,7-dihydroxylflavone-8-sulfonate (2, NH2(CH2CH 3)2X) which was characterized by FT-IR and elemental analysis. The crystal structures of 1 and 2 were determined by X-ray single-crystal diffraction analysis. The crystal of 1 is of triclinic system, space group P1̄, with a = 8.5628(13), b = 12.8916(19), c = 13.562(2) Å, a = 82.494(1), β = 78.601(2), γ = 84.033(2)°, C 30H20Na2OI5S2, Z= 2, Mr = 730.59, V= 1450.3(4) Å3, Dc = 1.673 g/cm3, F(000) = 748,μ = 0.295 mm-1, the final R = 0.0641 and wR = 0.1458. The crystal of 2 crystallizes in the triclinic system, space group P1̄, with a = 7.689(2), b = 11.184(3), c = 11.734(3) Å, α = 74.268(3), β = 81.751(4), γ = 87.991(3)°, C19H21NO7S, 2 = 2, M r= 407.43, V= 961.2(4) Å3, Dc = 1.408 g/cm3, P(000) = 428, μ = 0.210 mm-1, the final R = 0.0484 and wR = 0.1195. In 1, the three-dimensional structure is organized into organic and inorganic regions; the flavone skeletons are stacked into organic regions by π π stacking interactions; inorganic regions are generated by Na-O coordination bonds among sulfonate groups, coordinated water molecules and Na1. The sulfonate groups play an important role as a bridge of inorganic and organic regions. One-dimensional chain structure of 2 is extended by N-H O hydrogen bonds and π π stacking interactions. Furthermore, the antioxidant activity of 1 was evaluated. The scavenging activity of 1 to DPPH free radical is better than that of the parent compound chrysin.

Keyword:

5,7-dihydroxylflavone-8-sulfonate Crystal structure DPPH free radical scavenging activity Spectroscopic property

Author Community:

  • [ 1 ] [Yang, Bo-Lun]Xi'an Jiaotong University, Department of Chemical Engineering,Xi'an,China

Reprint Author's Address:

Email:

Show more details

Related Keywords:

Source :

Jiegou Huaxue

ISSN: 0254-5861

Year: 2009

Issue: 9

Volume: 28

Page: 1112-1120

0 . 5 4 4

JCR@2009

0 . 8 9 3

JCR@2020

ESI Discipline: CHEMISTRY;

JCR Journal Grade:4

CAS Journal Grade:4

Cited Count:

WoS CC Cited Count: 1

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 6

FAQ| About| Online/Total:807/213548256
Address:XI'AN JIAOTONG UNIVERSITY LIBRARY(No.28, Xianning West Road, Xi'an, Shaanxi Post Code:710049) Contact Us:029-82667865
Copyright:XI'AN JIAOTONG UNIVERSITY LIBRARY Technical Support:Beijing Aegean Software Co., Ltd.