Quinonine

from Wikipedia, the free encyclopedia
Structural formula
Mangiferin.svg
General
Surname Quinonine
other names
  • Alpizarin
  • Aphloiol
  • Quinomin
  • Mangiferin
  • Hedysarid
  • 2 β - D -glucopyranosyl-1,3,6,7-tetrahydroxy-9 H -xanthen-9-one ( IUPAC )
Molecular formula C 19 H 18 O 11
Brief description

yellowish solid

External identifiers / databases
CAS number
  • 4773-96-0
  • 99331-60-9
EC number 624-757-7
ECHA InfoCard 100.153.319
PubChem 5281647
Wikidata Q1074417
properties
Molar mass 422.35 g · mol -1
Physical state

firmly

Melting point

266–268 ° C (decomposition)

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302
P: 301 + 312 + 330
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Mangiferine (also called quinonine ) is a xanthone derivative, more precisely the 2-C-glucoside of 1,3,6,7-tetrahydroxyxanthone.

Occurrence

Old mango tree

Mangiferin occurs naturally in plants of the genus Aphloia theiformis and mango (e.g. Mangifera indica ). A related compound is the neomangiferin C 25 H 28 O 16 (CAS number: 64809-67-2).

use

Mangiferin (as a component of extracts from mango leaves) is used in traditional Chinese medicine.

literature

  • Zhang HY: Scavenging effect of quinonine on free radicals studied with quantum chemistry . In: Acta Pharmacologica Sinica . tape 20 , no. 6 , 1999, p. 555-558 , PMID 10678153 .
  • K. Sanugul, T. Akao, Y. Li, N. Kakiuchi, N. Nakamura, M. Hattori: Isolation of a human intestinal bacterium that transforms mangiferin to norathyriol and inducibility of the enzyme that cleaves a C-glucosyl bond . In: Biological and Pharmaceutical Bulletin . tape 28 , no. 9 , 2005, p. 1672-1678 , PMID 16141538 .

Individual evidence

  1. a b Hideaki Matsuda, Masashi Tokunaga, Hiroyasu Iwahashi, Shunsuke Naruto, Hideki Yagi, Takashi Masuko, Michinori Kubo: Studies on Palauan Medicinal Herbs. II. Activation of Mouse Macrophages RAW 264.7 by Ongael, Leaves of Phaleria cumingii (MEISN.) F. VILL. and Its Acylglucosylsterols . In: Biological and Pharmaceutical Bulletin . tape 28 , no. 5 , 2005, p. 929-933 , doi : 10.1248 / bpb.28.929 .
  2. a b c Datasheet Mangiferin from Mangifera indica bark at Sigma-Aldrich , accessed on February 3, 2018 ( PDF ).
  3. ^ Mangiferin (Nanning Innovative Pharmaceutical Technology) ( Memento of March 2, 2008 in the Internet Archive ).