Vitexin

Structural formula
General
Surname	Vitexin
other names	8-C-glucosyl-apigenin Apigenin-8-C-glucoside 8 β - D -glucopyranosyl-5,7-dihydroxy-2- (4-hydroxyphenyl) -4 H -chromen-4-one
Molecular formula	C 21 H 20 O 10
Brief description	yellow powder
External identifiers / databases
CAS number 3681-93-4 EC number 222-963-8 ECHA InfoCard 100.020.876 PubChem 5280441 ChemSpider 4444098 Wikidata Q259075
properties
Molar mass	432.38 g mol −1
Physical state	firmly
Melting point	260-263 ° C
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
Toxicological data	1 mg kg −1 ( LD 50 ,  mouse ,  ip )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Vitexin is a naturally occurring chemical compound . As 8-C-glucosyl- apigenin , Vitexin is a derivative of apigenin , a plant pigment from the group of flavonoids . The C-glycoside is strictly speaking not a real glycoside , however, is often attributed to this group. Vitexin acts like many other flavonoids as antioxidants . In isolated form it is a crystalline yellow powder.

Occurrence

Blue passion flower ( Passiflora caerulea )

Vitexin occurs in the passion flower , in nettles and often in hawthorn leaves . It was also found in the leaves of some types of bamboo, as well as in knotweed ( Persicaria ), rye ( Secale cereale ) and in the seeds of fenugreek ( Trigonella foenum-graecum ).

Structurally related

One isomer of vitexin is isovitexin (apigenin-6-C-glucoside).

Individual evidence

1. ↑ ^{a b c} Data sheet Vitexin at Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).
2. ↑ SK Kapoor, PI Ahmad, A. Zaman: Chemical constituents of ailanthus excelsa . In: Phytochemistry . tape 10 , no. 12 , 1971, p. 3333 , doi : 10.1016 / S0031-9422 (00) 97424-7 .
3. ↑ Entry on Vitexin in the ChemIDplus database of the United States National Library of Medicine (NLM)
4. ↑ Planta Medica . Vol. 43, 1981, p. 396.
5. ↑ T. Dingermann, K. Hiller, G. Schneider, I. Zündorf: Schneider drug drugs. 5th edition. Elsevier 2004, ISBN 3-8274-1481-4 , p. 195.
6. ↑ Quantitative determination of plant phenolics in Urtica dioica extracts by high-performance liquid chromatography coupled with tandem mass spectrometric detection . In: Food Chemistry . tape 143 , January 15, 2014, ISSN  0308-8146 , p. 48–53 , doi : 10.1016 / j.foodchem.2013.07.097 ( sciencedirect.com [accessed March 30, 2018]).
7. ↑ T. Dingermann, K. Hiller, G. Schneider, I. Zündorf: Schneider drug drugs. 5th edition. Elsevier 2004, ISBN 3-8274-1481-4 , p. 199.
8. ↑ Y. Zhang, J. Jiao, C. Liu, X. Wu, Zhang, Y: Isolation and purification of four flavone C-glycosides from antioxidant of bamboo leaves by macroporous resin column chromatography and preparative high-performance liquid chromatography. In: Food Chemistry . 2007. doi: 10.1016 / j.foodchem.2007.09.037 .
9. ^ R. Hänsel , K. Keller, H. Rimpler, G. Schneider (Eds.): Hager's Handbook of Pharmaceutical Practice. Volume 6: Drugs P-Z. 5th edition. Springer Berlin / Heidelberg / New York 1994, ISBN 3-540-52639-0 , p. 74.
10. ^ R. Hänsel, K. Keller, H. Rimpler, G. Schneider (Eds.): Hager's Handbook of Pharmaceutical Practice. Volume 6: Drugs P-Z. 5th edition. Springer Berlin / Heidelberg / New York 1994, ISBN 3-540-52639-0 , p. 649.
11. ^ R. Hänsel, K. Keller, H. Rimpler, G. Schneider (Eds.): Hager's Handbook of Pharmaceutical Practice. Volume 6: Drugs P-Z. 5th edition. Springer Berlin / Heidelberg / New York 1994, ISBN 3-540-52639-0 , p. 1000.