Lactucopicrin

Structural formula
General
Surname	Lactucopicrin
other names	[(3a R , 4 S , 9a S , 9b R ) -4-hydroxy-6-methyl-3-methylidene-2,7-dioxo-4,5,9a, 9b -tetrahydro-3a H -azuleno [8 , 7- b ] furan-9-yl] methyl 2- (4-hydroxyphenyl) acetate; Intybin;
Molecular formula	C 23 H 22 O 7
External identifiers / databases
PubChem	174863
Wikidata	Q410052
properties
Molar mass	410.42 g · mol -1
Physical state	firmly
Melting point	254 ° C (hydrate)
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Lactucopicrin (outdated intybin ) is a bitter substance . Chemically it is a sesquiterpene lactone . More recent laboratory tests show an effectiveness against malaria and, in the mouse model, an analgesic effect.

Occurrence

Endive ( Cichorium endivia )

The natural substance is contained, for example, in lettuce species, endive and chicory .

properties

The specific rotation value of lactucopicrin is −67.3 ° (in pyridine at 17.5 ° C ).

literature

G. Schenck, H. Graf, W. Schreber: On the isolation of lactucin and lactucopicrin. V. Communication on the bitter substances in the milk juice of Lactuca virosa. Archive pharmacy 277/4/ 1939 . Pp. 137-176 ( doi: 10.1002 / ardp.19392770401 ).
Erwin Winter: About the occurrence and development conditions of the dye Intybin . In: Planta , Vol. 54, No. 3 (1960), pp. 326-332 ( doi: 10.1007 / BF01945865 )

Individual evidence

↑ ^a ^b Susan Budavari (Ed.): The Merck Index . 12th edition. Merck & Co., Whitehouse Station, New Jersey, USA 1996, ISBN 0-911910-12-3 .
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ TA Bischoff et al: Antimalarial activity of Lactucin and Lactucopicrin: sesquiterpene lactones isolated from Cichorium intybus L. 95 / 2-3 / 2004. J. Ethnopharmacol. , Pp. 455-457, doi: 10.1016 / j.jep.2004.06.031 .
↑ Wu H. et al .: Isolation of three sesquiterpene lactones from the roots of Cichorium glandulosum Boiss. et Huet. by high-speed counter-current chromatography. J. Chromatogr. A . 1176 / 1-2 / 2007 pp. 217-22. PMID 18037424 .
↑ Wesolowska A. et al .: Analgesic and sedative activities of lactucin and some lactucin-like guaianolides in mice. J Ethnopharmacol 107/2/ 2006 PMID 16621374 .

Web links

ctd.mdibl.org

[merck_index-1] Susan Budavari (Ed.): The Merck Index . 12th edition. Merck & Co., Whitehouse Station, New Jersey, USA 1996, ISBN 0-911910-12-3 .

[NV-2] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[3] TA Bischoff et al: Antimalarial activity of Lactucin and Lactucopicrin: sesquiterpene lactones isolated from Cichorium intybus L. 95 / 2-3 / 2004. J. Ethnopharmacol. , Pp. 455-457, doi: 10.1016 / j.jep.2004.06.031 .

[4] Wu H. et al .: Isolation of three sesquiterpene lactones from the roots of Cichorium glandulosum Boiss. et Huet. by high-speed counter-current chromatography. J. Chromatogr. A . 1176 / 1-2 / 2007 pp. 217-22. PMID 18037424 .

[5] Wesolowska A. et al .: Analgesic and sedative activities of lactucin and some lactucin-like guaianolides in mice. J Ethnopharmacol 107/2/ 2006 PMID 16621374 .