symphytine

symphytine Property

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symphytine Chemical Properties,Usage,Production

Description This pyrrolizidine alkaloid occurs in the roots of Symphytum officinale Linn. and is difficult to crystallize. The above structure has been proposed on the basis of chemical degradation and spectroscopic evidence.
Uses Symphytine is a pyrrolizidine alkaloid isolated from Symphytum officinale and has carcinogenicity[1].
Definition ChEBI: A but-2-enoate ester obtained by formal condensation of the carboxy group of (2E)-2-methylbut-2-enoic acid with the 1-hydroxy group of (1R,7aR)-7-({[(2S,3S)-2,3-dihydroxy- -isopropylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ol.
in vivo
Symphytine (intraperitoneal injection; 13 mg/kg; 330 days) leads to survival for more than 330 days after the start of injections. Four of 20 rats (20%) had liver tumors: three has hemangioendothelial sarcoma and 1 has liver cell adenoma^[1].
Animal Model: Male inbred ACI rats^[1]
Dosage: 13 mg/kg
Administration: Intraperitoneal injection; 330 days
Result: Led to hepatic tumor in rats.
References Furuya, Araki., Chem. Pharm. Bull. (Tokyo), 16,2512 (1968)
Structure: Furuya, Hikichi., Phytochem., 10, 2217 (1971)

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22571-95-5, symphytineRelated Search:

对照品
C20H31NO6
西门肺草碱
22571-95-5
2-Butenoic acid, 2-methyl-, (1R,7aR)-7-[[(2S,3S)-2,3-dihydroxy-2-(1-methylethyl)-1-oxobutoxy]methyl]-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, (2E)-
symphytine

Animal Model:	Male inbred ACI rats^[1]
Dosage:	13 mg/kg
Administration:	Intraperitoneal injection; 330 days
Result:	Led to hepatic tumor in rats.