Teniposide

Structural formula
General
Non-proprietary name	Teniposide
other names	4'-Demethylepipodophyllotoxin-β-D-thenylidene glucoside; VM-26; VM26; NSC122819; NSC 12819;
Molecular formula	C 32 H 32 O 13 S.
External identifiers / databases
EC number	249-831-2
ECHA InfoCard	100.045.286
PubChem	452548
ChemSpider	398606
DrugBank	DB00444
Wikidata	Q417555
Drug information
ATC code	L01 CB02
Drug class	Cytostatic
Mechanism of action	Topoisomerase II inhibitors
properties
Molar mass	656.66 g · mol -1
Physical state	firmly
Melting point	242-246 ° C
pK s value	10.3
solubility	almost insoluble in water
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances danger
H and P phrases	H: 350
	P: ?
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Teniposide (trade name: Vumon ^® , manufacturer: BristolMyersSquibb) is a glycoside of podophyllotoxin . Because of its cell growth inhibiting effect, it is used as a cytostatic agent in the treatment of tumors . Teniposide is obtained semi-synthetically from the roots of the evergreen American May apple ( Podophyllum peltatum ).

Teniposide is a topoisomerase inhibitor. It inhibits topoisomerase II and thus hinders DNA replication in the cell during the S phase (and also G2 phase) of the cell cycle .

literature

de Jong SC et al .: Topoisomerase II as a target of VM-26 and 4 ′ - (9-acridinylamino) methanesulfon-m-aniside in atypical multidrug resistant human small cell lung carcinoma cells . Cancer Res . 1993 Mar 1; 53 (5): 1064-1071. PMID 8382551
Relling MV et al .: Human cytochrome P450 metabolism of teniposide and etoposide . J Pharmacol Exp Ther . 1992 May; 261 (2): 491-496. PMID 1578365

Individual evidence

↑ ^a ^b ^c Entry on teniposide. In: Römpp Online . Georg Thieme Verlag, accessed on June 13, 2014.
↑ Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of teniposide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), which was accessed on June 5, 2020, is reproduced from a self-classification by the distributor .

[Römpp-1] Entry on teniposide. In: Römpp Online . Georg Thieme Verlag, accessed on June 13, 2014.

[2] Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of teniposide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), which was accessed on June 5, 2020, is reproduced from a self-classification by the distributor .