Teniposide
Structural formula | ||||||||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
General | ||||||||||||||||||||||
Non-proprietary name | Teniposide | |||||||||||||||||||||
other names |
|
|||||||||||||||||||||
Molecular formula | C 32 H 32 O 13 S. | |||||||||||||||||||||
External identifiers / databases | ||||||||||||||||||||||
|
||||||||||||||||||||||
Drug information | ||||||||||||||||||||||
ATC code | ||||||||||||||||||||||
Drug class | ||||||||||||||||||||||
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 | ||||||||||||||||||||||
|
||||||||||||||||||||||
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.
- ↑ 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 . There is not yet a