Vincristine

from Wikipedia, the free encyclopedia
Structural formula
Vincristine structural formula
General
Non-proprietary name Vincristine
other names

Leurocristin

Molecular formula C 46 H 56 N 4 O 10
Brief description

colorless powder (sulfate)

External identifiers / databases
CAS number
  • 57-22-7
  • 2068-78-2 (sulfate)
EC number 200-318-1
ECHA InfoCard 100,000,289
PubChem 5978
ChemSpider 5758
DrugBank DB00541
Wikidata Q408977
Drug information
ATC code

L01 CA02

Drug class

Cytostatic

Mechanism of action

Mitosis inhibitors

properties
Molar mass 825.0 g · mol -1
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances

sulfate

no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
Toxicological data

1 mg kg −1 ( LD 50rativ )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Vincristine is an alkaloid from the rose-colored Catharanthe ( Catharanthus roseus , former name Vinca rosea ). It belongs to the semisynthetic vinca alkaloids . Vincristine is a cytostatic agent that is used as a mitosis inhibitor in addition to or alternately with other cytostatic agents in chemotherapy for the treatment of cancer . Treatment with vincristine alone is not common.

Vinca alkaloids bind to the protein tubulin and thus inhibit the formation of microtubules . During cell division in the metaphase (M phase), microtubules ensure that the respective chromosome pairs of the newly formed cells are pulled apart. In this way, vinca alkaloids prevent the chromosomes from being distributed to the daughter cells during cell division and thus cause cell death . As a result, they particularly affect the rapidly dividing cells in tumors .

Vinca alkaloids also disrupt DNA / RNA synthesis.

Unwanted side effect: polyneuropathy

Analytics

For reliable qualitative and quantitative determination of vincristine, the coupling of HPLC with mass spectrometry is suitable after appropriate sample preparation .

Trade names

Monopreparations

Cellcristin (D), Oncovin (A, CH), various generics (D, A, CH)

Individual evidence

  1. a b data sheet Vincristine sulfate salt from Sigma-Aldrich , accessed on May 29, 2011 ( PDF ).
  2. Entry on vincristine in the ChemIDplus database of the United States National Library of Medicine (NLM)
  3. ^ A. Moore, R. Pinkerton: Vincristine: Can its therapeutic index be enhanced? In: Pediatric Blood & Cancer . Volume 53, Number 7, December 2009, pp. 1180-1187, doi : 10.1002 / pbc.22161 . PMID 19588521 .
  4. Hantrakul S, Klangkaew N, Kunakornsawat S, Tansatit T, Poapolathep A, Kumagai S, Poapolathep S .: Clinical pharmacokinetics and effects of vincristine sulfate in dogs with transmissible venereal tumor (TVT). , J Vet Med Sci. 2014 Dec; 76 (12): 1549-53, PMID 25649934
  5. Zhang L, Gai QH, Zu YG, Yang L, Ma YL, Liu Y .: Simultaneous quantitative determination of five alkaloids in Catharanthus roseus by HPLC-ESI-MS / MS. , Chin J Nat Med. 2014 Oct; 12 (10): 786-93, PMID 25443373
  6. Kumar A, Patil D, Rajamohanan PR, Ahmad A .: Isolation, purification and characterization of vinblastine and vincristine from endophytic fungus Fusarium oxysporum isolated from Catharanthus roseus. , PLoS One. 2013 Sep 16; 8 (9): e71805, PMID 24066024