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Vinblastine

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Vinblastine chemical structure
Vinblastine

dimethyl (2β,3β,4β,5α,12β,19α)-15-[(5S,9S)-5-ethyl-5-hydroxy-9-(methoxycarbonyl)-1,4,5,6,7,8,9,10-octahydro-2H-3,7-methanoazacycloundecino[5,4-b]indol-9-yl]-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3,4-dicarboxylate
IUPAC name
CAS number
865-21-4
ATC code

L01CA01

PubChem
8935
DrugBank
APRD00708
Chemical formula {{{chemical_formula}}}
Molecular weight 810.974 g/mol
Bioavailability n/a
Metabolism Hepatic (CYP3A4-mediated)
Elimination half-life 24.8 hours (terminal)
Excretion Biliary and renal
Pregnancy category {{{pregnancy_category}}}
Legal status {{{legal_status}}}
Routes of administration Exclusively intravenous


Vinblastine is an anti-mitotic drug used as an antineoplastic drug to treat certain kinds of cancer, including Hodgkin's lymphoma, non-small cell lung cancer, breast cancer, head and neck cancer, and testicular cancer.

HistoryEdit

Vinblastine was first isolated by Robert Noble and Charles Thomas Beer from the Madagascar periwinkle plant. Vinblastine's utility as a chemotherapeutic agent was first discovered when it was crushed into a tea. Consumption of the tea led to a decreased number of white blood cells; therefore, it was hypothesized that vinblastine might be effective against cancers of the white blood cells such as lymphoma.

PharmacologyEdit

Vinblastine is a vinca alkaloid and a chemical analogue of vincristine. It binds tubulin, thereby inhibiting the assembly of microtubules. It is M phase cell cycle specific since microtubules are a component of the mitotic spindle and the kinetochore which are necessary for the separation of chromosomes during anaphase of mitosis. Toxicities include bone marrow suppression (which is dose-limiting), gastrointestinal toxicity, potent vesicant (blister-forming) activity, and extravasation injury (forms deep ulcers).

Vinblastine paracrystals may be composed of tightly-packed unpolymerized tubulin or microtubules.[1]

IndicationsEdit

Vinblastine is a component of a number of chemotherapy regimens, including ABVD for Hodgkin lymphoma. It is also used to treat histiocytosis according to the established protocols of the Histiocytosis Association of America.

See alsoEdit

FootnotesEdit


ReferencesEdit

  • Bell, G. A., & Morgan, I. G. (1981). The effects of colchicine and vinblastine on memory in chicks: Behavioural Brain Research Vol 2(3) May 1981, 301-322.


File:Vinblastine.png

Template:Chemotherapeutic agents


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