HomoharringtonineAn inhibitor of diphenylalanine formation & acetylphenylalanyl-puromycin

Homoharringtonine (CAS 26833-87-4)

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Sinónimo: Omacetaxine mepesuccinate; Cephalotaxine 4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate
Solicitud: An inhibitor of diphenylalanine formation & acetylphenylalanyl-puromycin
Número de CAS: 26833-87-4
Pureza: ≥98%
Peso Molecular: 545.62
Fórmula Molecular: C29H39NO9
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Homoharringtonine is a cephalotaxine alkaloid which inhibits the formation of diphenylalanine and acetylphenylalanyl-puromycin in liver ribosomes. Homoharringtonine has promising activity in hematologic malignancies and functions as an antileukemic. Homoharringtonine blocks the elongation phase of translation by binding to the 60-S ribosome subunit. Additionally, homoharringtonine has been shown to lower telomerase levels, inhibit protein synthesis, and induce apoptosis.


References

1. Feldman, E., et al., 1992. Homoharringtonine is safe and effective for patients with acute myelogenous leukemia. Leukemia. 6(11): 1185-8. PMID: 1434802
2. Tujebajeva, R M., et al., 1992. Selective inhibition of the polypeptide chain elongation in eukaryotic cells. Biochimica et biophysica acta. 1129(2): 177-82. PMID: 1730056
3. Warrington, R C., et al., . Different effects of L-histidinol and homoharringtonine on 5-fluorouracil and bis-chloroethylnitrosourea activity in a murine model. Anticancer research. 11(5): 1879-83. PMID: 1768059
4. Kantarjian, H M., et al., 2001. Homoharringtonine: history, current research, and future direction. Cancer. 92(6): 1591-605. PMID: 11745238
5. Luo, Chang Ying., et al., 2004. Homoharringtonine: a new treatment option for myeloid leukemia. Hematology (Amsterdam, Netherlands). 9(4): 259-70. PMID: 15621733
6. Xie, Wan-Zhuo., et al., 2006. Homoharringtonine-induced apoptosis of human leukemia HL-60 cells is associated with down-regulation of telomerase. The American journal of Chinese medicine. 34(2): 233-44. PMID: 16552835

Apariencia :
Powder
Estado de Materia :
Solid
Forma Derivada :
Cephalotaxus hainanensis
Solubilidad :
Soluble in DMSO (100 mM), ethanol (50 mM), water (partly), chloroform, and methanol.
ALMACENAMIENTO :
Store at 4° C
Punto de Fusión :
143-145° C
Punto de ebullición :
~713.1° C at 760 mmHg (Predicted)
Densidad :
~1.3 g/cm3 (Predicted)
Indice de Refracción :
n20D 1.61 (Predicted)
Actividad Óptica :
α20/D -125°, c = 0.25 in chloroform
IC50 :
KB: IC50 = 4 nM (human); A549: IC50 = 30 nM (human); P388: IC50 = 31.16 nM (mouse); Cytotoxicity against drug-resistant human KB-VIN cells: IC50 = 0.51 µM
Valores de pK :
pKa: 11.6 (Predicted), pKb: 6.38 (Predicted)
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
WGK Alemania :
3
RTECS :
FK0260000
PubChem CID :
285033
Indice de Merck :
14: 10435
Número MDL :
MFCD03410264
Registro Beilstein :
5687925
SMILES :
CC(C)(CCC[C@](CC(=O)OC)(C(=O)O[C@H]1[C@H]2C3=CC4=C(C=C3CCN5[C@@]2(CCC5)C=C1OC)OCO4)O)O

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Homoharringtonine  Menciones del Producto

Ver como otros han utilizado Homoharringtonine. Haga click en la entrada de PubMed .

Citaciones 1 a 3 de un total de 3

PMID: # 29344898  2018. Methods Mol. Biol. 1711: 351-398.

PMID: # 26762417  Chen, WL. et al. 2016. BMC Cancer. 16: 17.

PMID: # 31633216  Eur. J. Immunol. 49: 1457-1973.

Citaciones 1 a 3 de un total de 3
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