Camptothecin CAS: 7689-03-4
MF: C20H16N2O4
MW: 348.4
A reversible Mitochondrial Topo I inhibitor shown to exhibit antitumor activity.

Camptothecin (CAS 7689-03-4)

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Synonym: (S)-(+)-Camptothecin
Ansökan A reversible Mitochondrial Topo I inhibitor shown to exhibit antitumor activity
Momsregistreringsnummer :: 7689-03-4
Purity: ≥98%
Molecular Weight: 348.4
Molecular Formula: C20H16N2O4
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Camptothecin was originally isolated from the stem wood of the Camptotheca acuminata tree and was shown to exhibit antileukemic/antitumor activity, and reversibly inhibit Mitochondrial Topo I (nuclear Topo I (topoisomerase I)) by binding to and stabilizing the topoisomerase-DNA covalent complex. Advancing replication forks are believed to interact with these complexes leading to double strand breaks, which is thought to be responsible for much of the cytotoxicity; other research has shown that some of the antitumor activity could be derived from the inhibition of NOS2 (iNOS or inducible nitric oxide synthase) which generates nitric oxide, an important regulator of angiogenesis and other biochemical pathways. The discovery of camptothecin spurred the development of many derivatives with superior activity and solubility, including irinotecan (sc-202186) and topotecan (sc-204919). Although most noted for its anticancer activity, camptothecin and derivatives have shown other pertinent biochemical actions, including: antiprotozoal, antimalarial, inhibition of HIV, upregulation of p53, and induction of apoptosis. This product also exhibits intense blue fluorescence when exposed to UV light, which could be useful in optical experiments.


Konferenser

1. Hertzberg, R.P., et al. 1990. J. Biol. Chem. 265: 19287-19295. PMID: 2172250
2. Slichenmyer, W.J., et al. 1993. J. Natl. Cancer Inst. 85: 271-291. PMID: 8381186
3. Tanizawa, A., et al. 1995. Biochemistry. 34: 7200-7206. PMID: 7766631
4. Ljungman, M., et al. 1996. Carcinogenesis. 17: 31-35. PMID: 8565133
5. Suzuki, A., et al. 1996. Exp. Cell Res. 227: 154-159. PMID: 8806462
6. Shimizu, T., et al. 1997. Leukemia. 11: 1238-1244. PMID: 9264376
7. Pommier, Y., et al. 1998. Biochim. Biophys. Acta. 1400: 83-105. PMID: 9748515
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9. Sriram, D., et al. 2005. Nat. Prod. Res. 19: 393-412. PMID: 15938148

Physical State :
Solid
Solubility :
Soluble in chloroform/methanol (4:1) (4 mg/ml), DMSO (10 mg/ml), methanol (40 mg/ml), 0.1N sodium hydroxide (50 mg/ml), and acetic acid. Insoluble in water.
LAGRING :
Store at -20° C
Melting Point :
260° C (dec.)
Refractive Index :
n20D 1.75
IC50 :
DNA enzyme topoisomerase I (topo I): IC50 = 0.68 µM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
UQ0492000
PubChem CID :
24360
Merck Index :
14: 1735
MDL Number :
MFCD00081076
Beilstein Registry :
631069
SMILES :
CC[[email protected]@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O

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Camptothecin  Produkt Citat

See how others have used Camptothecin. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 15 total

PMID: # 30514321  Tan, SN. et al. 2018. BMC Mol. Biol. 19: 15.

PMID: # 30213795  Funato, K.|Hayashi, T.|Echizen, K.|Negishi, L.|Shimizu, N.|Koyama-Nasu, R.|Nasu-Nishimura, Y.|Morishita, Y.|Tabar, V.|Todo, T.|Ino, Y.|Mukasa, A.|Saito, N.|Akiyama, T.| et al. 2018. EMBO Rep. 19:

PMID: # 29031818  Khageh Hosseini, S. et al. 2017. Biochem. Pharmacol. 146: 53-62.

PMID: # 27852435  Lopez-Mosqueda, J. et al. 2016. Elife. 5:

PMID: # 26703711  Claus, C. et al. 2015. Viruses. 7: 6108-26.

PMID: # 25525250  Funato, K. et al. 2014. Science. 346: 1529-33.

PMID: # 22851130  Gillies, AT. et al. 2012. Molecular bioSystems. 8: 2901-8.

PMID: # 17965250  Legrand, M. et al. 2007. Eukaryotic Cell. 6: 2194-2205.

PMID: # 17515603  Seiler, JA. et al. 2007. Mol. Cell. Biol. 27: 5806-5818.

PMID: # 17030995  Malavazi, I. et al. 2006. Eukaryotic Cell. 5: 1688-1704.

Citations 1 to 10 of 15 total
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