FSL0429

Structure

• InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
• InChIKey=VSJKWCGYPAHWDS-FQEVSTJZSA-N

Synonyms

• 7689-03-4
• Camptothecin
• Camptothecin

Origin

Camptotheca acuminata

Biological activities

antineoplastic
Inhibition of DNA synthesis

Therapeutic

Anticancer

Target

Topoisomerase I

Assay information

Stabilization of the cleavable complex formed between DNA and topoisomerase I, preventing DNA re-ligation and causing DNA synthesis inhibition
Growth inhibition against various cancer cell lines (9KB, HL-60, L1210, MOLT4, KG1 at 0.01-0.1 μg/ml)

References

• Redinbo MR, Stewart L, Kuhn P, Champoux JJ, Hol WG
  Crystal structures of human topoisomerase I in covalent and noncovalent complexes with DNA.
  Science, 279(5356): 1504-1513 (1998)  9488644
• Hertzberg RP, Busby RW, Caranfa MJ, Holden KG, Johnson RK, Hecht SM, Kingsbury WD
  Irreversible trapping of the DNA-topoisomerase I covalent complex. Affinity labeling of the camptothecin binding site.
  J Biol Chem, 265(31): 19287-19295 (1990)  2172250
• Del Bino G, Skierski JS, Darzynkiewicz Z
  Diverse effects of camptothecin, an inhibitor of topoisomerase I, on the cell cycle of lymphocytic (L1210, MOLT-4) and myelogenous (HL-60, KG1) leukemic cells.
  Cancer Res, 50(18): 5746-5750 (1990)  2168279
• Hsiang YH, Hertzberg R, Hecht S, Liu LF
  Camptothecin induces protein-linked DNA breaks via mammalian DNA topoisomerase I.
  J Biol Chem, 260(27): 14873-14878 (1985)  2997227
• Wani MC, Ronman PE, Lindley JT, Wall ME
  Plant antitumor agents. 18. Synthesis and biological activity of camptothecin analogues.
  J Med Chem, 23(5): 554-560 (1980)  7381856
• Monroe E. Wall , M. C. Wani , C. E. Cook , Keith H. Palmer , A. T. McPhail , G. A. Sim
  Plant Antitumor Agents. I. The Isolation and Structure of Camptothecin, a Novel Alkaloidal Leukemia and Tumor Inhibitor from Camptotheca acuminata
  J. Am. Chem. Soc., 88(16): 3888-3890 (1966)  doi: 10.1021/ja00968a057