120154-96-3
Chemical Structure
Eilatin
- CAS No.: 120154-96-3
- Formula:C24H12N4
- Molecular Weight:356.38
InChIKey: XLONQTAYDCFVPP-UHFFFAOYSA-N
SMILES: C1(C2=C(N=C3C4=C5C6=NC=CC5=C7C=CC=CC7=N4)C=CC=C2)=C3C6=NC=C1
Biological Activity: Eilatin is a seven-ring pyridoacridine marine alkaloid with anticancer, antibacterial, and antiparasitic activities. Eilatin acts as a DNA intercalator with selectivity for electron-deficient polycyclic purines; it can chelate Ni2+ ions and cleave DNA via hydroxyl radical generation. Eilatin induces the SOS response in bacteria, inhibits cancer cell proliferation, and induces cancer cell differentiation and reversion of transformation. The IC50 of Eilatin against Trypanosoma brucei brucei is 1.33 μM. Eilatin can be used in research related to colon tumors, neuroblastoma, chronic myeloid leukemia, acute myeloid leukemia, and trypanosome infections[1][2][3][4][5][6][7].
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Eilatin | Eilatin is a seven-ring pyridoacridine marine alkaloid with anticancer, antibacterial, and antiparasitic activities. Eilatin acts as a DNA intercalator with selectivity for electron-deficient polycyclic purines; it can chelate Ni2+ ions and cleave DNA via hydroxyl radical generation. Eilatin induces the SOS response in bacteria, inhibits cancer cell proliferation, and induces cancer cell differentiation and reversion of transformation. The IC50 of Eilatin against Trypanosoma brucei brucei is 1.33 μM. Eilatin can be used in research related to colon tumors, neuroblastoma, chronic myeloid leukemia, acute myeloid leukemia, and trypanosome infections. | |||||||||||||||||||||
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- [1]. McDonald LA, et al. Inhibition of topoisomerase II catalytic activity by pyridoacridine alkaloids from a Cystodytes sp. ascidian: a mechanism for the apparent intercalator-induced inhibition of topoisomerase II. Journal of medicinal chemistry. 1994 Oct 28;37(22):3819-27. [Content Brief]
- [2]. Shochet NR, et al. Novel marine alkaloids from the tunicate Eudistoma sp. are potent regulators of cellular growth and differentiation and affect cAMP-mediated processes. Journal of cellular physiology. 1993 Dec;157(3):481-92. [Content Brief]
- [3]. Einat M, et al. Eilatin: a novel marine alkaloid inhibits in vitro proliferation of progenitor cells in chronic myeloid leukemia patients. Experimental hematology. 1995 Dec;23(14):1439-44. [Content Brief]
- [4]. Toren A, et al. Human umbilical cord blood myeloid progenitor cells are relatively chemoresistant: a potential model for autologous transplantations in HIV-infected newborns. American journal of hematology. 1997 Nov;56(3):161-7. [Content Brief]
- [5]. Einat M, et al. Synergistic effects of interleukin-11 with other growth factors on the expansion of hematopoietic progenitors from normal individuals and chronic myeloid leukemia patients resistant to treatment with cytosine arabinoside or eilatin. Leukemia research. 1996 Sep;20(9):751-9. [Content Brief]
- [6]. Camp D, et al. Drug-like properties: guiding principles for the design of natural product libraries. J Nat Prod. 2012 Jan 27;75(1):72-81. doi: 10.1021/np200687v. Epub 2011 Dec 28. PMID: 22204643. [Content Brief]
- [7]. Feng Y, et al. Antitrypanosomal pyridoacridine alkaloids from the Australian ascidian Polysyncraton echinatum[J]. Tetrahedron Letters, 2010, 51(18): 2477-2479.
Keywords
