Date published: 2025-11-22

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Debromohymenialdisine (CAS 75593-17-8)

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Alternate Names:
DBH
Application:
Debromohymenialdisine is a G2 DNA damage checkpoint inhibitor
CAS Number:
75593-17-8
Purity:
≥90%
Molecular Weight:
245.2
Molecular Formula:
C11H11N5O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Debromohymenialdisine is an inhibitor of G2 DNA damage checkpoint (IC50 = 8 muM) and check point kinases 1 (Chk1) and 2 (Chk2) (IC50 = 3 muM and IC50 = 3.5 muM, respectively). Differing from many other checkpoint inhibitors, Debromohymenialdisine does not inhibit ataxia-telangiectasia mutated (ATM) or ATM-Rad3-related protein. Debromohymenialdisine also inhibits MAP kinase kinase 1 (MEK-1) (IC50 = 881 nM) but is not as potent as 10Z-hymenialdisine (IC50 = 6 nM).


Debromohymenialdisine (CAS 75593-17-8) References

  1. Inhibition of the G2 DNA damage checkpoint and of protein kinases Chk1 and Chk2 by the marine sponge alkaloid debromohymenialdisine.  |  Curman, D., et al. 2001. J Biol Chem. 276: 17914-9. PMID: 11279124
  2. Synthesis of C(11)N(5) Marine Sponge Alkaloids: (+/-)-Hymenin, Stevensine, Hymenialdisine, and Debromohymenialdisine.  |  Xu Yz, YZ., et al. 1997. J Org Chem. 62: 456-464. PMID: 11671434
  3. Aldisine alkaloids from the Philippine sponge Stylissa massa are potent inhibitors of mitogen-activated protein kinase kinase-1 (MEK-1).  |  Tasdemir, D., et al. 2002. J Med Chem. 45: 529-32. PMID: 11784156
  4. G2 checkpoint abrogators as anticancer drugs.  |  Kawabe, T. 2004. Mol Cancer Ther. 3: 513-9. PMID: 15078995
  5. Identification of a buried pocket for potent and selective inhibition of Chk1: prediction and verification.  |  Foloppe, N., et al. 2006. Bioorg Med Chem. 14: 1792-804. PMID: 16289938
  6. Trans-activation of the DNA-damage signalling protein kinase Chk2 by T-loop exchange.  |  Oliver, AW., et al. 2006. EMBO J. 25: 3179-90. PMID: 16794575
  7. Oxaliplatin responses in colorectal cancer cells are modulated by CHK2 kinase inhibitors.  |  Pires, IM., et al. 2010. Br J Pharmacol. 159: 1326-38. PMID: 20128802
  8. Normal and malignant epithelial cells with stem-like properties have an extended G2 cell cycle phase that is associated with apoptotic resistance.  |  Harper, LJ., et al. 2010. BMC Cancer. 10: 166. PMID: 20426848
  9. Cellular localization of debromohymenialdisine and hymenialdisine in the marine sponge Axinella sp. using a newly developed cell purification protocol.  |  Song, YF., et al. 2011. Mar Biotechnol (NY). 13: 868-82. PMID: 21246234
  10. Synthesis and evaluation of debromohymenialdisine-derived Chk2 inhibitors.  |  Saleem, RS., et al. 2012. Bioorg Med Chem. 20: 1475-81. PMID: 22285028
  11. Increased activity of CHK enhances the radioresistance of MCF-7 breast cancer stem cells.  |  Yang, ZX., et al. 2015. Oncol Lett. 10: 3443-3449. PMID: 26788148
  12. Cultivation of fractionated cells from a bioactive-alkaloid-bearing marine sponge Axinella sp.  |  Song, Y., et al. 2021. In Vitro Cell Dev Biol Anim. 57: 539-549. PMID: 33948851
  13. Bioactive alkaloids from the tropical marine sponge Axinella carteri.  |  Supriyono, A., et al. 1995. Z Naturforsch C J Biosci. 50: 669-74. PMID: 8579685

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Debromohymenialdisine, 100 µg

sc-202127
100 µg
$100.00