Size: 1mg Synonyms: 2-Crotonyloxymethyl-cyclohex-2-enone CAS# : 106281-45-2 Molecular Formula : C11H14O3 Molecular Weight : 194.230 Supplied as : Oil Purity : > 98% (HPLC) Long Term Storage : at -20 °C Solubility : Soluble in CH3CN, CHCl3 , DMSO
Note: It is recommended to avoid using alcohol such as MeOH or EtOH which may decrease the purity of COMC.
Description:
COMC, synthetic analog of COTC, shows cytotoxic activities against lung cancer cell lines A549 and H460 with the IC50 values of 55 and 40 μM, respectively. COMC shows 10 times or more potent activity against murine colon adenocarcinoma cell line MAC26 (IC50 = 1.1 μM) and human colon adenocarcinoma cell line HCLO (IC50 = 1.6 μM) compared to the related natural product, COTC, while COMC and COTC are equitoxic against some other tumor cell lines.
References
1) Glutathionyltransferase catalyzed addition of glutathione to COMC: a new hypothesis for antitumor activity. Hamilton D. S,et al. Org Lett. 2002 4(7) 1209-1212.
2) Arene cis-dihydrodiols: Useful precursors for the preparation of analogues of the anti-tumor agent, 2-crotonyloxymethyl(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone (COTC). Arthurs C.L,et al. BioorgMed Chem Lett. 2007 175974-5977.
3) Synthesis and cytotoxicity of shilkimateanalogues. Structure: activity studies based on 1-crotonyloxymethyl-3R, 4R, 5R-trihydroxycyclohex-2-enone. AghilO, et al. Anti-Cancer Drug Design 1992 767-82.