Chromomycin A3 is an anthraquinone that exhibits antibacterial and anticancer chemotherapeutic activity. Chromomycin A3 binds Mg2+ and Zn2+ ions, and these complexes bind GC sequences in nucleosomal DNA; this inhibits DNA gyrase, RNA polymerase, and DNA transcription. Chromomycin inhibits growth of bacteria such as Bacillus, inhibits alcohol dehydrogenase, and suppresses tumor growth of breast cancer xenografts in animal models.
| Cas No. | 7059-24-7 |
|---|---|
| Purity | ≥97% |
| Formula | C57H82O26 |
| Formula Wt. | 1183.2488 |
| IUPAC Name | [6-[[6-[4-[4-(5-acetyloxy-4-hydroxy-4,6-dimethyloxan-2-yl)oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-7-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-4,10-dihydroxy-3-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy]-4-(4-hydroxy-5-methoxy-6-methyloxan-2-yl)oxy-2-methyloxan-3-yl] acetate |
| Melting Point | 182-186°C |
| Appearance | Yellow Powder |
| Store Temp | 4°C |
|---|---|
| Ship Temp | Ambient |
| Info Sheet | C2969 Info Sheet PDF |
|---|
Devi PG, Chakraborty PK, Dasgupta D. Inhibition of a Zn(II)-containing enzyme, alcohol dehydrogenase, by anticancer antibiotics, mithramycin and chromomycin A3. J Biol Inorg Chem. 2009 Mar;14(3):347-59. PMID: 19034537.
Mir MA, Dasgupta D. Association of the anticancer antibiotic chromomycin A(3) with the nucleosome: role of core histone tail domains in the binding process. Biochemistry. 2001 Sep 25;40(38):11578-85. PMID: 11560508.
Simon H, Wittig B, Zimmer C. Effect of netropsin, distamycin A and chromomycin A3 on the binding and cleavage reaction of DNA gyrase. FEBS Lett. 1994 Oct 10;353(1):79-83. PMID: 7926028.
Inoue K, Fujimoto S, Ogawa M. Antitumor efficacy of seventeen anticancer drugs in human breast cancer xenograft (MX-1) transplanted in nude mice. Cancer Chemother Pharmacol. 1983;10(3):182-6. PMID: 6305523.
