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Chrysomycin A (CAS 82196-88-1)

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Alternate Names:
Virenomycin V, Albacarcin V
Application:
Chrysomycin A is a potent antibacterial, antifungal and antiviral compound
CAS Number:
82196-88-1
Purity:
>99%
Molecular Weight:
508.5
Molecular Formula:
C28H28O9
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Chrysomycin A is the major analogue in a complex of C-glycoside antitumor actives found in Streptomyces sp. Chrysomycin A, with a vinyl group in the 8-position, is the most potent analogue of the complex. It was shown to mediate a unique cross-linking reaction between DNA and histidine H3. Also shown to be an antineoplastic and photosensitizing compound. It is thought to act as an inhibitor of the catalytic activity of human Topo II (topoisomerase II). Chrysomyin A has a potent antibacterial, antifungal, antiviral and antitumor profile. Exhibits antitumor activity against human cell lines K562, HT29, MCF7, PC6, and MKN28. More recent research on related metabolites, the gilvocarcins, suggests that chrysomycins may act as photoactivated crosslinkers of DNA to histones.


Chrysomycin A (CAS 82196-88-1) References

  1. Histone H3 and heat shock protein GRP78 are selectively cross-linked to DNA by photoactivated gilvocarcin V in human fibroblasts.  |  Matsumoto, A. and Hanawalt, PC. 2000. Cancer Res. 60: 3921-6. PMID: 10919670
  2. Chrysomycin: a new antibiotic substance for bacterial viruses.  |  STRELITZ, F., et al. 1955. J Bacteriol. 69: 280-3. PMID: 14367272
  3. Structures and biological activities of novel 4'-acetylated analogs of chrysomycins A and B.  |  Wada, SI., et al. 2017. J Antibiot (Tokyo). 70: 1078-1082. PMID: 28874850
  4. New Strategies in the Efficient Total Syntheses of Polycyclic Natural Products.  |  Liu, W., et al. 2020. Acc Chem Res. 53: 2569-2586. PMID: 33136373
  5. Optimization of fermentation conditions and medium compositions for the production of chrysomycin a by a marine-derived strain Streptomyces sp. 891.  |  Ni, HJ., et al. 2021. Prep Biochem Biotechnol. 51: 998-1003. PMID: 33600297
  6. Chrysomycin A Attenuates Neuroinflammation by Down-Regulating NLRP3/Cleaved Caspase-1 Signaling Pathway in LPS-Stimulated Mice and BV2 Cells.  |  Liu, M., et al. 2021. Int J Mol Sci. 22: PMID: 34202695
  7. Chrysomycin A inhibits the topoisomerase I of Mycobacterium tuberculosis.  |  Muralikrishnan, B., et al. 2022. J Antibiot (Tokyo). 75: 226-235. PMID: 35136191
  8. Chrysomycin A Inhibits the Proliferation, Migration and Invasion of U251 and U87-MG Glioblastoma Cells to Exert Its Anti-Cancer Effects.  |  Liu, DN., et al. 2022. Molecules. 27: PMID: 36234681
  9. Upgrade of chrysomycin A as a novel topoisomerase II inhibitor to curb KRAS-mutant lung adenocarcinoma progression.  |  Zhang, J., et al. 2023. Pharmacol Res. 187: 106565. PMID: 36414124
  10. Biosynthesis of chrysomycins A and B. Origin of the chromophore.  |  Carter, GT., et al. 1985. J Antibiot (Tokyo). 38: 242-8. PMID: 3997669
  11. Studies on the mechanism of actin of gilvocarcin V and chrysomycin A.  |  Wei, TT., et al. 1982. J Antibiot (Tokyo). 35: 545-8. PMID: 7096212
  12. The chemistry of the antibiotics chrysomycin A and B. Antitumor activity of chrysomycin A.  |  Weiss, U., et al. 1982. J Antibiot (Tokyo). 35: 1194-201. PMID: 7142022
  13. Biochemical characterisation of elsamicin and other coumarin-related antitumour agents as potent inhibitors of human topoisomerase II.  |  Lorico, A. and Long, BH. 1993. Eur J Cancer. 29A: 1985-91. PMID: 8280493

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Chrysomycin A, 250 µg

sc-202099
250 µg
$325.00

Chrysomycin A, 1 mg

sc-202099A
1 mg
$1060.00