Molecular structure of Chartreusin, CAS Number: 6377-18-0
Chartreusin (CAS 6377-18-0)
Alternate Names:
Lambdamycin
Application:
Chartreusin is an antiproliferative agent that inhibits topoisomerase II
CAS Number:
6377-18-0
Purity:
≥98%
Molecular Weight:
640.6
Molecular Formula:
C32H32O14
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Chartreusin is a DNA intercalator, meaning it inserts itself between the base pairs of DNA, disrupting the structure and interfering with DNA replication and transcription. Chartreusin targets guanine-cytosine rich regions of DNA, leading to the formation of stable complexes and inhibiting the activity of DNA polymerase and RNA polymerase. By binding to DNA, chartreusin induces DNA damage and triggers apoptotic cell death in cancer cells. This mechanism is useful for studying DNA-protein interactions and investigating the molecular pathways involved in cell death. Chartreusin may exhibit antitumor activity in preclinical models, making it a compound for understanding the molecular basis of cancer.
Chartreusin (CAS 6377-18-0) References
- Chartreusin, elsamicin A and related anti-cancer antibiotics. | Portugal, J. 2003. Curr Med Chem Anticancer Agents. 3: 411-20. PMID: 14529449
- Biosynthesis of the antitumor agent chartreusin involves the oxidative rearrangement of an anthracyclic polyketide. | Xu, Z., et al. 2005. Chem Biol. 12: 579-88. PMID: 15911378
- Synthetic remodeling of the chartreusin pathway to tune antiproliferative and antibacterial activities. | Ueberschaar, N., et al. 2013. J Am Chem Soc. 135: 17408-16. PMID: 24143864
- Bipiperidine conjugates as soluble sugar surrogates in DNA-intercalating antiproliferative polyketides. | Ueberschaar, N., et al. 2016. Chem Commun (Camb). 52: 4894-7. PMID: 26974406
- Biosynthesis of Heptacyclic Duclauxins Requires Extensive Redox Modifications of the Phenalenone Aromatic Polyketide. | Gao, SS., et al. 2018. J Am Chem Soc. 140: 6991-6997. PMID: 29741874
- Characterisation of Two Polyketides from Streptomyces sp. SKH1-2 Isolated from Roots of Musa (ABB) cv. 'Kluai Sao Kratuep Ho'. | Kuncharoen, N., et al. 2019. Int Microbiol. 22: 451-459. PMID: 30941598
- Mechanistic Insights into the Oxidative Rearrangement Catalyzed by the Unprecedented Dioxygenase ChaP Involved in Chartreusin Biosynthesis. | Li, X., et al. 2020. Inorg Chem. 59: 13988-13999. PMID: 32951427
- Biolayer interferometry provides a robust method for detecting DNA binding small molecules in microbial extracts. | Overacker, RD., et al. 2021. Anal Bioanal Chem. 413: 1159-1171. PMID: 33236226
- A Regulator Based 'Semi-Targeted' Approach to Activate Silent Biosynthetic Gene Clusters. | Mingyar, E., et al. 2021. Int J Mol Sci. 22: PMID: 34299187
- An NADPH-Dependent Ketoreductase Catalyses the Tetracyclic to Pentacyclic Skeletal Rearrangement in Chartreusin Biosynthesis. | Jiao, FW., et al. 2021. Angew Chem Int Ed Engl. 60: 26378-26384. PMID: 34590769
- Discovering the Potent Inhibitors Against Babesia bovis in vitro and Babesia microti in vivo by Repurposing the Natural Product Compounds. | Li, Y., et al. 2021. Front Vet Sci. 8: 762107. PMID: 34912876
- Discovery of Novel Coumarin Derivatives as Potential Dual Inhibitors against α-Glucosidase and α-Amylase for the Management of Post-Prandial Hyperglycemia via Molecular Modelling Approaches. | Patil, SM., et al. 2022. Molecules. 27: PMID: 35745030
- Mechanism-Based Approach to New Antibiotic Producers Screening among Actinomycetes in the Course of the Citizen Science Project. | Volynkina, IA., et al. 2022. Antibiotics (Basel). 11: PMID: 36139977
- 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
Inhibitor of:
Topo II.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Chartreusin, 5 mg | sc-202994 | 5 mg | $105.00 | |||
Chartreusin, 25 mg | sc-202994A | 25 mg | $615.00 |