6576-51-8
Chemical Structure
Distamycin A hydrochloride
Synonym(s): NSC-82150 hydrochloride
- CAS No.: 6576-51-8
- Formula:C22H28ClN9O4
- Molecular Weight:517.97
IUPAC Name: N-(3-amino-3-iminopropyl)-4-(4-(4-formamido-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxamide hydrochloride
InChIKey: SFYSJFJQEGCACQ-UHFFFAOYSA-N
SMILES: O=CNC1=CN(C)C(C(NC2=CN(C)C(C(NC3=CN(C)C(C(NCCC(N)=N)=O)=C3)=O)=C2)=O)=C1.Cl
Biological Activity: Distamycin A hydrochloride (NSC-82150 hydrochloride) is an oligopeptide pyrrole antibiotic. Distamycin A hydrochloride inhibits DNA-dependent DNA polymerase and inhibits DNA-dependent RNA polymerase by blocking sigma-dependent initiation complex formation. Distamycin A hydrochloride exhibits antiviral activity against DNA viruses, antibacterial activity against Gram-positive bacteria and fungi, and antiproliferative activity against leukemia cells. Distamycin A hydrochloride can be used in research on viral infections, leukemia, and cancer[1][2][3][4][5][6][7].
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Distamycin A hydrochloride | Distamycin A hydrochloride (NSC-82150 hydrochloride) is an oligopeptide pyrrole antibiotic. Distamycin A hydrochloride inhibits DNA-dependent DNA polymerase and inhibits DNA-dependent RNA polymerase by blocking sigma-dependent initiation complex formation. Distamycin A hydrochloride exhibits antiviral activity against DNA viruses, antibacterial activity against Gram-positive bacteria and fungi, and antiproliferative activity against leukemia cells. Distamycin A hydrochloride can be used in research on viral infections, leukemia, and cancer. | |||||||||||||||||||||
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References
- [1]. Grunicke H, et al Mechanism of action of distamycin A and other antibiotics with antiviral activity. Rev Physiol Biochem Pharmacol. 1976;75:69-96.
- [2]. Taylor A, et al. The anti-cancer agent distamycin A displaces essential transcription factors and selectively inhibits myogenic differentiation. Molecular and cellular biochemistry. 1997 Apr;169(1-2):61-72.
- [3]. Baraldi PG, et al. Synthesis, in vitro antiproliferative activity, and DNA-binding properties of hybrid molecules containing pyrrolo[2,1-c][1, 4]benzodiazepine and minor-groove-binding oligopyrrole carriers. Journal of medicinal chemistry. 1999 Dec 16;42(25):5131-41.
- [4]. Zimmer C. Effects of the antibiotics netropsin and distamycin A on the structure and function of nucleic acids. Prog Nucleic Acid Res Mol Biol. 1975;15(0):285-318.
- [5]. Beria I, et al. Cytotoxic alpha-halogenoacrylic derivatives of distamycin A and congeners. Journal of medicinal chemistry. 2004 May 06;47(10):2611-23. [Content Brief]
- [6]. Baraldi PG, et al. Synthesis and antitumor activity of new benzoheterocyclic derivatives of distamycin A. Journal of medicinal chemistry. 2000 Jul 13;43(14):2675-84. [Content Brief]
- [7]. Siccardi AG, et al. Genetic and physiological studies on the site of action of distamycin A. Antimicrobial agents and chemotherapy. 1975 Sep;8(3):370-6.