1438-30-8
Chemical Structure
Netropsin
- CAS No.: 1438-30-8
- Formula:C18H26N10O3
- Molecular Weight:430.46
IUPAC Name: N-(3-amino-3-iminopropyl)-4-(4-(2-guanidinoacetamido)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxamide
InChIKey: IDBIFFKSXLYUOT-UHFFFAOYSA-N
SMILES: O=C(C1=CC(NC(CNC(N)=N)=O)=CN1C)NC2=CN(C)C(C(NCCC(N)=N)=O)=C2
Biological Activity: Netropsin is a DNA minor groove binder (MGB) and antibiotic (antibiotic). Netropsin exhibits antibacterial, antiparasitic, antiviral, and antitumor activities. Netropsin binds with high affinity to the minor groove of A-T-rich DNA sequences, competitively blocking the binding of specific transcription factors (such as HMGA1) to target gene promoters or enhancers, thereby inhibiting chromatin loop formation and downstream gene transcription. Netropsin is a Topoisomerase inhibitor that inhibits the catalytic activity of DNA Top I and II and impedes the stabilization of their DNA-protein cross-linking complexes. Netropsin can be used in research on infections, cancer, and septicemia[1][2][3][4][5][6][7][8][9].
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Netropsin | Netropsin is a DNA minor groove binder (MGB) and antibiotic (antibiotic). Netropsin exhibits antibacterial, antiparasitic, antiviral, and antitumor activities. Netropsin binds with high affinity to the minor groove of A-T-rich DNA sequences, competitively blocking the binding of specific transcription factors (such as HMGA1) to target gene promoters or enhancers, thereby inhibiting chromatin loop formation and downstream gene transcription. Netropsin is a Topoisomerase inhibitor that inhibits the catalytic activity of DNA Top I and II and impedes the stabilization of their DNA-protein cross-linking complexes. Netropsin can be used in research on infections, cancer, and septicemia. | |||||||||||||||||||||
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References
- [1]. Bailly C, et al. Biological activity and molecular interaction of a netropsin-acridine hybrid ligand with chromatin and topoisomerase II. Biochemical pharmacology. 1992 Feb 04;43(3):457-66.
- [2]. Grant MA, et al. Netropsin improves survival from endotoxaemia by disrupting HMGA1 binding to the NOS2 promoter. The Biochemical journal. 2009 Feb 15;418(1):103-12. [Content Brief]
- [3]. Finlay AC, et al. Netropsin, a new antibiotic produced by a Streptomyces. Journal of the American Chemical Society. 1951 Jan;73(1):341-3.
- [4]. Plouvier B, et al. Antitumor combilexin. A thiazole-containing analogue of netropsin linked to an acridine chromophore. Bioconjugate chemistry. 1994;5(5):475-81.
- [5]. Baraldi PG, et al. Benzoyl nitrogen mustard derivatives of benzoheterocyclic analogues of netropsin: synthesis and biological activity. Bioorganic & medicinal chemistry. 2003 May 29;11(11):2381-8.
- [6]. Beerman TA, et al. Netropsin and bis-netropsin analogs as inhibitors of the catalytic activity of mammalian DNA topoisomerase II and topoisomerase cleavable complexes. Biochimica et biophysica acta. 1991 Aug 27;1090(1):52-60. [Content Brief]
- [7]. Chirigos MA, et al. Studies with the Murine Leukemogenic Rauscher Virus: II. Chemotherapy of Virus-induced Lymphoid Leukemia. Cancer Research. 1963 Nov 1;23(10_Part_1):1646-50.
- [8]. Franco J, et al. Novel distamycin analogues that block the cell cycle of African trypanosomes with high selectivity and potency. European journal of medicinal chemistry. 2020 Mar 01;189:112043.
- [9]. Liu Y, et al. The RP11-417E7. 1/THBS2 signaling pathway promotes colorectal cancer metastasis by activating the Wnt/β-catenin pathway and facilitating exosome-mediated M2 macrophage polarization. Journal of Experimental & Clinical Cancer Research. 2024 Jul 17;43(1):195.
