54824-20-3
Chemical Structure
Pinafide
- CAS No.: 54824-20-3
- Formula:C18H17N3O4
- Molecular Weight:339.35
IUPAC Name: 5-nitro-2-(2-(pyrrolidin-1-yl)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
InChIKey: GBOQUHPYCRYKGV-UHFFFAOYSA-N
SMILES: O=C1C2=C3C(C(N1CCN4CCCC4)=O)=CC([N+]([O-])=O)=CC3=CC=C2
Biological Activity: Pinafide is an orally active anticancer agent. Pinafide binds to double-stranded DNA via intercalation, stabilizes the DNA-topoisomerase II complex, induces photo-induced DNA damage and ROS production, causes lysosomal and mitochondrial dysfunction, impairs DNA and RNA synthesis, and blocks cell growth. Pinafide binds to human serum albumin in vitro, undergoes biotransformation via reduction and acetylation in rats, and can cross the placental barrier of pregnant rats. Pinafide can be used in cancer-related research such as hepatocellular carcinoma[1][2].
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Pinafide | Pinafide is an orally active anticancer agent. Pinafide binds to double-stranded DNA via intercalation, stabilizes the DNA-topoisomerase II complex, induces photo-induced DNA damage and ROS production, causes lysosomal and mitochondrial dysfunction, impairs DNA and RNA synthesis, and blocks cell growth. Pinafide binds to human serum albumin in vitro, undergoes biotransformation via reduction and acetylation in rats, and can cross the placental barrier of pregnant rats. Pinafide can be used in cancer-related research such as hepatocellular carcinoma. | |||||||||||||||||||||
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References
- [1]. Rivera Cid P, et al. The pharmacokinetics, tissue distribution, and biotransformation of a new class of antitumor agents: mitonafide and pinafide. European journal of drug metabolism and pharmacokinetics. 1986;11(4):255-67.
- [2]. Rykowski S, et al. Design, Synthesis, and Evaluation of Novel 3-Carboranyl-1,8-Naphthalimide Derivatives as Potential Anticancer Agents. International journal of molecular sciences. 2021 Mar 09;22(5):2772.
