Phenanthridin-6(5H)-one
Phenanthridin-6(5H)-one structure
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Common Name | Phenanthridin-6(5H)-one | ||
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| CAS Number | 1015-89-0 | Molecular Weight | 195.22 | |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 274.8±7.0 °C at 760 mmHg | |
| Molecular Formula | C13H9NO | Melting Point | 290-292 °C(lit.) | |
| MSDS | USA | Flash Point | 158.7±3.1 °C | |
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Molecular design, synthesis and docking study of benz[b]oxepines and 12-oxobenzo[c]phenanthridinones as topoisomerase 1 inhibitors.
Bioorg. Med. Chem. Lett. 19 , 2444-7, (2009) Benz[b]oxepines 4a-g and 12-oxobenzo[c]phenanthridines 5a-d were designed and synthesized as constrained forms of 3-arylisoquinolines through an intramolecular radical cyclization reaction. Radical cyclization of O-vinyl compounds preferentially led to the 7-... |
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Novel isoquinolinone-derived inhibitors of poly(ADP-ribose) polymerase-1: pharmacological characterization and neuroprotective effects in an in vitro model of cerebral ischemia.
J. Pharmacol. Exp. Ther. 305(3) , 943-9, (2003) Excessive activation of poly(ADP-ribose) polymerase-1 (PARP-1), a nuclear enzyme catalyzing the transfer of ADP-ribose units from NAD to acceptor proteins, induces cellular energy failure by NAD and ATP depletion and has been proposed to play a causative role... |
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Total synthesis of 7-deoxypancratistatin-1-carboxaldehyde and carboxylic acid via solvent-free intramolecular aziridine opening: phenanthrene to phenanthridone cyclization strategy.
Org. Lett. 10(3) , 361-4, (2008) Solid-state silica-gel-catalyzed opening of aziridine 6 provided phenanthrene 7, whose oxidative cleavage, recyclization, and further elaboration furnished the C-1 aldehyde and carboxylic acid derivatives of 7-deoxypancratistatin for potential analogue synthe... |
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PARP-1 inhibition prevents CNS migration of dendritic cells during EAE, suppressing the encephalitogenic response and relapse severity.
Mult. Scler. 17(7) , 794-807, (2011) Pharmacological inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1) are currently evaluated in clinical trials for various malignancies but, interestingly, also proved of remarkable efficacy in preclinical models of autoimmune disorders including experimenta... |
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A novel spectrophotometric method for determination of kinetic constants of aldehyde oxidase using multivariate calibration method.
J. Biochem. Biophys. Methods 70(6) , 999-1005, (2008) Although phenanthridine has been frequently used as a specific substrate for the assessment of aldehyde oxidase activity, the use of this method is questionable due to a lower limit of detection and its validity for kinetic studies. In the present study, a no... |
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Stereoselective synthesis of functionalised carbocyclic amides: construction of the syn-(4aS,10bS)-phenanthridone skeleton.
Org. Biomol. Chem. 10(19) , 3937-45, (2012) A new synthetic approach has been developed for the preparation of 7-deoxypancratistatin analogues bearing a syn-(4aS,10bS)-phenanthridone ring junction. A one-pot tandem process involving a substrate-directed Overman rearrangement and ring closing metathesis... |
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The monofunctional alkylating agent N-methyl-N'-nitro-N-nitrosoguanidine triggers apoptosis through p53-dependent and -independent pathways.
Toxicol. Appl. Pharmacol. 202(1) , 84-98, (2005) One of the cellular responses to DNA damaging events is the activation of programmed cell death, also known as apoptosis. Apoptosis is an important process in limiting tumorigenesis by eliminating cells with damaged DNA. This view is reinforced by the finding... |
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A new strategy towards the total synthesis of phenanthridone alkaloids: synthesis of (+)-2,7-dideoxypancratistatin as a model study.
Chem. Commun. (Camb.) (6) , 624-5, (2002) A new strategy towards the synthesis of phenanthridone alkaloids has been reported through the synthesis of (+)-2,7-dideoxypancratistatin from D-(-)-quinic acid employing PET initiated carbocyclization of an electron rich aromatics by silylenol ether as a key... |
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Modulation of the antiproliferative activity of anticancer drugs in hematopoietic tumor cell lines by the poly(ADP-ribose) polymerase inhibitor 6(5H)-phenanthridinone.
Anticancer Res. 20(5A) , 3233-41, (2000) Poly (ADP-ribose) polymerase (PARP) is involved in the cellular responses to genotoxic damage and its inhibition has been proposed as potentiating anticancer drug activity. Here, we evaluated the ability of the PARP inhibitor, 6(5H)-phenanthridinone, to modul... |
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Synthesis and evaluation of C-ring aromatized analogues of phenanthridone alkaloids.
Arch. Pharm. Res. 34(7) , 1065-70, (2011) Phenanthridone alkaloids are envisaged as an attractive lead for the development of anticancer agents. We have prepared a series of aromatized analogues on the basis of the structure of this class of alkaloids with the hope of finding the simplified compounds... |