A Novel Synthesis of Benzo[c]phenanthridine Skeleton and Biological Evaluation of Isoquinoline Derivatives

Benzo[c]phenanthridine skeleton was synthesized from easily available starting N-methyl-o-toluamide 2 and o-methylbenzonitrile 5 in 7 steps. Radical cyclization of styrene 10 afforded 6, 11-dimethyl-6, 11 -dihydro-5H-in-deno[1, 2-c]isoquinolin-5-one 13. Most 3-arylisoquinolines have displayed strong...

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 1999/06/15, Vol.47(6), pp.900-902
Hauptverfasser:	CHO, Won-Jea, PARK, Myun-Ji, IMANISHI, Takeshi, CHUNG, Byung-Ho
Format:	Artikel
Sprache:	eng
Schlagworte:	Antineoplastic agents Antineoplastic Agents - chemical synthesis Antineoplastic Agents - pharmacology antitumor activity benzo[c]phenanthridine Biological and medical sciences Cell Survival - drug effects Drug Screening Assays, Antitumor General aspects Humans indenoisoquinoline Isoquinolines - chemical synthesis Isoquinolines - pharmacology Medical sciences Pharmacology. Drug treatments Phenanthridines - chemical synthesis Phenanthridines - pharmacology radical cyclization Tumor Cells, Cultured
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Zusammenfassung:	Benzo[c]phenanthridine skeleton was synthesized from easily available starting N-methyl-o-toluamide 2 and o-methylbenzonitrile 5 in 7 steps. Radical cyclization of styrene 10 afforded 6, 11-dimethyl-6, 11 -dihydro-5H-in-deno[1, 2-c]isoquinolin-5-one 13. Most 3-arylisoquinolines have displayed strong activities against human tumor cell lines. Especially, indenoisoquinolinone 13 exhibited excellent cytotoxicity (IC50=0.002 μg/ml; HCT 15).
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.47.900