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© Yang SI, Institut Pasteur
Publication : European journal of medicinal chemistry

Synthesis and biological activity of 6H-isoindolo[2,1-a]indol-6-ones, analogues of batracylin, and related compounds

Scientific Fields
Diseases
Organisms
Applications
Technique

Published in European journal of medicinal chemistry - 25 Jan 2006

Guillaumel J, Léonce S, Pierré A, Renard P, Pfeiffer B, Arimondo PB, Monneret C

Link to Pubmed [PMID] – 16442188

Eur J Med Chem 2006 Mar;41(3):379-86

Closely related to batracylin, 6H-isoindolo[2,1-a]indol-6-ones including 2-nitro- 13a, 2-amino- 14, and 2-diethylaminopropionamide derivative 16 as well as D-ring substituted 13b, 13c or A-ring substituted 13d and 20 analogues, were synthesised and evaluated against L1210 leukaemia. Subsequent treatment of 13b and 13c with N,N-diethylethylenediamine at 180 degrees C, led to compounds 17a and 17b arising from an unexpected opening of the pyrrolidinone ring and amidification of the keto group. Under the same conditions, the dichloro derivative 13d led to the monoalkyl compound 20 which was the most cytotoxic of the series.

https://www.ncbi.nlm.nih.gov/pubmed/16442188