Hydrogenative desulphurization of thienopyrrolizinones: an easy and selective access to (Z)-phenethylidenepyrrolizinones with in vitro cytotoxic activity.
Attempts in view to dearomatize some previously reported tripentones with potent antineoplastic activities led in thiophene series to an unexpected hydrogenative desulphurization reaction. The resulting (Z)-phenethylidenepyrrolizinones were tested in vitro over human epidermoid carcinoma KB cell line. The results of this biological evaluation indicated that the tricyclic core of our model can be cleaved with a partial respect of the activity.
Perri
Vittoria
V
Centre d'Etudes et de Recherche sur le Médicament de Normandie, UPRES EA 4258, FR CNRS 3038 INC3M UFR des Sciences Pharmaceutiques, Université de Caen Basse Normandie, Bd Becquerel, 14032 Caen cedex France.
Rochais
Christophe
C
Sopkova-de Oliveira Santos
Jana
J
Legay
Rémi
R
Cresteil
Thierry
T
Dallemagne
Patrick
P
Rault
Sylvain
S
D000970:Antineoplastic Agents / Q000737:chemistry* / Q000633:toxicity*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D007624:KB Cells; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013455:Sulfur / Q000737:chemistry*; D013874:Thiopental / Q000737:chemistry* / Q000633:toxicity; D013876:Thiophenes / Q000737:chemistry
D000970:Antineoplastic Agents; D011758:Pyrroles; D013876:Thiophenes; D013455:Sulfur; D013874:Thiopental