Κατεύθυνση Φαρμακευτική Χημεία
Library of the School of Science

2021-11-29

2021

Pousias Athanasios

Παναγιώτης Μαράκος, Καθηγητής, Τμήμα Φαρμακευτικής, Εθνικό και Καποδιστριακό Πανεπιστημίο Αθηνών

Σχεδιασμός και σύνθεση νέων 3,7-δισυποκατεστημένων πυραζολο[4,3-d]πυριμιδινών με πιθανή κυτταροτοξική δράση.

Greek

Design and synthesis of new 3,7-disubstituted pyrazolo[4,3-d]pyrimidines with potential antiproliferative activity.

Purines and their analogues are important bioactive substances that take place in multiple biological processes. Isosteric replacement of their main scaffold and the insertion of various substituents has resulted in numerous synthetic compounds which have been applied in various pathological conditions. In the course of our research activity for the discovery of new antiproliferative agents, we have previously found some 3,7-disubstituted pyrazolo[4,3-d]pyrimidines with potent cytotoxic activity against a number of cancer cell lines. With the aim to study in depth this interesting class of compounds we present in this study the synthesis of new pyrazolo[4,3-d]pyrimidines through the introduction of selected 7-amino-substituents in a scaffold that bears a 3-phenyl or a 3-(4-nitro)phenyl group. The target compounds were prepared using acetophenone as starting material, which upon manipulation and reaction with hydrazine was converted to ethyl 4-nitroso-3-phenyl-1Η-pyrazole-5-carboxylate. This compound was first reduced and upon cyclization provided a substituted pyrazolopyrimidinone which was converted to the corresponding chloride and then provided the target compounds through the insertion at position 7 of selected anilines. In parallel, the corresponding derivatives substituted with a 3-(4-phenyl)group have been synthesized using an analogous reaction sequence.

Science

Health Sciences

pyrazolo,pyrimidine, cancer, pourines, cytotoxic

No

0

Yes

19

38

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https://pergamos.lib.uoa.gr/uoa/dl/object/2967594