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Synteza i aktywność biologiczna pochodnych pirolo[2,3-d]pirydazyny

Redzicka A., Tylińska B.

Wiadomości Chemiczne

2016

[Z] 70, 3-4

141--161

Pyrrolo[2,3-d]pyridazines are one of the four structural isomers of the bicyclic ring system containing pyrrole moiety condensed with a pyridazine ring. This review presents most of the literature data about synthetic pyrrolo[2,3-d]pyridazine derivatives and their biological activity. These 5,6-diazaindole analogues were first synthesized by Fischer et. al. in 1928. Compounds containing the pyrrolo[2,3-d] pyridazine scaffold can be synthesized from different substrates, but the syntheses may be classified into two main categories: annulation of pyrrole ring on to pyridazine derivatives or annulation of pyridazine ring on to pyrrole derivatives. Pyrrolo[2,3-d]pyridazine derivatives have attracted considerable interest, owing to diverse biological activities. Most of them have been studied as antitumor and antiviral. Pyrrolo[2,3-d]pyridazines can also be used as acid pump antagonist.

Syntezy oliwacyny

Tylińska B., Redzicka A.

Wiadomości Chemiczne

2015

[Z] 69, 11-12

983--995

Olivacine (1,5-methyl-6H-pyrido[4,3-b]carbazole) is an isomer of ellipticine (5,11-dimethyl-6H-pyrido[4,3-b] carbazole). Both of these heterocyclic compounds are carbazole derivatives, which exhibit broad spectrum of biological activity [1], especially as antineoplastic agents [2–9]. These four-ring heterocycles can be isolated from natural sources [10–16], or prepared synthetically. Chemical literature described more than 20 method of synthesis of olivacine [2, 17–34]. In this paper we described five selected syntheses of this alkaloid. In the first one this compound can be obtained during a multistep synthesis starting from 1-benzenesulfonyl-2-lithioindole [35]. A shorter method to get olivacine was the condensation of indole with an ethylene ketal [35]. Third synthesis starts from obtaining benzenosulfonyloindol from indole [37]. Another way starts from the synthesis of 1-(tert-butoxy)carbonyloindol [38]. Fifth method to get olivacine is the synthesis from the 1H-indole -2-carboxylate [39].