Abstract
Pyrrole is a very important pharmacophoric moiety. It has been widely incorporated into the skeleton of antitumor, anti-inflammatory, antibacterial, antioxidant and antifungal active substances. Access to this key heterocycle by diverse routes is particularly attractive in terms of chemistry, and also from the environmental point of view. The present minireview summarizes the reported methods for the preparation of highly substituted pyrrole derivatives based on the one-pot multicomponent reaction of aldehydes, primary amines, and oxalacetate analogues as well as their biology.
Keywords: Multicomponent reaction, pyrroles, pyrrolidines, oxalacetate analogues, biological evaluation, antibacterial.
Graphical Abstract
[http://dx.doi.org/10.1021/cr0306790]
[http://dx.doi.org/10.1021/jm00164a054]
[http://dx.doi.org/10.1021/jm00371a010]
[http://dx.doi.org/10.1002/jps.2600840119]
[http://dx.doi.org/10.1016/j.bmcl.2003.12.042]
[http://dx.doi.org/10.1016/S0223-5234(99)00111-7]
[http://dx.doi.org/10.1128/AAC.42.10.2495]
[http://dx.doi.org/10.1016/j.tet.2006.05.024]
[http://dx.doi.org/10.1021/jo981501u]
[http://dx.doi.org/10.1021/jm020936d]
[http://dx.doi.org/10.1039/b005351l]
[http://dx.doi.org/10.1021/jo026445i]
[http://dx.doi.org/10.1021/cr078199m]
[http://dx.doi.org/10.3987/REV-10-686]
[http://dx.doi.org/10.3390/molecules22030461]
[http://dx.doi.org/10.1039/C3CS60015G]
[http://dx.doi.org/10.1096/fj.01-0024lsf]
[http://dx.doi.org/10.1021/cr0505728]
[http://dx.doi.org/10.1016/j.tetasy.2007.03.002]
[http://dx.doi.org/10.1021/cr800296p]
[http://dx.doi.org/10.1021/cr400615v]
[http://dx.doi.org/10.3762/bjoc.12.121]
[http://dx.doi.org/10.1002/3527605118]
[http://dx.doi.org/10.1021/cr020018n]
[http://dx.doi.org/10.1002/asia.201000310]
[http://dx.doi.org/10.1021/ol102075y]
[http://dx.doi.org/10.1039/b917644f]
[http://dx.doi.org/10.1039/c0cc00500b]
[http://dx.doi.org/10.1021/ol9001619]
[http://dx.doi.org/10.1021/jo902661y]
[http://dx.doi.org/10.1038/nn.2146]
[http://dx.doi.org/10.1021/ol053010j]
[http://dx.doi.org/10.1021/jo00064a007]
[http://dx.doi.org/10.1021/jo048917u]
[http://dx.doi.org/10.1016/j.tetasy.2010.09.015]
[http://dx.doi.org/10.1016/S0140-6736(01)06890-8]
[http://dx.doi.org/10.1134/S1070363218050110]
[http://dx.doi.org/10.1023/A:1020783623210]
[http://dx.doi.org/10.1007/BF00756412]
[http://dx.doi.org/10.1007/BF00778979]
[http://dx.doi.org/10.1007/BF02464279]
[http://dx.doi.org/10.1007/BF02539221]
[http://dx.doi.org/10.1007/BF02252289]
[http://dx.doi.org/10.1023/A:1010457912881]
[http://dx.doi.org/10.1016/j.tet.2006.04.005]
[http://dx.doi.org/10.3390/molecules14010250]
[http://dx.doi.org/10.1016/j.tetlet.2014.01.106]
[http://dx.doi.org/10.1023/B:PHAC.0000048143.40360.9c]
[http://dx.doi.org/10.1007/s11094-012-0728-x]
[http://dx.doi.org/10.1007/s11094-014-0999-5]
[http://dx.doi.org/10.1007/s11094-014-1000-3]
[http://dx.doi.org/10.1007/s11094-013-0961-y]
[http://dx.doi.org/10.1134/S1070363214020170]
[http://dx.doi.org/10.1134/S1070363210020222]
[http://dx.doi.org/10.1134/S1070363208080331]
[http://dx.doi.org/10.1021/co300082t]