From Bioactive Pyrrolidino[3,4- c ]pyrrolidines to more Bioactive Pyrrolidino[3,4- b ]pyrrolidines via Ring-Opening/Ring-Closing Promoted by Sodium Methoxide.

The process involving a rearrangement of pyrrolidino[3,4- c ]pyrrolidine to another pyrrolidino[3,4- b ]pyrrolidine using sodium methoxide as base is fully studied. The effects of the substituents are analyzed during the ring-opening/ring-closing sequence. Computational studies are also performed to explain the importance of susbstituents and quaternary carbons, especially when the (3-indolyl)methyl is present in the starting material. Finally, all the samples are evaluated as potential candidates for antibacterial and antimycobacterial activities. [ABSTRACT FROM AUTHOR]