Regio and diastereoselective synthesis ofdispiroindole-3,2'-pyrrolidine/pyrrolizines/pyrrolidines-3',3''-indole derivatives through1,3-dipolar addition and their in vitro activity studiesagainst Mycobacterium tuberculosis H37Rv(MTB), multi-drug resistant M. tuberculosis(MDR-TB) and Mycobacterium smegmatis(MC2)
Harikrishnan P.S.
International Journal of Scientific Development and Research · 2025-01
Abstract
An efficient synthesis of highly medicinally important dispiroindole-3,2'-pyrrolidine/pyrrolizines /pyrrolidines-3',3''-indole derivativeswas achieved by the 1,3-dipolar cycloaddition of azomethineylide generated insitu by the reaction between isatin and proline/L-Phenyl gycine / Sarcosine to (3-Z)-6-chloro-3-(benzylidene-5-(2-chloroethyl-1,3-dihydro-2H-indol-2-one. These dipolaraphiles upon cycloaddition with azomethineylides affords stereoselectively novel dispiroindole-3,2'-pyrrolidine/pyrrolizines /pyrrolidines-3',3''-indole derivatives in high yield, almost quantitatively. These compounds were characterized by IR, NMR spectroscopy. It is planned to screen these compoundsfor their in vitro activity against Mycobacterium tuberculosis H37Rv (MTB), multi-drug resistant M. tuberculosis (MDR-TB) and Mycobacterium smegmatis (MC2) using agar dilution method.
MeSH terms
- Pyrrolidine
- Indole test
- Mycobacterium tuberculosis
- Chemistry
- In vitro
- Stereochemistry
- Combinatorial chemistry
- Tuberculosis