TY - JOUR
T1 - Synthesis of novel spirooxindole derivatives by one pot multicomponent reaction and their antimicrobial activity
AU - Bhaskar, Gangaru
AU - Arun, Yuvaraj
AU - Balachandran, Chandrasekar
AU - Saikumar, Chandrasekara
AU - Perumal, Paramasivan T.
N1 - Funding Information:
One of the authors G. Bhaskar thanks the Council of Scientific and Industrial Research , New Delhi, India for the research fellowship.
PY - 2012/5
Y1 - 2012/5
N2 - A series of novel spirooxindoles have been synthesized through 1,3-dipolar cycloaddition of an azomethine ylide generated from isatin and sarcosine or l-proline with the dipolarophile 1,4-naphthoquinone followed by spontaneous dehydrogenation. Synthesised compounds were evaluated for their antimicrobial activities against eight bacteria and three fungi. All the spirooxindole derivatives exhibited significant antibacterial activity against Staphylococcus aureus, S. aureus (MRSA), Enterobacter aerogens, Micrococcus luteus, Proteus vulgaris, Klebsiella pneumonia, Salmonella typhimurium, Salmonella paratyphi-B and anti-fungal activity against Malassesia pachydermatis, Candida albicans and Botyritis cinerea organisms. Among 23 compounds screened, 1′-acetyl-2, 5′-dimethyl-2,3-dihydrospiro[benzo[f]isoindole-1,3′-indoline] -2′,4,9-trione was found to be more active against tested bacteria and fungi.
AB - A series of novel spirooxindoles have been synthesized through 1,3-dipolar cycloaddition of an azomethine ylide generated from isatin and sarcosine or l-proline with the dipolarophile 1,4-naphthoquinone followed by spontaneous dehydrogenation. Synthesised compounds were evaluated for their antimicrobial activities against eight bacteria and three fungi. All the spirooxindole derivatives exhibited significant antibacterial activity against Staphylococcus aureus, S. aureus (MRSA), Enterobacter aerogens, Micrococcus luteus, Proteus vulgaris, Klebsiella pneumonia, Salmonella typhimurium, Salmonella paratyphi-B and anti-fungal activity against Malassesia pachydermatis, Candida albicans and Botyritis cinerea organisms. Among 23 compounds screened, 1′-acetyl-2, 5′-dimethyl-2,3-dihydrospiro[benzo[f]isoindole-1,3′-indoline] -2′,4,9-trione was found to be more active against tested bacteria and fungi.
KW - Antimicrobial activity
KW - Azomethine ylide cycloaddition
KW - Multicomponent reaction
KW - Spirooxindole
UR - http://www.scopus.com/inward/record.url?scp=84860300994&partnerID=8YFLogxK
U2 - 10.1016/j.ejmech.2012.02.024
DO - 10.1016/j.ejmech.2012.02.024
M3 - Article
C2 - 22405285
AN - SCOPUS:84860300994
SN - 0223-5234
VL - 51
SP - 79
EP - 91
JO - European Journal of Medicinal Chemistry
JF - European Journal of Medicinal Chemistry
ER -