Efficient synthesis of 3,3-diheteroaromatic oxindole analogues and their in vitro evaluation for spermicidal potential

Priyankar Paira; Abhijit Hazra; Shrabanti Kumar; Rupankar Paira; Krishnendu B Sahu; Subhendu Naskar; Pritam Saha; Shyamal Mondal; Arindam Maity; Sukdeb Banerjee; Nirup B Mondal

doi:10.1016/j.bmcl.2009.06.049

Efficient synthesis of 3,3-diheteroaromatic oxindole analogues and their in vitro evaluation for spermicidal potential

Bioorg Med Chem Lett. 2009 Aug 15;19(16):4786-9. doi: 10.1016/j.bmcl.2009.06.049. Epub 2009 Jun 17.

Authors

Priyankar Paira¹, Abhijit Hazra, Shrabanti Kumar, Rupankar Paira, Krishnendu B Sahu, Subhendu Naskar, Pritam Saha, Shyamal Mondal, Arindam Maity, Sukdeb Banerjee, Nirup B Mondal

Affiliation

¹ Indian Institute of Chemical Biology, Council of Scientific and Industrial Research, Jadavpur, Kolkata 700 032, India.

PMID: 19564109
DOI: 10.1016/j.bmcl.2009.06.049

Abstract

Syntheses of 3,3-diheteroaromatic oxindole derivatives has been achieved by coupling indole-2,3-dione (isatin) with differently substituted indoles and pyrrole in presence of I(2) in i-PrOH. The in vitro spermicidal potentials and the mode of spermicidal action of the synthesized analogues were evaluated and the derivative, 3,3-bis (5-methoxy-1H-indol-3-yl) indolin-2-one (3d) exhibited most significant activity.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Indoles / chemical synthesis*
Indoles / chemistry*
Indoles / pharmacology
Microscopy, Electron, Transmission
Oxindoles
Rats
Spermatocidal Agents / chemical synthesis*
Spermatocidal Agents / chemistry
Spermatocidal Agents / pharmacology

Substances

3,3-bis(5-methoxy-1H-indol-3-yl)indolin-2-one
Indoles
Oxindoles
Spermatocidal Agents
2-oxindole