Synthesis and biological evaluation of polyhydroxylated oxindole derivatives as potential antileishmanial agent. Issue 6 (1st April 2018)

• Record Type: Journal Article
• Authors: Yousuf, Md; Mukherjee, Debarati; Dey, Somaditya; Chatterjee, Saurav; Pal, Abhishek; Sarkar, Biswajyoti; Pal, Chiranjib; Adhikari, Susanta
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 28:Issue 6(2018)
• Page Start: 1056
• Page End: 1062
• Publication Date: 2018-04-01
• Subjects: Oxindole -- Polyphenol -- L. donovani -- Apoptosis -- ROS; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2018.02.023
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: The devastating appearance of numerous drug-unresponsive strains of Leishmania donovani and severe toxic side effects of conventional antileishmanial therapy necessitates the search for novel leads, to treat visceral leishmaniasis efficiently. The current study deals with the synthesis and biological evaluation of a unique C-5 functionalized oxindole based polyphenol to ascertain its activities against L. donovani infection, in vitro . The polyhydroxylated oxindole derivative (1 ) was generated by coupling styrene derivatives with 5-bromo bis -arylidene oxindole using Heck coupling reaction. The synthesized molecule1 was tested for its antileishmanial activity using both promastigote and amastigote stages of L. donovani. Molecule1 showed promising anti-promastigote and anti-amastigote activities with IC50 values 15 µM and 1 µM, respectively, with no cytotoxicity towards host splenocytes. The results revealed that this compound induced parasite death by promoting oxidative stress, thereby triggering apoptosis.