Synthesis and biological evaluation of arylidene analogues of Meldrum's acid as a new class of antimalarial and antioxidant agents

Harmeet S. Sandhu, Sameer Sapra, Mukesh Gupta, Kunal Nepali, Raju Gautam, Sunil Yadav, Raj Kumar, Sanjay M. Jachak, Manoj Chugh, Manish K. Gupta, Om P. Suri, K. L. Dhar

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

A series of arylidene analogues of Meldrum's acid were synthesized and evaluated for in vitro antimalarial and antioxidant activities for the first time. The influence of various physico-chemical parameters such as dielectric constant (), donor number (DN), acceptor number (AN), hydrogen bond donor (HBD), hydrogen bond acceptor (HBA), and solubilizing power of the solvents on Meldrum's acid anion generation and thus on promoting the Knoevenagel condensation of Meldrum's acid with aryl aldehydes has been discussed. Five compounds 9l, 9m, 9n, 9r, and 9s were found to be most active against Plasmodium falciparum with IC50 values in the range of 9.68-16.11 μM. Compound 9l exhibited the most potent antimalarial activity (IC50 9.68 μM). The compounds were also found to possess antioxidant activity when tested against DPPH and ABTS free radicals.

Original languageEnglish
Pages (from-to)5626-5633
Number of pages8
JournalBioorganic and Medicinal Chemistry
Volume18
Issue number15
DOIs
Publication statusPublished - Aug 1 2010
Externally publishedYes

Fingerprint

Antimalarials
Antioxidants
Inhibitory Concentration 50
Hydrogen
Hydrogen bonds
Plasmodium falciparum
Aldehydes
Free Radicals
Anions
Condensation
Permittivity
Meldrum's acid

Keywords

  • Antimalarial
  • Antioxidant
  • Arylidene analogues of Meldrum's acid
  • Knoevenagel condensation

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Synthesis and biological evaluation of arylidene analogues of Meldrum's acid as a new class of antimalarial and antioxidant agents. / Sandhu, Harmeet S.; Sapra, Sameer; Gupta, Mukesh; Nepali, Kunal; Gautam, Raju; Yadav, Sunil; Kumar, Raj; Jachak, Sanjay M.; Chugh, Manoj; Gupta, Manish K.; Suri, Om P.; Dhar, K. L.

In: Bioorganic and Medicinal Chemistry, Vol. 18, No. 15, 01.08.2010, p. 5626-5633.

Research output: Contribution to journalArticle

Sandhu, HS, Sapra, S, Gupta, M, Nepali, K, Gautam, R, Yadav, S, Kumar, R, Jachak, SM, Chugh, M, Gupta, MK, Suri, OP & Dhar, KL 2010, 'Synthesis and biological evaluation of arylidene analogues of Meldrum's acid as a new class of antimalarial and antioxidant agents', Bioorganic and Medicinal Chemistry, vol. 18, no. 15, pp. 5626-5633. https://doi.org/10.1016/j.bmc.2010.06.033
Sandhu, Harmeet S. ; Sapra, Sameer ; Gupta, Mukesh ; Nepali, Kunal ; Gautam, Raju ; Yadav, Sunil ; Kumar, Raj ; Jachak, Sanjay M. ; Chugh, Manoj ; Gupta, Manish K. ; Suri, Om P. ; Dhar, K. L. / Synthesis and biological evaluation of arylidene analogues of Meldrum's acid as a new class of antimalarial and antioxidant agents. In: Bioorganic and Medicinal Chemistry. 2010 ; Vol. 18, No. 15. pp. 5626-5633.
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