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

doi:10.1016/j.bmc.2010.06.033

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

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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 language	English
Pages (from-to)	5626-5633
Number of pages	8
Journal	Bioorganic and Medicinal Chemistry
Volume	18
Issue number	15
DOIs	https://doi.org/10.1016/j.bmc.2010.06.033
Publication status	Published - Aug 1 2010
Externally published	Yes

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

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10.1016/j.bmc.2010.06.033

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Sandhu, H. S., Sapra, S., Gupta, M., Nepali, K., Gautam, R., Yadav, S., Kumar, R., Jachak, S. M., Chugh, M., Gupta, M. K., Suri, O. P., & Dhar, K. L. (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, 18(15), 5626-5633. https://doi.org/10.1016/j.bmc.2010.06.033

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

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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.",

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

Abstract

Keywords

ASJC Scopus subject areas

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