A non-cytotoxic N-dehydroabietylamine derivative with potent antimalarial activity

Sadashiva, M. P. and Gowda, Raghavendra and Wu, Xianzhu and Inamdar, Gajanan S. and Kuzu, Omer F. and Rangappa, K. S. and Robertson, Gavin P. and Channe Gowda, D. (2015) A non-cytotoxic N-dehydroabietylamine derivative with potent antimalarial activity. Experimental Parasitology, 155. pp. 68-73. ISSN 0014-4894

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Official URL: http://dx.doi.org/10.1016/j.exppara.2015.05.002

Abstract

Malaria caused by the Plasmodium parasites continues to be an enormous global health problem owing to wide spread drug resistance of parasites to many of the available antimalarial drugs. Therefore, development of new classes of antimalarial agents is essential to effectively treat malaria. In this study, the efficacy of naturally occurring diterpenoids, dehydroabietylamine and abietic acid, and their synthetic derivatives was assessed for antimalarial activity. Dehydroabietylamine and its N-trifluoroacetyl, N-tribromoacetyl, N-benzoyl, and N-benzyl derivatives showed excellent activity against P. falciparum parasites with IC50 values of 0.36 to 2.6 μM. Interestingly, N-dehydroabietylbenzamide showed potent antimalarial activity (IC50 0.36), and negligible cytotoxicity (IC50 >100 μM) to mammalian cells; thus, this compound can be an important antimalarial drug. In contrast, abietic acid was only marginally effective, exhibiting an IC50 value of ~82 μM. Several carboxylic group-derivatives of abietic acid were moderately active with IC50 values of ~8.2 to ~13.3 μM. These results suggest that a detailed understanding of the structure– activity relationship of abietane diterpenoids might provide strategies to exploit this class of compounds for malaria treatment.

Item Type: Article
Additional Information: Unmapped bibliographic data: PY - 2015/8// [EPrints field already has value set] JO - Experimental Parasitology [Field not mapped to EPrints]
Uncontrolled Keywords: Abietane diterpenoids, Dehydroabietylamine derivatives, Abietic acid derivatives, Antimalarial activity
Subjects: Physical Sciences > Chemistry
Divisions: PG Campuses > Manasagangotri, Mysore > Chemistry
Depositing User: Praveen Kumari B.L
Date Deposited: 21 Apr 2016 10:47
Last Modified: 21 Apr 2016 10:47
URI: http://eprints.uni-mysore.ac.in/id/eprint/18498

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