Long-chain alkyl-substituted gentisic acid and benzoquinone derivatives from the root of Micronychia tsiramiramy (Anacardiaceae)

Author:

Razakarivony Andrianambinina A.,Lenta Bruno N.,Andriamihaja Bakolinirina1,Michalek Carmela2,Razanamahefa Bakonirina1,Razafimahefa Dorothée R.1,Rakotondramanga Maonja Finaritra1,Randrianasolo Rivoarison1,Lannang Alain Méli,Randriamiaramisaina Ralinandrianina1,Boyom Fekam F.3,Rosenthal Philip J.4,Sewald Norbert2

Affiliation:

1. Faculty of Science, Department of Organic Chemistry, University of Madagascar, Antananarivo 101, Madagascar

2. Organic and Bioorganic Chemistry, Department of Chemistry, Bielefeld University, 33501 Bielefeld, Germany

3. Department of Biochemistry, University of Yaoundé I, Yaoundé, Cameroon

4. Department of Medicine, University of California, San Francisco, CA 94943, USA

Abstract

Abstract A new gentisic acid derivative named micronyc acid (1) and a new 1,4-benzoquinone derivative named micronone (2) have been isolated from the root of Micronychia tsiramiramy together with the known compounds gallic acid (3), methyl gallate (4), moronic acid (5), masticadienolic acid (6), and masticadienediol (7). The structures of 1 and 2 were established using MS and NMR. Compound 1 was tested for antiplasmodial activity in vitro against the chloroquine-resistant strain Plasmodium falciparum W2 and displayed moderate antiplasmodial activity in vitro with an IC50 value of 25.6 μ m. Compounds 1 and its acetyl derivative 1a were also tested for their cytotoxicity against the human cervix carcinoma cell line KB-3-1 and still showed moderate activity.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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