The ethanol crude extract from cashew (Anacardium occidentale L. Anacardiaceae) displayed significant antiplasmodial activity (IC50 0.577 μg/ml). Liquid chromatography-high resolution Mass spectrometry analysis was performed to identify the main compounds existing in the ethanol extract. The occurrence of anacardic acids, cardols, and 2-methylcardols derivatives was confirmed in the extract. The IC50 obtained, when the main isolated compounds were evaluated in Plasmodium falciparum D6 strain, ranged from 5.39 μM to >100 μM. Tested here for the first time, the data showed that cardol triene 1 (IC50 = 5.69 μM) and 2-methylcardol triene 4 (IC50 = 5.39 μM) demonstrated good antimalarial activity. In conclusion, Anacardium occidentale nuts presented relevant biological potential, and further studies should be considered.
Alvarenga, T.A., de Oliveira, P.F., de Souza, J.M., Tavares, D.C., Andrade, E., Silva, M.L., Cunha, W.R., Groppo, M., Januário, A.H., Magalhães, L.G., Pauletti, P.M., 2016. Schistosomicidal activity of alkyl-phenols from the Cashew Anacardium occidentale against Schistosoma mansoni adult worms. J. Agric. Food Chem. 64, 8821–8827.
Batista, R., Silva, A., de Jr., J., de Oliveira, A.B., 2009. Plant-derived antimalarial agents: new leads and efficient phytomedicines. Part II. Non-alkaloidal natural products. Molecules 14, 3037–3072.
Chung, I.M., Seo, S.H., Kang, E.Y., Park, W.H., Moon, H.I., 2009. Anti-malarial activity of 6-(8’Z-pentadecenyl)-salicylic acid from Viola websteri in mice. Malaria J. 8, 151–154.
Correia, S.J., David, J.P., David, J.M., 2006. Secundary metabolites from species of Anacardiaceae. Quim. Nova. 29, 1287–1300.
Cui, L., Miao, J., Furuya, T., Fan, Q., Li, X., Rathod, P.K., Su, X.Z., Cui, L., 2008. Histone acetyltransferase inhibitor anacardic acid causes changes in global gene expression during in vitro Plasmodium falciparum development. Eukaryot. Cell 7, 1200–1210.
Duke, J.A., 2000. Handbook of Nuts: Herbal Reference Library. CRC Press, New York.
Haldar, K., Bhattacharjee, S., Safeukui, I., 2018. Drug resistance in Plasmodium. Nat. Rev. Microbiol. 16, 156–170.
Himejima, M., Kubo, I., 1991. Antibacterial agents from the cashew Anacardium occidentale (Anacardiaceae) nut shell oil. J. Agric. Food Chem. 39, 418–421.
Kubo, I., Kinst-Hori, I., Yokokawa, Y., 1994. Tyrosinase inhibitors from Anacardium occidentale fruits. J. Nat. Prod. 57, 545–551.
Kubo, I., Nitoda, T., Tocoli, F.E., Green, I.R., 2011. Multifunctional cytotoxic agents from Anacardium occidentale. Phytother. Res. 25, 38–45.
Kubo, I., Komatsu, S., Ochi, M., 1986. Molluscicides from the cashew Anacardium occidentale and their large-scale isolation. J. Agric. Food Chem. 34, 970–973.
Lee, S.J., Park, W.H., Moon, H.I., 2009. Bioassay-guided isolation of antiplasmodial anacardic acids derivatives from the whole plants of Viola websteri Hemsl. Parasitol. Res. 104, 463–466.
Masuoka, N., Nihei, K., Maeta, A., Yamagiwa, Y., Kubo, I., 2015. Inhibitory effects of cardols and related compounds on superoxide anion generation by xanthine oxidase. Food Chem. 166, 270–274.
Mitchell, J.D., Mori, S.A., 1987. The Anacardium occidentale and its relatives (Anacardium: Anacardiaceae). Mem. N. Y. Bot. Gard. 42, 1–76.
Oliveira, M.S., Morais, S.M., Magalhães, D.V., Batista, W.P., Vieira, I.G., Craveiro, A.A., de Manezes, J.E., Carvalho, A.F., de Lima, G.P., 2011. Antioxidant, larvicidal and antiacetylcholinesterase activities of cashew nut shell liquid constituents. Acta Trop. 117, 165–170.
Shobha, S.V., Ramadoss, C.S., Ravindranath, B., 1994. Inhibition of soybean lipoxygenase-1 by anacardic acids, cardols, and cardanols. J. Nat. Prod. 57, 1755–1757.
Smilkstein, M., Sriwilaijaroen, N., Kelly, J.X., Wilairat, P., Riscoe, M., 2004. Simple and inexpensive fluorescence-based technique for highthroughput antimalarial drug screening. Antimicrob. Agents Chemother. 48, 1803–1806.
Toyomizu, M., Sugiyama, S., Jin, R.L., Nakatsu, T., 1993. α-Glucosidase and aldose reductase inhibitors: constituents of cashew, Anacardium occidentale, nut shell liquids. Phytother. Res. 7, 252–254.
Trager, W., Jensen, J.B., 1976. Human malaria parasites in continuous culture. Science 193, 673–675.
Wannan, B.S., 2006. In Anacardiaceae. Blumea 51, 165–195.
WHO, 2017. World Malaria Report 2017. World Health Organization, Geneva.
VMMG and TAA contributed by running the laboratory work. MG identified the plant material. AHJ, WRC, and MLAS collaborated with the phytochemical investigation. MJS cooperated with the biological studies. PMP wrote the paper with contributions from AHJ, WRC, and MLAS. PMP and MKR designed the study and critically read the manuscript. All the authors have read the final manuscript and approved the submission.
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Gimenez, V.M.M., Alvarenga, T.A., Groppo, M. et al. Antiplasmodial evaluation of Anacardium occidentale and alkyl-phenols. Rev. Bras. Farmacogn. 29, 36–39 (2019). https://doi.org/10.1016/j.bjp.2018.11.003
- Anacardic acid