Potential biological applications of bio-based anacardic acids and their derivatives
- PMID: 25894225
- PMCID: PMC4425097
- DOI: 10.3390/ijms16048569
Potential biological applications of bio-based anacardic acids and their derivatives
Abstract
Cashew nut shells (CNS), which are agro wastes from cashew nut processing factories, have proven to be among the most versatile bio-based renewable materials in the search for functional materials and chemicals from renewable resources. CNS are produced in the cashew nut processing process as waste, but they contain cashew nut shell liquid (CNSL) up to about 30-35 wt. % of the nut shell weight depending on the method of extraction. CNSL is a mixture of anacardic acid, cardanol, cardol, and methyl cardol, and the structures of these phenols offer opportunities for the development of diverse products. For anacardic acid, the combination of phenolic, carboxylic, and a 15-carbon alkyl side chain functional group makes it attractive in biological applications or as a synthon for the synthesis of a multitude of bioactive compounds. Anacardic acid, which is about 65% of a CNSL mixture, can be extracted from the agro waste. This shows that CNS waste can be used to extract useful chemicals and thus provide alternative green sources of chemicals, apart from relying only on the otherwise declining petroleum based sources. This paper reviews the potential of anacardic acids and their semi-synthetic derivatives for antibacterial, antitumor, and antioxidant activities. The review focuses on natural anacardic acids from CNS and other plants and their semi-synthetic derivatives as possible lead compounds in medicine. In addition, the use of anacardic acid as a starting material for the synthesis of various biologically active compounds and complexes is reported.
Figures
![Figure 1](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g001.gif)
![Figure 2](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g002.gif)
![Figure 3](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g003.gif)
![Figure 4](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g004.gif)
![Figure 5](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g005.gif)
![Figure 6](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g006.gif)
![Figure 7](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g007.gif)
![Figure 8](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g008.gif)
![Figure 9](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g009.gif)
![Figure 10](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g010.gif)
![Figure 11](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g011.gif)
![Figure 12](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g012.gif)
![Figure 13](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g013.gif)
![Figure 14](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g014.gif)
![Figure 15](https://cdn.statically.io/img/www.ncbi.nlm.nih.gov/pmc/articles/instance/4425097/bin/ijms-16-08569-g015.gif)
Similar articles
-
Advances in Nanomaterials Based on Cashew Nut Shell Liquid.Nanomaterials (Basel). 2023 Sep 4;13(17):2486. doi: 10.3390/nano13172486. Nanomaterials (Basel). 2023. PMID: 37686994 Free PMC article. Review.
-
Characterization of alkyl phenols in cashew (Anacardium occidentale) products and assay of their antioxidant capacity.Food Chem Toxicol. 2006 Feb;44(2):188-97. doi: 10.1016/j.fct.2005.06.012. Epub 2005 Aug 10. Food Chem Toxicol. 2006. PMID: 16095792
-
Chemical Valorization of Cashew Nut Shell Waste.Top Curr Chem (Cham). 2018 Feb 13;376(2):8. doi: 10.1007/s41061-017-0177-9. Top Curr Chem (Cham). 2018. PMID: 29442189 Review.
-
A highly sensitive GC-MS method for simultaneous determination of anacardic acids in cashew (Anacardium occidentale) nut shell oil in the presence of other phenolic lipid derivatives.Biomed Chromatogr. 2019 Nov;33(11):e4659. doi: 10.1002/bmc.4659. Epub 2019 Aug 20. Biomed Chromatogr. 2019. PMID: 31325174
-
Antioxidant, larvicidal and antiacetylcholinesterase activities of cashew nut shell liquid constituents.Acta Trop. 2011 Mar;117(3):165-70. doi: 10.1016/j.actatropica.2010.08.003. Epub 2010 Aug 11. Acta Trop. 2011. PMID: 20707981
Cited by
-
Antagonistic effectiveness of Anacardium occidentale leaf extract on lead-acetate exposure-induced hepatorenal toxicity in rats.Environ Anal Health Toxicol. 2023 Dec;38(4):e2023028-0. doi: 10.5620/eaht.2023028. Epub 2023 Dec 29. Environ Anal Health Toxicol. 2023. PMID: 38298047 Free PMC article.
-
Advances in Nanomaterials Based on Cashew Nut Shell Liquid.Nanomaterials (Basel). 2023 Sep 4;13(17):2486. doi: 10.3390/nano13172486. Nanomaterials (Basel). 2023. PMID: 37686994 Free PMC article. Review.
-
Sulfonamide derived from anacardic acid as potential antichagasic: a theoretical approach based on molecular docking, molecular dynamics, and density functional theory calculations.J Mol Model. 2023 Apr 29;29(5):165. doi: 10.1007/s00894-023-05566-9. J Mol Model. 2023. PMID: 37117952
-
Advanced Phytochemical-Based Nanocarrier Systems for the Treatment of Breast Cancer.Cancers (Basel). 2023 Feb 6;15(4):1023. doi: 10.3390/cancers15041023. Cancers (Basel). 2023. PMID: 36831369 Free PMC article. Review.
-
Correlating the morphology of Anacardium occidentale L. fruits from 30 orchards with their physicochemical and nutritional properties.Front Plant Sci. 2022 Dec 1;13:1033577. doi: 10.3389/fpls.2022.1033577. eCollection 2022. Front Plant Sci. 2022. PMID: 36531375 Free PMC article.
References
-
- Mazzetto S.E., Lemonaco D., Mele G. Cashew nut oil: Opportunities and challenges in the context of sustainable industrial development. Quim. Nova. 2009;32:732–741. doi: 10.1590/S0100-40422009000300017. - DOI
-
- Tyman J.H.P. Synthetic and Natural Phenols. Elsevier; Amsterdam, The Netherlands: 2008.
-
- Manjula S., Pillai C.K.S. Thermal characterization of cardanol-formaldehyde resins and cardanol-formaldehyde/poly(methyl methacrylate) semi-interpenetrating polymer networks. Thermochim. Acta. 1990;159:255–266. doi: 10.1016/0040-6031(90)80114-E. - DOI
-
- Tyman J.H.P., Johnson R.A., Muir M., Rokhgar R. The extraction of natural cashewnut-shell liquid from the cashew nut (Anacardium occidentale) J. Am. Oil Chem. Soc. 1989;66:553–537. doi: 10.1007/BF02885447. - DOI
-
- Jain P.K., Sivala K.J. Development of a cashew nut sheller. Food Eng. 1997;32:339–345. doi: 10.1016/S0260-8774(97)00020-4. - DOI
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources