Utilization of Fatty Acids in Moringa Seed Oil as a Basic Material for Making Azelaic Acid
DOI:
10.29303/jppipa.v8i5.1964Published:
2022-11-30Issue:
Vol. 8 No. 5 (2022): NovemberKeywords:
Moringa seed oil, Fatty acids, Azelaic acidResearch Articles
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Abstract
Moringa (Moringa oleifera L.) is a plant belonging to the moringaceae family. Moringa seeds contain oil which can be used as a raw material for making azelaic acid. Azelaic acid is used as an anti-acne in the pharmaceutical and cosmetic industries. Azelaic acid can be obtained from the oxidation process of fatty acids in moringa seed oil using potassium permanganate as an oxidizing agent. The resulting azelaic acid is in the form of white crystals with a conversion percentage of 72.17%. The results of the FT-IR characterization showed the formation of azelaic acid characterized by widening of the hydroxyl group at 3448.46 cm-1 followed by a shift of the ester group at absorption of 1633.46 cm-1. The ester bond is strengthened at a wavelength of 1115.95 cm-1.
References
Avilés, F., Caracundo, V., & Feijoo, D. (2018). Synthesis of azelaic acid from castor oil (Issue October). https://doi.org/10.13140/RG.2.2.21279.61602
Benessere, V., Cucciolito, M. E., De Santis, A., Di Serio, M., Esposito, R., Ruffo, F., & Turco, R. (2015). Sustainable Process for Production of Azelaic Acid Through Oxidative Cleavage of Oleic Acid. JAOCS, Journal of the American Oil Chemists’ Society, 92(11–12), 1701–1707. https://doi.org/10.1007/s11746-015-2727-z
Brenna, E., Colombo, D., Di Lecce, G., Gatti, F. G., Ghezzi, M. C., Tentori, F., Tessaro, D., & Viola, M. (2020). Conversion of oleic acid into azelaic and pelargonic acid by a chemo-enzymatic route. Molecules, 25(8), 1882. https://doi.org/10.3390/molecules25081882
Brühl, L., Bonte, A., N’Diaye, K., & Matthäus, B. (2022). Oxidation of Cycloâ€Lino Peptides in Linseed Oils during Storage. European Journal of Lipid Science and Technology, 2200137. https://doi.org/10.1002/ejlt.202200137
Chebet, J., Kinyanjui, T., & Cheplogoi, P. K. (2016). Impact of frying on iodine value of vegetable oils before and after deep frying in different types of food in Kenya. Journal of Scientific and Innovative Research, 5(5), 193–196. https://doi.org/10.31254/jsir.2016.5508
Fachriyah, E., Kusrini, D., Haryanto, I. B., Wulandari, S. M. B., Lestari, W. I., & Sumariyah, S. (2020). Phytochemical Test, Determination of Total Phenol, Total Flavonoids and Antioxidant Activity of Ethanol Extract of Moringa Leaves (Moringa oleifera Lam. Jurnal Kimia Sains Dan Aplikasi, 23(8), 290–294. https://doi.org/10.14710/jksa.23.8.290-294
Febliza, A., Okatariani, O., & Putri, A. M. (2020). Kualitas Minyak Blend Kelapa Kopra dan Minyak Kelapa Sawit ditinjau dari Kadar Air, Kadar Asam Lemak Bebas dan Bilangan Peroksida. Jurnal Riset Kimia, 11(1), 1–8. https://doi.org/10.25077/jrk.v11i1.347
Godard, A., De Caro, P., Thiebaud-Roux, S., Vedrenne, E., & Mouloungui, Z. (2013). New environmentally friendly oxidative scission of oleic acid into azelaic acid and pelargonic acid. JAOCS, Journal of the American Oil Chemists’ Society, 90(1), 133–140. https://doi.org/10.1007/s11746-012-2134-7
Gunstone, F. D., & Harwood, J. L. (2007). Lipid Handbook. In Nature (3rd ed., Vol. 231, Issue 5304). Chapman and Hall. https://doi.org/10.1038/231541b0
Handayani, S. S., Gunawan, E. R., Kurniawati, L., Murniati, M., & Budiarto, L. H. (2015). Analisis Asam Lemak Omega-3 dari Minyak Kepala Ikan Sunglir (Elagatis bipinnulata) melalui Esterifikasi Enzimatik. Jurnal Natur Indonesia, 15(2), 75. https://doi.org/10.31258/jnat.15.2.75-83
Kadhum, A. A. H., Wasmi, B. A., Mohamad, A. B., Al-Amiery, A. A., & Takriff, M. S. (2012). Preparation, characterization, and theoretical studies of azelaic acid derived from oleic acid by use of a novel ozonolysis method. Research on Chemical Intermediates, 38(2), 659–668. https://doi.org/10.1007/s11164-011-0406-8
Laksmiani, N. P. L., Widiantara, I. W. A., Adnyani, K. D., & Pawarrangan, A. B. S. (2020). OPTIMASI METODE EKSTRAKSI KUERSETIN DARI DAUN KELOR (Moringa oleifera L.). Jurnal Kimia, 19. https://doi.org/10.24843/jchem.2020.v14.i01.p04
Maisaroh, M., Susetyo, I. B., & Rusmandana, B. (2016). Sintesis Asam 9,10-Dihidroksi Stearat (DHSA) Melalui Hidrolisa Epoksida dari Oksidasi Asam Oleat dengan Asam Performat. REAKTOR, 16(2), 57. https://doi.org/10.14710/reaktor.16.2.57-64
Manzoor, M., Anwar, F., Iqbal, T., & Bhanger, M. I. (2007). Physico-chemical characterization of moringa concanensis seeds and seed oil. JAOCS, Journal of the American Oil Chemists’ Society, 84(5), 413–419. https://doi.org/10.1007/s11746-007-1055-3
Masyithah, Z., & Ginting, A. (2018). Optimization of a two-step method to synthesize azelaic acid from oleic acid. Oriental Journal of Chemistry, 34(3), 1249–1256. https://doi.org/10.13005/ojc/340307
Nguyen, Q. H., Talou, T., Evon, P., Cerny, M., & Merah, O. (2020). Fatty acid composition and oil content during coriander fruit development. Food Chemistry, 326. https://doi.org/10.1016/j.foodchem.2020.127034
Setiaji, B., & Syoufian, A. (2013). Fractionation Of Medium Chain Fatty Acid Ethyl Esters From Virgin Coconut Oil Via Transesterification and Distillation Under Reduced Pressure. International Journal of Basic & Applied Sciences, 13(01), 60–64.
Sieber, M. A., & Hegel, J. K. E. (2013). Azelaic acid: Properties and mode of action. Skin Pharmacology and Physiology, 27(SUPPL.1), 9–17. https://doi.org/10.1159/000354888
Sihotang, H. (2007). Pembuatan Ester 1,9-Nonanil Dilaktat Melalui Reaksi Esterifikasi Antara Asam Laktat Dengan 1,9-Nonanadiol. Jurnal Sains Kimia, 1(11), 1–4.
Singh, B. N., Singh, B. R., Singh, R. L., Prakash, D., Dhakarey, R., Upadhyay, G., & Singh, H. B. (2009). Oxidative DNA damage protective activity, antioxidant and anti-quorum sensing potentials of Moringa oleifera. Food and Chemical Toxicology, 47(6), 1109–1116. https://doi.org/10.1016/j.fct.2009.01.034.
Sudaryanto, Herwanto, T., & Putri, S. H. (2016). Antioxidant Activity in Oil Seeds Moringa (Moringa oleifera l.) Soxhletation Method with using Solvents N-hexane, Methanol, and Ethanol. Jurnal Teknotan, 10(2), 16–21.
Tomić, I., Juretić, M., Jug, M., Pepić, I., Cetina ÄŒižmek, B., & Filipović-GrÄić, J. (2019). Preparation of in situ hydrogels loaded with azelaic acid nanocrystals and their dermal application performance study. International Journal of Pharmaceutics, 563, 249–258. https://doi.org/10.1016/j.ijpharm.2019.04.016
Wahyudi, W., I.N.G., W., A., W., & W. (2018). Improving Vegetable Oil Properties by Transforming Fatty Acid Chain Length in Jatropha Oil and Coconut Oil Blends. Energies, 11, 394. https://doi.org/10.3390/en11020394.
Worret, W.-I., & Fluhr, J. W. (2006). Acne therapy with topical benzoyl peroxide, antibiotics and azelaic acid. Jddg, 4(4), 293–300. https://doi.org/10.1111/j.1610-0387.2006.05931.x
Zhang, Y., Luo, J., & Zeng, F. (2021). Volatile composition analysis of tree peony (Paeonia section Moutan DC.) seed oil and the effect of oxidation during storage. Journal of Food Science, 86(8), 3467–3479. https://doi.org/10.1111/1750-3841.15790
Author Biographies
Sri Seno Handayani, Mataram University
Erin Ryantin Gunawan, University of Mataram
Dedy Suhendra, University of Mataram
Murniati Murniati, University of Mataram
Dhony Hermanto, University of Mataram
Liliek Karnila, University of Mataram
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