This research focuses on the photochemical activities of Ricinodendron heudeulotii (AKPI) oil, a fatty acid. In general, the latter, a bioactive organic compound, is employed to fight the atherosclerosis, the hypertension, the obesity, or the cancer. Ricinodendron heudeulotii oil contains mainly α-eleostearic acid C18:3c,t,t. This is characterized by its absorbance in ultraviolet or fluorescent light. It can isomerize into β-eleostearic acid C18:3t,t,t and catalpic acid C18:3t,t,c upon exposure to sunlight. The second compound is non-existent in those of certain plants containing the other two. In AKPI oil, it is in the minority. This work aims to explain the basis of its low proportion. The resources of theoretical chemistry were employed. The HF and DFT computations were carried out with the Gaussian09 software. DFT was combined with the B3LYP functional and the 6-311G, 6-311G (d, p), 6-311++G (d, p) basis sets to generate the geometries and calculate the isomer energies. The transition states were determined at the DFT level linked to the same functional and 6–311++G(d, p) base sets. They were carried out according to QST2 protocols. In addition, the low proportion of catalpic acid C18:3t,t,c was explained. It was founded on the recurring instability of α-eleostearic acid C18:3c,t,t compared to β-eleostearic acid C18:3t,t,t. Furthermore, the kinetic process of the first compound’s conversion to the second was established.
| Published in | International Journal of Computational and Theoretical Chemistry (Volume 11, Issue 1) |
| DOI | 10.11648/j.ijctc.20231101.12 |
| Page(s) | 19-25 |
| Creative Commons |
This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited. |
| Copyright |
Copyright © The Author(s), 2023. Published by Science Publishing Group |
Ricinodendron Heudeulotii Kernel (AKPI), Linoleic Fatty Acid, Photoisomerization, Quantum Calculations
| [1] | Susan Costantini, Fabiola Rusolo, Valentina de Vito, Stefania Moccia, Gianluca Picariello, Francesca Capone... and Maria Grazia Volpe. (2014). Potential anti-inflammatory effects of the hydrophilic fraction of pomegranate (Punica granatum L.) seed oil on breast cancer cell lines. Molecules (Basel, Switzerland) (6). DOI: 10.3390/molecules19068644. |
| [2] | Laura den Hartigh. (2019). Conjugated Linoleic Acid Effects on Cancer, Obesity, and Atherosclerosis: A Review of Preclinical and Human Trials With Current Perspectives. Nutrients (2). DOI: 10.3390/nu11020370. |
| [3] | Guixiang Zhao, Terry D. Etherton, Keith R. Martin, Sheila G. West, Peter J. Gillies and Penny M. Kris-Etherton. (2004). Dietary alpha-linolenic acid reduces inflammatory and lipid cardiovascular risk factors in hypercholesterolemic men and women. The Journal of nutrition (11). DOI: 10.1093/jn/134.11.2991. |
| [4] | A. P. Simopoulos. (2000). Human requirements for N-3 polyunsaturated fatty acids. Poultry science (7). DOI: 10.1093/ps/79.7.961. |
| [5] | Tsuyoshi Tsuzuki, Yoshiko Tokuyama, Miki Igarashi and Teruo Miyazawa. (2004). Tumour growth suppression by alpha-eleostearic acid, a linolenic acid isomer with a conjugated triene system, via lipid peroxidation. Carcinogenesis (8). DOI: 10.1093/carcin/bgh109. |
| [6] | Tamuno-Boma Odinga, Sammer Yousuf, Muhammad Iqbal Choudhary, Gloria Ihuoma Ndukwe, Prayer Chidi Obinna, Miebaka Beverly Otobo and Caleb Chimuanya Nwokogba. (2023). Bioactive Components, Anti-Dengue, and Insecticidal Potencies of Ricinodendron Heudelotii (Baill). Seed Oil. International Journal of Medicinal Plants and Natural Products (1). DOI: 10.20431/2454-7999.0901002. |
| [7] | Stephanie P. B. Caligiuri, Karin Love, Tanja Winter, Joy Gauthier, Carla G. Taylor, Tom Blydt-Hansen … and Harold M. Aukema. (2013). Dietary linoleic acid and α-linolenic acid differentially affect renal oxylipins and phospholipid fatty acids in diet-induced obese rats. The Journal of nutrition (9). DOI: 10.3945/jn.113.177360. |
| [8] | Frédéric Beisson, Natalie Ferté, Joannès Nari, Georges Noat, Vincent Arondel and Robert Verger. (1999). Use of naturally fluorescent triacylglycerols from Parinari glaberrimum to detect low lipase activities from Arabidopsis thaliana seedlings. Journal of Lipid Research (12). DOI: 10.1016/S0022-2275 (20)32106-4. |
| [9] | Gaëlle Pencreac’h, Jean Graille, Michel Pina … and Robert Verger. (2002). An ultraviolet spectrophotometric assay for measuring lipase activity using long chain triacyglycerols from Aleurites fordii seeds. Analytical biochemistry (1). DOI: 10.1006/abio.2001.5427. |
| [10] | H. Ghomdim Nzali, C. Tchiegang, E. Mignolet, C. Turu, Y. Larondelle… and M. Meurens. (2012). Study of Bioconversion of Conjugated Linolenic Acid (CLNA) of Ricinodendron heudelotii (bail). Seed in Male Rats into Conjugated Linoleic Acid (CLA) Using UV-Vis Spectrometry and Gas Chromatography. Asian Journal of Biochemistry (4). DOI: 10.3923/ajb.2012.194.205. |
| [11] | Diakaridja Nikiema. Huile native et huile traitée de Ricinodendron heudelotii: biodisponibilité, structure et réactivité chimio-enzymatique des acides gras linoléniques conjugués CLnA — (Alpha et Beta) — éléostéarique. https://oatao.univ-toulouse.fr/28652/. |
| [12] | Diakaridja Nikiema, Zéphirin Mouloungui, Koua oi Koua, Muriel Cerny, Éric Lacroux, Romain Valentin and Adjou Ané. (2019). The effect of dehulling method on the chemical composition of the lipid constituents of the kernels and oils of Ricinodendron heudelotii seeds. Industrial Crops and Products, 140, 111614. DOI: 10.1016/j.indcrop.2019.111614. |
| [13] | Nelson Zornitta, Willian Cézar Nadaleti, Reinaldo Aparecido Bariccatti, Reginaldo Ferreira dos Santos, Rafael Linzmeyer Zornitta and Carlos Eduardo Camargo Nogueira. (2017). Evaluation of the Tung’s fruits as a possible source of sustainable energy. Acta Scientiarum. Technology (4). DOI: 10.4025/actascitechnol.v39i4.29857. |
| [14] | Somaia Al-Madhagy, Naglaa S. Ashmawy, Ayat Mamdouh, Omayma A. Eldahshan and Mohamed A. Farag. (2023). A comprehensive review of the health benefits of flaxseed oil in relation to its chemical composition and comparison with other omega-3-rich oils. European journal of medical research (1). DOI: 10.1186/s40001-023-01203-6. |
| [15] | Tom E. Clemente and Edgar B. Cahoon. (2009). Soybean oil: genetic approaches for modification of functionality and total content. Plant physiology (3). DOI: 10.1104/pp.109.146282. |
| [16] | Robert Ghormley Parr. (1980). Density Functional Theory of Atoms and Molecules. Horizons of Quantum Chemistry. Académie Internationale des Sciences moléculaires quantiques/International Academy of Quantum Molecular Science. (3). doi.org/10.1007/978-94-009-9027-2_2. |
| [17] | Douglas Rayner Hartree. (1928). The Wave Mechanics of an Atom with a Non-Coulomb Central Field. Part I. Theory and Methods. Mathematical Proceedings of the Cambridge Philosophical Society (1). DOI: 10.1017/S0305004100011919. |
| [18] | Kenichi Fukui and Bernard Pullman. (1979). Horizons of Quantum Chemistry: Proceedings of the Third International Congress of Quantum Chemistry Held at Kyoto, Japan, October 29—November 3, 1979; Springer International Publishing, 2012. DOI: 10.1007/978-94-009-9027-2. |
| [19] | Michael Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb … and D. J. Fox. (2009), Gaussian 09 Revision D. 01. Gaussian, Inc., Wallingford, CT. |
APA Style
Boka Robert N’Guessan, Akpa Eugène Essoh, Diakaridja Nikiéma, Koua Oi Koua, Zéphirin Mouloungui, et al. (2023). An Explanation of the Catalpic Acid Low Proportion Through a Theoretical Analysis Performed on the Ricinodendron Heudeulotii. International Journal of Computational and Theoretical Chemistry, 11(1), 19-25. https://doi.org/10.11648/j.ijctc.20231101.12
ACS Style
Boka Robert N’Guessan; Akpa Eugène Essoh; Diakaridja Nikiéma; Koua Oi Koua; Zéphirin Mouloungui, et al. An Explanation of the Catalpic Acid Low Proportion Through a Theoretical Analysis Performed on the Ricinodendron Heudeulotii. Int. J. Comput. Theor. Chem. 2023, 11(1), 19-25. doi: 10.11648/j.ijctc.20231101.12
AMA Style
Boka Robert N’Guessan, Akpa Eugène Essoh, Diakaridja Nikiéma, Koua Oi Koua, Zéphirin Mouloungui, et al. An Explanation of the Catalpic Acid Low Proportion Through a Theoretical Analysis Performed on the Ricinodendron Heudeulotii. Int J Comput Theor Chem. 2023;11(1):19-25. doi: 10.11648/j.ijctc.20231101.12
Share This Article
Twitter
Linked In
Facebook
Copy
Download@article{10.11648/j.ijctc.20231101.12,
author = {Boka Robert N’Guessan and Akpa Eugène Essoh and Diakaridja Nikiéma and Koua Oi Koua and Zéphirin Mouloungui and El Hadji Sawaliho Bamba},
title = {An Explanation of the Catalpic Acid Low Proportion Through a Theoretical Analysis Performed on the Ricinodendron Heudeulotii},
journal = {International Journal of Computational and Theoretical Chemistry},
volume = {11},
number = {1},
pages = {19-25},
doi = {10.11648/j.ijctc.20231101.12},
url = {https://doi.org/10.11648/j.ijctc.20231101.12},
eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20231101.12},
abstract = {This research focuses on the photochemical activities of Ricinodendron heudeulotii (AKPI) oil, a fatty acid. In general, the latter, a bioactive organic compound, is employed to fight the atherosclerosis, the hypertension, the obesity, or the cancer. Ricinodendron heudeulotii oil contains mainly α-eleostearic acid C18:3c,t,t. This is characterized by its absorbance in ultraviolet or fluorescent light. It can isomerize into β-eleostearic acid C18:3t,t,t and catalpic acid C18:3t,t,c upon exposure to sunlight. The second compound is non-existent in those of certain plants containing the other two. In AKPI oil, it is in the minority. This work aims to explain the basis of its low proportion. The resources of theoretical chemistry were employed. The HF and DFT computations were carried out with the Gaussian09 software. DFT was combined with the B3LYP functional and the 6-311G, 6-311G (d, p), 6-311++G (d, p) basis sets to generate the geometries and calculate the isomer energies. The transition states were determined at the DFT level linked to the same functional and 6–311++G(d, p) base sets. They were carried out according to QST2 protocols. In addition, the low proportion of catalpic acid C18:3t,t,c was explained. It was founded on the recurring instability of α-eleostearic acid C18:3c,t,t compared to β-eleostearic acid C18:3t,t,t. Furthermore, the kinetic process of the first compound’s conversion to the second was established.
},
year = {2023}
}
TY - JOUR T1 - An Explanation of the Catalpic Acid Low Proportion Through a Theoretical Analysis Performed on the Ricinodendron Heudeulotii AU - Boka Robert N’Guessan AU - Akpa Eugène Essoh AU - Diakaridja Nikiéma AU - Koua Oi Koua AU - Zéphirin Mouloungui AU - El Hadji Sawaliho Bamba Y1 - 2023/10/30 PY - 2023 N1 - https://doi.org/10.11648/j.ijctc.20231101.12 DO - 10.11648/j.ijctc.20231101.12 T2 - International Journal of Computational and Theoretical Chemistry JF - International Journal of Computational and Theoretical Chemistry JO - International Journal of Computational and Theoretical Chemistry SP - 19 EP - 25 PB - Science Publishing Group SN - 2376-7308 UR - https://doi.org/10.11648/j.ijctc.20231101.12 AB - This research focuses on the photochemical activities of Ricinodendron heudeulotii (AKPI) oil, a fatty acid. In general, the latter, a bioactive organic compound, is employed to fight the atherosclerosis, the hypertension, the obesity, or the cancer. Ricinodendron heudeulotii oil contains mainly α-eleostearic acid C18:3c,t,t. This is characterized by its absorbance in ultraviolet or fluorescent light. It can isomerize into β-eleostearic acid C18:3t,t,t and catalpic acid C18:3t,t,c upon exposure to sunlight. The second compound is non-existent in those of certain plants containing the other two. In AKPI oil, it is in the minority. This work aims to explain the basis of its low proportion. The resources of theoretical chemistry were employed. The HF and DFT computations were carried out with the Gaussian09 software. DFT was combined with the B3LYP functional and the 6-311G, 6-311G (d, p), 6-311++G (d, p) basis sets to generate the geometries and calculate the isomer energies. The transition states were determined at the DFT level linked to the same functional and 6–311++G(d, p) base sets. They were carried out according to QST2 protocols. In addition, the low proportion of catalpic acid C18:3t,t,c was explained. It was founded on the recurring instability of α-eleostearic acid C18:3c,t,t compared to β-eleostearic acid C18:3t,t,t. Furthermore, the kinetic process of the first compound’s conversion to the second was established. VL - 11 IS - 1 ER -
Email: