American Journal of Heterocyclic Chemistry
Volume 4, Issue 4, December 2018, Pages: 49-54
Received: Nov. 19, 2018;
Accepted: Dec. 8, 2018;
Published: Jan. 25, 2019
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Timothy Omara, Department of Health Sciences, Unicaf University, Lusaka, Zambia; Department of Quality Control, Quality Assurance and Product Development, AgroWays Uganda Limited, Jinja, Uganda; Department of Chemistry, Faculty of Science, Kyambogo University, Kampala, Uganda; Department of Quality Control and Quality Assurance, Leading Distillers Uganda Limited, Kampala, Uganda
Bashir Musau, Department of Chemistry, Faculty of Science, Kyambogo University, Kampala, Uganda; Department of Quality Control and Quality Assurance, Leading Distillers Uganda Limited, Kampala, Uganda
Sarah Kagoya, Department of Chemistry, Faculty of Science, Kyambogo University, Kampala, Uganda
Agrotransformation of tobacco leaves into cigarettes and cigars spawns upto 75% wastes which is an environmental and public nuisance owing to its noxious 0.6-3% (w/w) 3-(1-methyl-2-pyrrolindyl) pyridine (MPP) content. Considerately, this volumetric agrowaste is a prodigal loss during tobacco processing. Consequently, the utilization of these frugal wastes as a substrate for pyridine-3-carboxylic acid (PCA) synthesis is a green strategy to obliterate the ecological backlashes of tobacco waste. This concerted study reported the feasibility of utilizing Flue-Cured Virginia (FCV) tobacco waste as a starting substrate for synthesis of pyridine-3-carboxylic acid through MPP as a synthetic intermediate. The intermediate was extracted from powdered FCV wastes using petroleum ether and subsequently oxidized to PCA using 69% concentrated Nitric acid of volumes: 120, 115, 110,105, 100, 95, 90 and 85ml at 87±2°C. The results of the bench scale experiments indicated that the yield of PCA increases with increase in the volume of hot nitric acid; a maximum yield of 25ml was obtained with 100ml of hot nitric acid. The lowest yield of 17ml was from 85ml of hot nitric acid. MPP had a statistical mean boiling point of 249.3±2.082°C, mean density of 1.024±0.006g/cm3 whereas PCA had a mean boiling point of 262±3°C, mean density of 1.505843±0.05503g/cm3, mean pH of 3.3±0.19 and a computed mean solubility of 1.5±0.017g/L. The study has shown that FCV tobacco leaf wastes is a green environmental substrate for organic synthesis of pyridine-3-carboxylic acid.
Frugal Utilization of Flue-Cured Virginia Nicotiana tabacum Leaf Wastes as a Vicissitudinous Substrate for Optimized Synthesis of Pyridine-3-Carboxylic Acid, American Journal of Heterocyclic Chemistry.
Vol. 4, No. 4,
2018, pp. 49-54.
The observer: Tobacco farmers smile to the bank. June 29, 2011. Retrieved January 21st, 2017. https: //www. observer. ug/business/38-business/14052-tobacco-farmers-smile-to-the-bank.
The New Vision. Uganda: Arua tobacco's cash itch, 14 February 2002, Joseph Olanyo, accessed 16th January 2017. https: //allafrica. com/stories/200202140438. html.
Uganda National Tobacco Control Association (UNTCA) Shadow Report on The Status of Implementation of the World Health Organization Framework Convention on Tobacco Control (WHO-FCTC), Articles 8 & 13 in Uganda, pp. 1-20, 2012.
R. Jacob, M. Swenseid. Niacin. In: Ziegler, E. E., Filer, L. J., (Eds.). Present Knowledge in Nutrition. 7th ed. ILSI Press, Washington D. C., pp. 185-190, 1996.
M. F. Murray. “Niacin as a potential AIDs preventive facator”. Medical Hypotheses, vol. 53, no. 5, pp. 375-79, 1999.
M. F. Murray, M. Langan, R. R. MacGregor. “Increased Plasma Tryptophan in HIV-patients treated with pharmacologic doses of Nicotinamide”. Nutrition, vol. 17, no. (7-8), pp. 654-56, 2001.
P. L. Canner, K. G. Berge, N. K. Wenger, J. Stamler, L. Friedman, R. J. Prineas, W. Friedewald. “Fifteen-year mortality in Coronary Drug Project patients: long-term benefit with niacin”. Journal of the American College of Cardiology, vol. 8, no. 6, pp. 1245-55, Dec 1986.
A. C. Boyonoski, J. C. Spronck, L. M. Gallacher, R. M. Jacobs, G. M. Shah, G. G. Poirier, J. B. Kirkland. “Niacin deficiency decreases bone marrow poly (ADP-ribose) and the latency of ethylnitrosourea-induced carcinogenesis in rats”. Journal of Nutrition, vol. 132, no. 1, pp. 108-14, Jan 2002.
E. Negri, S. Franceschi, C. Bosetti. “Selected micronutrients and oral and pharyngeal cancer”. International Journal of Cancer, vol. 86, no. 1, pp. 122-27, Apri 2002. ”
S. Franceschi, E. Bidoli, E. Negri, P. Zambon, R. Talamini, A. Roul, M. Parpinel, F. Levi, L. Simonato, C. La Vecchia. “Role of macronutrients, vitamins and minerals in the aetiology of squamous-cell carcinoma of the oesophagus”. International Journal of Cancer, vol. 86, no. pp. 626, Jun 2000.
E. A. Gale, P. J. Bingley, C. L. Emmett, T. Collier. “European Nicotinamide Diabetes Intervention Trial (ENDIT) Group”. Lancet., vol. 363, no. 9413, pp. 925-31, Mar 2004.
E. F. Lampeter, A. Klinghammer, W. A. Scherbaum, E. Heinze, B. Haastert, G. Giani and H. Kolb. “The Deutsche Nicotinamide Intervention Study: an attempt to prevent type 1 diabetes”. Diabetes, vol. 47, no. 6, pp. 980-84, 1998.
C. J. Greenbaum, S. E. Kahn, J. P. Palmer. “Nicotinamide’s effects on glucose metabolism in subjects at risk for IDDM”. Diabetes, vol. 45, no. 11, pp. 1631-4, Nov. 1996.
Knopp, R. H. Drug treatment of lipid disorders. The New England Journal of Medicine, vol. 341, no. 7, pp. 498-511, 1999.
J. G. Speight. “Chemical and Process Design Handbook”. McGraw-Hill. pp. 2. 352-353, 2002. ISBN 0-07-137433-7.
S. Kumar and B. V. Babu. “Process Intensification of Nicotinic Acid Production via Enzymatic Conversion using Reactive Extraction”. Chemical and Biochemical Engineering Quarterly, vol. 23, no. 3, pp. 367–76, 2009.
N. J. Rasul, J. Shah, A. Shah, F. Gul. “Seperation identification and determination of Nicotinic acid and Nicotinamide from cigarette tobacco and smoke part I”. Journal of the Chemical Society of Pakistan, vol. 19, no. 4, pp. 306-09, 1997.
A. F. Mulyadia, S. Wijanab, A. S. Wahyudi. Optimization of Nicotine Extraction in Tobacco Leaf (Nicotiana tabacum L.): (Study: Comparison of Ether and Petroleum Ether). The International Conference on Chemical Engineering, UNPAR, 2013.
S. Purwono, B. Murachman, J. Wintoko, B. A. Simanjuntak, P. P. Sejati, N. E. Permatasari and D. Lidyawati. “The Effect of Solvent for Extraction for Removing Nicotine on the Development of Charcoal Briquette from Waste of Tobacco Stem”. Journal of Sustainable Energy & Environment, vol. 2, pp. 11-13, 2011.
K. Mahendra, C. V. Narasimha Rao, Y. L. N. Murthy, K. K. Bala Murali. Development of High Value Phytochemicals From Green Tobacco. Int. J. Chem. Res., vol. 01, pp. 23-28, 2011.
C. D. Mathew, T. T. Nagasawa, H. Yamada, M. Kobayashi. “Nitrilase-catalyzed production of nicotinic acid from 3-Cyanopyridine in Rhodococcus rhodochrous J1”. Applied and Environmental Microbiology, vol. 54, no. 4, pp. 1030-32, 1988.
A. V. Peter, J. K. Christopher, S. J. C. Peter. Conversion of 3-cyanopyridine to nicotinic acid by Nocardia rhodochrous LL100-21. Enzyme Microbial Technology, vol. 11, no. 12, pp. 815-23, 1989.
Q.A. Almatawah, D.A. Cowan. ‘‘Thermostable nitrilase catalysed production of nicotinic acid from 3-cyanopyridine’’. Enzyme and Microbial Technology, vol. 25, pp. 718-24, 1999.
O. Kaplan, V. Vejvoda, O. Plíhal, P. Pompach, D. Kavan, P. Fialová, K. Bezouška, M. Macková, M. Cantarella, V. Jirku, V. Kren, L. Martínková. “Purification and characterization of a nitrilase from Aspergillus niger K10”. Applied Microbiology and Biotechnology, vol. 73, pp. 567-75, 2006.
K. Maria, C. Laura, G. Alberto, I. Roberta, E. M. T. Ondîej, S. Agata, M. Ludmila and F. Ahmad, A. G. Moat. “Nicotinic acid biosynthesis in prototrophs and tryptophan auxotrophs of Saccharomyces cerevisiae”. Journal of Biological Chemistry, vol. 241, no. 4, pp. 775-80, 1966.