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Toxicological, bacteriocidal and fungicidal properties of fatty acids and some derivatives

  • Proceedings of the AOCS Short Course on Industrial Fatty Acids, held June 10–13, 1979, Taminent, PA
  • Published:
Journal of the American Oil Chemists’ Society

Abstract

The LD50 oral ingestion values for the common commercial fatty acids are in the range which are considered nontoxic; 24 hour primary skin irritation is considered positive for octanoic acid but negative for decanoic acid and upwards; 4 hour skin corrosivity is considered positive for decanoic acid and lower, negative for lauric acid and higher; eye irritation is considered positive for lauric acid and lower, negative for myristic acid and higher. Among the fatty acid derivatives that have well recognized bacteriocidal and fungicidal properties are undecanoic acid and its salts, sodium and zinc particularly, (athlete’s foot fungus), fatty amine quaternary salts, (general bacteriocide properties), fatty amide derivatives, and sodium salts of common fatty acids. The highly purified monoglyceride prepared from high C-12 fatty acid has unprecedented activity and sanitizing properties.

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References

  1. “Pharmacological Role of Lipids”, Edited by J.J. Kabara, AOCS, Champaign, IL 1979.

    Google Scholar 

  2. Kayden, H.J., J.R. Senior, and F.H. Mattson, J. Clin. Invest 46:(11) 1695 (1967).

    CAS  Google Scholar 

  3. Mattson, F.H., and Volpenhein, R.A., J. Biol. Chem. 234:2792 (1964).

    Google Scholar 

  4. Johnston, J.M., Aliment. Canal 3:1353 (1968).

    CAS  Google Scholar 

  5. Porter, K.B., Fed. Proc. Sympos 28:35, (1969).

    CAS  Google Scholar 

  6. Senior, J.R., J. Lipid Res. 5:495 (1964).

    CAS  Google Scholar 

  7. Lehininger, A., “Biochemistry-The Molecular Basis of Cell Structure and Function,” Worth Publ. Inc., New York, 1970.

    Google Scholar 

  8. Florey, E., “An Introduction to General and Comparative Animal Physiology”, W.B. Saunders, Co., Philadelphia, PA, 1966, p. 713.

    Google Scholar 

  9. Buensod, M., and P. Favarger, Helv. Physiol. Pharmacol. Aeta. 14:299 (1956).

    CAS  Google Scholar 

  10. Lang, K., and F.B. Schmidt, Z. Ernaehrungswiss 10:111 (1970).

    Article  CAS  Google Scholar 

  11. Koppanyi, T., and V.G. Dardin, FDA Food Additive Petition, No. 552, 37, 1973.

    Google Scholar 

  12. Sourkes, T.L., and T. Koppanyi, J. Am. Pharm. Assoc. 39:275.

  13. Farber, L., and A.M. Wynne, Biochem. J. 29:2323 (1935).

    CAS  Google Scholar 

  14. Zuckerman, I.C., C.M. Jacobi, B. Kogut, and B. Klein, Am. J. Digest Dis. Nutr. 7:208 (1940).

    CAS  Google Scholar 

  15. Pinter, K., I.P. Karle, and J. Hamilton, Fed. Proc. 23:399 (1964).

    Google Scholar 

  16. Frazer, A.C., Fed. Proc. 20:146, 161 (1961).

    CAS  Google Scholar 

  17. Issel bacher, K.J., Fed. Proc. Sympos. 26:1420 (1967).

    CAS  Google Scholar 

  18. Porter, K.R., Ibid. 28:35 (1969).

    CAS  Google Scholar 

  19. Briggs, G.B., R.L. Doyle, and J.A. Young, Am. Ind. Hyg. Assoc. J. April, 251–253 (1976).

  20. Kaunitz, H., in “Pharmacological Effects of Lipids”, Edited by J. Kabara, AOCS, Champaign, IL, 1979.

    Google Scholar 

  21. Braun, W.Q., and C.L. Shrewsburg, Oil Soap 18:249 (1941).

    Article  CAS  Google Scholar 

  22. Anonymous, GRAS Food Ingredients-Glycerine and Glycerides, Ordering Number PB-221–227, National Technical Information Service, USD of Commerce, Springfield, VA, 1973.

  23. Eagle, E., and C.E. Poling, Food Res. 21:348 (1956).

    CAS  Google Scholar 

  24. Krantz, J.C., Jr., P.J. Culver, C.J. Carr, and C.M. Jones, Bull. School Med. (Univ. of Maryland) 36:48 (1951).

    Google Scholar 

  25. Elworthy, P.H., and J.F. Treon, in “Nonionic Surfactants”, Vol. 1, Edited by M.J. Schick, Marcel Dekker, New York, 1967, p. 923.

    Google Scholar 

  26. Ambrose, M.A., D.J. Robbins, and A.J. Cox, Jr., Food Res. 23:536 (1959).

    Google Scholar 

  27. Solomides, J., Compt Rend Soc de Biol 138:832 (1944).

    CAS  Google Scholar 

  28. Hine, C.H., H.H. Anderson, H.D. Moon, M.K. Dunlap, and M.S. Morse, Arch. Indust. Hyg. and Occup. Med. 7:282 (1953).

    CAS  Google Scholar 

  29. Li, R.C., P.P.T. Suh, and H.H. Anderson, Proc. Soc. Exp. Biol. Med. 46:26 (1941).

    CAS  Google Scholar 

  30. Ambrose, A.M., and D.J. Robbins, J. Am. Pharm., Assoc. Sci. 45:282 (1956).

    Article  CAS  Google Scholar 

  31. Hertig, D.C. and R.C. Crain, Proc. Soc. Exp. Biol. Med. 48:347 (1958).

    Google Scholar 

  32. Anon, Food Additive Petition, Number 771.

  33. Wrestlind, A., Acta Physiol. Scand. 40:338 (1957).

    CAS  Google Scholar 

  34. Fitzhugh, O.G., A.R. Bourke, A.A. Nelson, and J.P. Frawley, J. Toxicol Appl. Pharmacol 1:315 (1959).

    Article  CAS  Google Scholar 

  35. Mattson, F.H., F.J. Baur, and L.W. Beck, JAOCS 28:386 (1951).

    Article  CAS  Google Scholar 

  36. Ames, S.R., M.P.O. Grady, N.D. Embree, and P.L. Harris, Ibid. 28:31 (1951).

    Article  CAS  Google Scholar 

  37. Braun, W.O., and C.L. Shrewsburg, Oil Soap 18:249 (1941).

    Article  CAS  Google Scholar 

  38. Harris, R.S., and H. Sherman, Food Res. 19:257 (1954).

    CAS  Google Scholar 

  39. Ambrose, A.M., and D.J. Robbins, J. Am. Pharmacol. Assoc. Sci., 45:282 (1956).

    Article  CAS  Google Scholar 

  40. Ambrose, A.M., D.J. Robbins, and A.J. Cox, Food Res. 23:536 (1958).

    CAS  Google Scholar 

  41. Mattson, F.H., J.C. Alexander, F.J. Baur, and H.H. Reller, J. Nutr. 59:277 (1956).

    CAS  Google Scholar 

  42. Anon, Food Additive, Petition Number 884.

  43. Ibid. Anon, Food Additive, Petition Number 31.

  44. Ibid. Anon, Food Additive, Petition Number 35.

  45. McManus, T.B., C.B. Bender, and O.F., Ganett, J. Dairy Sci. 26:13 (1943).

    Article  CAS  Google Scholar 

  46. Orten, J.M., and R.N. Dajan, Food Res. 22:529 (1957).

    Google Scholar 

  47. Krantz, J.C., Jr., P.J. Culver, C.J. Carr, and C.M. Jones, Bull. School Med. (University of Maryland) 36:48 (1951).

    Google Scholar 

  48. Elworthy, P.H., and J.F. Treon in “Nonionic Surfactants”, Vol. 1, Edited by M.J. Schick, Marcel Dekker, New York, 1967, p. 923.

    Google Scholar 

  49. Fitzhugh, O.G., A.R. Bourke, A.A. Nelson, and J.P. Frawley, Toxicol. Appl. Pharmacol. 1:315 (1959).

    Article  CAS  Google Scholar 

  50. Chow, B.F., J.M. Burnett, C.T. Ling, and L. Barrows, J. Nutr. 49:563 (1953).

    CAS  Google Scholar 

  51. Oser, B.L., and M. Oser, Ibid. 60:489 (1956).

    CAS  Google Scholar 

  52. Ibid. 61:149 (1957).

    CAS  Google Scholar 

  53. Ibid. 61:253 (1957).

    Google Scholar 

  54. Treon, J.F., L.E. Gongwer, M.F. Nelson, and J.C. Kirschman, Proc. Int. Congr. 4th, 1964, 3:381 (1967).

    CAS  Google Scholar 

  55. Culver, P.J., C.S. Wilcox, C.M. Jones, and R.S. Rose, Jr., J. Pharmacol. Exp. Ther. 103:377 (1951).

    CAS  Google Scholar 

  56. King, W.R., W.R. Michael, and R.H. Coots, Toxicol. Appl. Pharmacol. 20:327 (1971).

    Article  CAS  Google Scholar 

  57. Mitchell, W.R., and R.H. Coots, Ibid. 20:334 (1971).

    Article  Google Scholar 

  58. Babayan, V.K., H. Kaunitz, and C.A. Slanetz, JAOCS 41:434 (1964).

    Article  CAS  Google Scholar 

  59. Babayan, V.K., T.G. Kaufman, H. Lehman, and R.J. Traczuk, J. Soc. Cosmet. Chem. 15:473 (1964).

    CAS  Google Scholar 

  60. Fisherman, E.W., and G.N. Cohen, Ann. Allerg. 32:307 (1974).

    CAS  Google Scholar 

  61. Kabara, J.J., in “Pharmacological Effects of Lipids,” Edited by J.J. Kabara, AOCS Champaign, IL, 1979, p. 11.

  62. Bayliss, M., J. Bacteriol. 31:489 (1936).

    CAS  Google Scholar 

  63. Dodicek, E., Soc. Exp. Biol. Symp. 3:217 (1949).

    Google Scholar 

  64. Nieman, C., Bacteriol. Rev. 18:147 (1954).

    CAS  Google Scholar 

  65. Chattaway, F.W., C.C. Thompson, and A.J.E. Barlow, Biochem. J. 63:648 (1956).

    CAS  Google Scholar 

  66. Glassman, H.M., Bacteriol. Rev. 12:105 (1948).

    CAS  Google Scholar 

  67. Prince, H.N., J. Bacteriol. 78:788 (1959).

    CAS  Google Scholar 

  68. Stock, C.C., and T. Francis, Jr. J. Exp. Med. 71:661 (1940).

    Article  CAS  Google Scholar 

  69. Stock, C.C., and T. Francis, Jr., Ibid. 77:323 (1943).

    Article  CAS  Google Scholar 

  70. Stock, C.C., and T. Francis, Jr., J. Immunol. 47:303 (1943).

    CAS  Google Scholar 

  71. Ando, E., S. Suzuki, K. Suzuki, K. Kodama, A. Kato, G. Tumura, and K. Arima, J. Antibiot. XXI:690 (1968).

    Google Scholar 

  72. Hotchkiss, R.D., Ann. NY Acad. Sci. 46:479 (1946).

    Article  CAS  Google Scholar 

  73. Baker, Z., R.W. Harrison, and B.F. Miller, J. Exp. Med., 74:621 (1941).

    Article  CAS  Google Scholar 

  74. Baker, Z., R.W. Harrison, and B.F. Miller, Ibid. 73:249 (1941).

    Article  CAS  Google Scholar 

  75. Glassman, H.N., Bacteriol. Rev. 12:105 (1949).

    CAS  Google Scholar 

  76. Hawking, F., and J.S. Lawrence, “The Sulphonamides”, Lewis Press, London, 1950.

    Google Scholar 

  77. Lawrence, C.A., “Surface Active Quaternary Ammonium Germicides,” Academic Press, Inc., New York, 1950.

    Google Scholar 

  78. Kabara, J.J., D.M. Swieczkowski, A.J. Conley, and J.P. Truant, Antimicrob. Agents Chemother, 2:23 (1972).

    CAS  Google Scholar 

  79. Conley, A.J., and J.J. Kabara, Ibid. 4:501 (1973).

    CAS  Google Scholar 

  80. Kabara, J.J., A.J. Conley, and J.P. Truant, Ibid. 2:492 (1972).

    CAS  Google Scholar 

  81. Kabara, J.J., R. Vrable, I. Ikeda, and M. Okahara, JAOCS 54:316 (1977).

    CAS  Google Scholar 

  82. Kabara, J.J., JAOCS 54:202 (1977).

    CAS  Google Scholar 

  83. Ferguson, J., Proc. Roy. Soc. (London), 127B, 387 (1939).

    Article  CAS  Google Scholar 

  84. Schwartz, A.M., J.W. Perry, and J. Berch, “Surface Active Agents and Detergents,” R.E. Krieger Publishing Company, Huntington, New York, 1977, p. 230.

    Google Scholar 

  85. Kabara, J.J., R. Vrable, and M. Lie Ken Jie, Lipid 9:753 (1977).

    Article  Google Scholar 

  86. Kabara, J.J., A.J. Conley, D.J. Swieczkowski, I.A. Ismail, M. Lie Ken Jie, and F.D. Gunstone, J. Med. Chem. 16:1060 (1972).

    Article  Google Scholar 

  87. Kabara, J.J., (to Med-Chem Labs, Inc.) U.S. Patent 4067 997, 1978.

  88. Wyss, V., B.J. Ludwig, and R.R. Joiner, Arch. Biochem. 7:415 (1945).

    CAS  Google Scholar 

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  1. Department of Biomechanics, College of Osteopathic Medicine, Michigan State University, 48824, East Lansing, MI

    J. J. Kabara

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  1. J. J. Kabara
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Kabara, J.J. Toxicological, bacteriocidal and fungicidal properties of fatty acids and some derivatives. J Am Oil Chem Soc 56, 760A–767A (1979). https://doi.org/10.1007/BF02667439

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