Benzyl isothiocyanate is the chief or sole anthelmintic in papaya seed extracts

Phytochemistry

Volumn 57, Issue 3, 2001, Pages 427-435

  Kermanshai, Rohan ^a   McCarry, Brian E ^b   Rosenfeld, Jack ^a   Summers, Peter S ^a   Weretilnyk, Elizabeth A ^a   Sorger, George J ^a  

^a MCMASTER UNIVERSITY   (Canada)

^b MCMASTER UNIVERSITY   (Canada)

Author keywords

Anthelmintic; Benzyl isothiocyanate; Caenorhabditis elegans; Carica papaya; Caricaceae; Myrosinase; Nematode

Indexed keywords

ANTHELMINTIC AGENT; BENZONITRILE; BENZYL CYANIDE DERIVATIVE; BENZYL ISOTHIOCYANATE; BENZYL THIOCYANATE; BUFFER; CARICA PAPAYA EXTRACT; ENZYME; GLUCOSIDE; ISOTHIOCYANIC ACID DERIVATIVE; ORGANIC SOLVENT; PLANT EXTRACT; SILICON DIOXIDE; THIOGLUCOSIDASE; UNCLASSIFIED DRUG;

ANIMAL; ANTHELMINTIC ACTIVITY; AQUEOUS SOLUTION; ARTICLE; CAENORHABDITIS ELEGANS; CHROMATOGRAPHY; CONTROLLED STUDY; DRUG ISOLATION; FRUIT; HEAT TREATMENT; NEMATODE; NONHUMAN; PLANT SEED; SPECTROPHOTOMETRY;

ANIMALS; ANTHELMINTICS; CAENORHABDITIS ELEGANS; FRUIT; ISOTHIOCYANATES; PLANT EXTRACTS; SEEDS; SPECTROPHOTOMETRY;

EID: 0035371817     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0031-9422(01)00077-2     Document Type: Article

References (44)

1. Bennett R.N., Kiddle G., Wallsgrove R.M. Biosynthesis of benzylglucosinolate, cyanogenic glucosides and phenylpropanoids in Carica papaya. Phytochemistry. 45:1997;59-66.
2. Blaxter M. C. elegans is a nematode. Science. 282:1998;2041-2046.
3. Botti M.G., Taylor M.G., Botting N.P. Studies on the mechanism of myrosinase. Journal of Biological Chemistry. 270:1995;20530-20535.
4. Chinoy N.J., D'Souza D.M., Padman P. Effects of crude aqueous extract of Carica papaya seeds in male albino mice. Reproductive Technology. 8:1994;75-79.
5. Conn E.E. Cyanogenic compounds. Annual Review of Plant Physiology. 31:1980;433-451.
6. Dar R.N., Garg L.C., Pathak R.D. Anthelmintic activity of Carica papaya seeds. Indian Journal of Pharmacy. 27:1965;335-336.
7. Das B.R., Kurup P.A., Rao P.L.N. Antibiotic principle from Moringa pterygosperma. Naturwissenschaften. 41:1954;66.
8. Emeruna A.C. Antibacterial substance from Carica papaya fruit extract. Journal of Natural Products. 45:1982;123-127.
9. Ettlinger M.G., Hodgkins J.E. The mustard oil of papaya seed. Journal of Organic Chemistry. 21:1956;204-205.
10. Fahey J.W., Zhang Y., Talalay P. Broccoli sprouts: an exceptionally rich source of inducers of enzymes that protect against chemical carcinogens. Proceedings of the National Academy of Science of USA. 94:1997;10367-10372.
11. Fenwick G.R., Heaney R.K., Mullin W.J. Glucosinolates and their breakdown products in food and food plants. CRC Critical Review of Food Science and Nutrition. 18:1983;123-201.
12. Fernando P.V.D. Preliminary investigation of Carica papaya seeds as a vermifuge. Indian Journal of Child Health. 8:1959;96-100.
13. Fleisher D., Li C., Zhou Y., Pao L.H., Karim A. Drug, meal and formulation interactions influencing drug absorption after oral administration. Pharmacokinetics. 36:1999;233-254.
14. Gil V., MacLeod A.J. Studies on glucosinolate degradation in Lepidium sativum seed extracts. Phytochemistry. 19:1980;1369-1374.
15. Gmelin R., Kjær A. Glucosinolates in the Caricaceae. Phytochemistry. 9:1970;591-593.
16. Govindachari T.R., Nagarajan K., Viswanathan N. Carpaine and pseudocarpaine. Tetrahedron Letters. 24:1965;1907-1916.
17. Halkier B.A., Møller B.L. Biosynthesis of the cyanogenic glucoside dhurrin in seedlings of Sorghum bicolor (L.) Moench and partial purification of the enzyme system involved. Plant Physiology. 90:1989;1552-1559.
18. Henry, J.B., (Ed.), 1979. Todd-Sanford-Davidsohn Clinical Diagnosis and Management by Laboratory Methods, Vol. 1, 16th Edition. W.B. Saunders, Philadelphia.
19. Krishnakumari M.K., Majumder S.K. Studies on anthelmintic activities of seeds of Carica papaya Linn. Annals of Biochemistry and Experimental Medicine. 20:1960;551-556.
20. Lal J., Chandra S., Raviprakash V., Sabir M. In vitro anthelmintic action of some indigenous medicinal plants on Ascaridia gali worms. Indian Journal of Physiology and Pharmacology. 20:1976;64-68.
21. Lohiya N.K., Goyal R.B., Jayaprakash D., Ansari S., Sharma S Antifertility effects of aqueous extracts of papaya seeds in male rats. Planta Medica. 60:1994;400-404.
22. Magee D.F. Secretions of the digestive tract. Ruch T.C., Patton H.D. Howell Fulton Physiology and Biophysics, 20th Edition. 1973;40-64 W.B. Saunders, Philadelphia.
23. Masoro E.J. Absorption from the gastrointestinal tract. Ruch T.C., Patton H.D. Howell Fulton Physiology and Biophysics, 20th edition. 1973;65-78 W.B. Saunders, Philadelphia.
24. Merck and Co., 1989. The Merck Index, 11th Edition. Merck and Co.
25. Osterwald H.P. Pharmaceutical development. Scandavian Journal of Gastroenterology. 72:1990;43-46.
26. Palmieri S., Leoni O., Iori R. A steady state kinetics study of myrosinase with direct UV spectrophotometric assay. Analytical Biochemistry. 123:1982;320-324.
27. Panse T.B., Paranjpe A.S. Isolation of carpasemine from papaya seeds. Proceedings of the Indian Academy of Science. 18A:1943;140.
28. Robinson P. Seeds of Carica papaya for mass treatment against Ascariasis. Indian Journal of Child Health. 7:1958;815-817.
29. Roig y Mesa, J.T., 1974. Plantas Medicinales Aromaticas o Venenosas de Cuba. Ciencia y Tecnica. Instituto del Libro, La Habana.
30. Saarivirta M., Virtanen A.I. A method for estimating benzyl isothiocyanate, benzyl thiocyanate and benzyl nitrile in crushed moistened seeds of Lepidiurn sativum. Acta Chemica Scandinavica. 17:1963;S74-S78.
31. Stoll A., Seebeck E. Die Isolierung von Sinigrin als Genuine, kristallisierte Muttersubstanz des Meerrettichöls. Helvetica Chimica Acta. 31:1948;1432-1434.
32. Sulston, J., Hodgkin, J., 1988. Methods. In: Wood, W.B. (Ed.), The Nematode Caenorhabditis elegans. Cold Spring Harbor Laboratory Press, pp. 587-606.
33. Talalay P., Zhang Y. Chemoprotection against cancer by isothiocyanates and glucosinolates. Biochemical Society Transactions. 24:1996;806-810.
34. Tang C.S. Benzyl isothiocyanate of papaya fruit. Phytochemistry. 10:1971;117-121.
35. Tang C.S., Syed M.M., Hamilton R.A. Benzyl isothiocyanate in the Caricaceae. Phytochemistry. 11:1972;2531-2535.
36. Tang C.S. Localization of benzyl glucosimolate and thioglucosidase in Carica papaya fruit. Phytochemistry. 12:1973;769-733.
37. Virtanen, A.I., 1962. On enzymatic and chemical reactions in crushed plants. Archives of Biochemistry and Biophysics (Suppl. 1), 200-208.
38. Virtanen A.I. Studies on organic sulphur compounds and other labile substances in plants. Phytochemistry. 4:1965;207-228.
39. Wattenberg W. Inhibition of carcinogenic effects of polycyclic hydrocarbons by benzyl isothiocyanate and related compounds. Journal of the National Cancer Institute. 58:1977;395-397.
40. Werner D. Where There Is No Doctor. 1992;Hesperian Foundation, Palo Alto, CA.
41. Witkin E. Elevated mutability of polA and uvrA polA derivatives of Escherichia coli B/r at sublethal doses of ultraviolet light: evidence for an inducible error-prone repair system ("SOS repair") and its anomalous expression of these strains. Genetics. 79:1975;199-213.
42. Yamaguchi T. Mutagenicity of isothiocyanates, isocyanates and thioureas on Salmonella typhimurium. Agricultural and Biological Chemistry. 44:1980;3017-3018.
43. Zhang Y., Cho C.G., Posner G.H., Talalay P. Spectroscopic quantitation of organic isothiocyanates by cyclocondensation with vicinal dithiols. Analytical Biochemistry. 205:1992;100-107.
44. Zhang Y., Talalay P. Anticarcinogenic activities of organic isothiocyanates. chemistry and mechanisms Cancer Research. 54:1994;1976-1981.