A toxicological evaluation of 2-dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride

J. R. Dimmock, G. A. Zello, S. C. Vashishtha, S. J. Hayes, S. Mutalik, S. Kumar, M. Venkatesh, N. Udupa

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

2-Dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride (3) is a novel cytotoxic and anticancer agent. The objective of this study was to obtain information pertaining to possible toxic symptoms detected by in vivo evaluations in mice and an in vitro test for mutagenicity. The data obtained revealed that 3 had no effect on alanine transaminase, aspartate transaminase, HDL cholesterol and protein concentrations in sera nor were variations in the numbers of red and white blood cells detected. Furthermore autopsies of treated mice revealed no pathological symptoms in the heart, kidney, brain, spleen and testes. However elevation of the concentrations of total cholesterol, triglycerides, creatinine and urea were noted in treated mice as well as inflammation of the liver and lungs. Chromosomal aberrations were detected in a micronuclei test. In the Ames test, compound 3 was converted into one or more mutagens in the presence (but not the absence) of a murine liver homogenate. Thus future molecular modifications of 3 should bear in mind approaches to reduce or minimize unwanted side effects.
Original languageEnglish
Pages (from-to)136-139
Number of pages4
JournalPharmazie
Volume58
Issue number2
Publication statusPublished - 2003

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Toxicology
Mutagenicity Tests
Micronucleus Tests
Poisons
Liver
Cytotoxins
Mutagens
Aspartate Aminotransferases
Alanine Transaminase
Chromosome Aberrations
Antineoplastic Agents
HDL Cholesterol
Urea
Testis
Autopsy
Creatinine
Pneumonia
Triglycerides
Leukocytes
Spleen

All Science Journal Classification (ASJC) codes

  • Pharmaceutical Science

Cite this

Dimmock, J. R., Zello, G. A., Vashishtha, S. C., Hayes, S. J., Mutalik, S., Kumar, S., ... Udupa, N. (2003). A toxicological evaluation of 2-dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride. Pharmazie, 58(2), 136-139.
Dimmock, J. R. ; Zello, G. A. ; Vashishtha, S. C. ; Hayes, S. J. ; Mutalik, S. ; Kumar, S. ; Venkatesh, M. ; Udupa, N. / A toxicological evaluation of 2-dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride. In: Pharmazie. 2003 ; Vol. 58, No. 2. pp. 136-139.
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abstract = "2-Dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride (3) is a novel cytotoxic and anticancer agent. The objective of this study was to obtain information pertaining to possible toxic symptoms detected by in vivo evaluations in mice and an in vitro test for mutagenicity. The data obtained revealed that 3 had no effect on alanine transaminase, aspartate transaminase, HDL cholesterol and protein concentrations in sera nor were variations in the numbers of red and white blood cells detected. Furthermore autopsies of treated mice revealed no pathological symptoms in the heart, kidney, brain, spleen and testes. However elevation of the concentrations of total cholesterol, triglycerides, creatinine and urea were noted in treated mice as well as inflammation of the liver and lungs. Chromosomal aberrations were detected in a micronuclei test. In the Ames test, compound 3 was converted into one or more mutagens in the presence (but not the absence) of a murine liver homogenate. Thus future molecular modifications of 3 should bear in mind approaches to reduce or minimize unwanted side effects.",
author = "Dimmock, {J. R.} and Zello, {G. A.} and Vashishtha, {S. C.} and Hayes, {S. J.} and S. Mutalik and S. Kumar and M. Venkatesh and N. Udupa",
note = "Cited By :3 Export Date: 10 November 2017 CODEN: PHARA Correspondence Address: Dimmock, J.R.; College of Pharmacy and Nutrition, University of Sascatchewan, 110 Science Place, Saskatoon, Sask. S7N 5C9, Canada Chemicals/CAS: alanine aminotransferase, 9000-86-6, 9014-30-6; aspartate aminotransferase, 9000-97-9; creatinine, 19230-81-0, 60-27-5; urea, 57-13-6; 2-dimethylaminomethyl-1-phenyl-2-propen-1-one; Antineoplastic Agents; Cholesterol, 57-88-5; Creatinine, 60-27-5; Mannich Bases; Propiophenones; Triglycerides; Urea, 57-13-6 References: Dimmock, J.R., Kumar, P., (1997) Curr. Med. Chem., 4, p. 1; Dimmock, J.R., Shyam, K., Hamon, N.W., Logan, B.M., Raghavan, S.K., Harwood, D.J., Smith, P.J., (1983) J. Pharm. Sci., 72, p. 887; Gordon, P.M., Johnston, J.D., English, A.R., (1965) Antimicrobial Agents and Chemotherapy, p. 165. , Hobby, G. L. (Ed.): American Society for Microbiology, Bethesda; Dimmock, J.R., Raghaven, S.K., Logan, B.M., Bigam, G.E., (1983) Eur. J. Med. Chem., 18, p. 248; Baluja, G., Municio, A.M., Vega, S., (1964) Chem. and Ind., p. 2053; Benvenuto, J.A., Connor, T.H., Monteith, D.K., Laidlaw, J.L., Adams, S.C., Matney, T.S., Theiss, J.C., (1993) J. Pharm. Sci., 82, p. 988; Dimmock, J.R., Hamon, N.W., Chow, E.W.K., Kirkpatrick, D.L., Smith, L.M., Prior, M.G., (1980) Can. J. Pharm. Sci., 15, p. 84; Khachatourians, G.G., Holmlund, P.K., Dimmock, J.R., (1984) J. Pharm. Sci., 73, p. 803; Hamon, N.W., Kirkpatrick, D.L., Chow, E.W.K., Dimmock, J.R., (1982) J. Pharm. Sci., 71, p. 25; Dimmock, J.R., Kumar, P., Quail, J.W., Pugazhenthi, U., Yang, J., Chen, M., Reid, R.S., De Clercq, E., (1995) Eur. J. Med. Chem., 30, p. 209; Dimmock, J.R., Vashishtha, S.C., Patil, S.A., Udupa, N., Dinesh, S.B., Devi, P.U., Kamath, R., (1998) Pharmazie, 53, p. 702; Ames, B.N., McCann, J., Vamaski, E., (1975) Mutat. Res., 31, p. 347; Maron, D.M., Ames, B.N., (1983) Mutat. Res., 113, p. 173; Ames, B.N., Durston, W.E., Yamasaki, E., Lee, F.D., (1973) Proc. Natl. Acad. Sci. USA, 70, p. 2281; Gee, P., Maron, D.M., Ames, B.N., (1994) Proc. Natl. Acad. Sci. USA, 91, p. 11606; Hayes, S., (1988) Toxicol. Assess., 3, p. 287; Hayes, S., Gordon, A., Sadowski, I., Hayes, C., (1984) Mutat. Res., 130, p. 97; Bloom, J.C., Brandt, J.T., (2001) Casarett and Doull's Toxicology, 6. Ed., p. 402. , Klaason, C. D. (Ed.): McGraw-Hill Companies, Inc., New York; Warkany, J., (1965) Teratology: Principles and Techniques, p. 1. , Wilson, J. G.; Warkany, J. (Eds.): University of Chicago Press, Chicago; Lee, J.P., (1983) Am. J. Ind. Med., 4, p. 135; Pederson, R.A., Brandriff, B., (1980) DNA Repair and Mutagenesis in Eukaryontes, p. 389. , Generoso, W. M.; Shelby, M. D.; DeSerres, F. J. (Eds.): Plenum Press, New York; Bloom, J.C., Brandt, J.T., (2001) Casarett and Doull's Toxicology, 6. Ed., p. 393. , Klaasen, C. D. (Ed.): McGraw-Hill Companies, Inc., New York; Thomas, G., (2000) Medicinal Chemistry: An Introduction, p. 201. , John Wiley and Sons, Ltd., Chichester; Thurston, D.E., Lobo, S.G.M.J., (1998) Smith and Williams' Introduction to the Principles of Drug Design and Action, 3. Ed., p. 351. , Smith, H. J. (Ed.): Harwood Academic Publishers, Amsterdam; Dimmock, J.R., Patil, S.A., Leek, D.M., Warrington, R.C., Fang, W.D., (1987) Eur. J. Med. Chem., 22, p. 545; Wintrobe, M.M., (1961) Clinical Haematology, p. 391. , Lea and Febiger, Philadelphia; Lowry, O.H., Rosenbrough, N.J., Farr, A.I., Randall, R.J., (1951) J. Biol. Chem., 193, p. 265; Schmid, W., (1975) Mutat. Res., 31, p. 9",
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Dimmock, JR, Zello, GA, Vashishtha, SC, Hayes, SJ, Mutalik, S, Kumar, S, Venkatesh, M & Udupa, N 2003, 'A toxicological evaluation of 2-dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride', Pharmazie, vol. 58, no. 2, pp. 136-139.

A toxicological evaluation of 2-dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride. / Dimmock, J. R.; Zello, G. A.; Vashishtha, S. C.; Hayes, S. J.; Mutalik, S.; Kumar, S.; Venkatesh, M.; Udupa, N.

In: Pharmazie, Vol. 58, No. 2, 2003, p. 136-139.

Research output: Contribution to journalArticle

TY - JOUR

T1 - A toxicological evaluation of 2-dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride

AU - Dimmock, J. R.

AU - Zello, G. A.

AU - Vashishtha, S. C.

AU - Hayes, S. J.

AU - Mutalik, S.

AU - Kumar, S.

AU - Venkatesh, M.

AU - Udupa, N.

N1 - Cited By :3 Export Date: 10 November 2017 CODEN: PHARA Correspondence Address: Dimmock, J.R.; College of Pharmacy and Nutrition, University of Sascatchewan, 110 Science Place, Saskatoon, Sask. S7N 5C9, Canada Chemicals/CAS: alanine aminotransferase, 9000-86-6, 9014-30-6; aspartate aminotransferase, 9000-97-9; creatinine, 19230-81-0, 60-27-5; urea, 57-13-6; 2-dimethylaminomethyl-1-phenyl-2-propen-1-one; Antineoplastic Agents; Cholesterol, 57-88-5; Creatinine, 60-27-5; Mannich Bases; Propiophenones; Triglycerides; Urea, 57-13-6 References: Dimmock, J.R., Kumar, P., (1997) Curr. Med. Chem., 4, p. 1; Dimmock, J.R., Shyam, K., Hamon, N.W., Logan, B.M., Raghavan, S.K., Harwood, D.J., Smith, P.J., (1983) J. Pharm. Sci., 72, p. 887; Gordon, P.M., Johnston, J.D., English, A.R., (1965) Antimicrobial Agents and Chemotherapy, p. 165. , Hobby, G. L. (Ed.): American Society for Microbiology, Bethesda; Dimmock, J.R., Raghaven, S.K., Logan, B.M., Bigam, G.E., (1983) Eur. J. Med. Chem., 18, p. 248; Baluja, G., Municio, A.M., Vega, S., (1964) Chem. and Ind., p. 2053; Benvenuto, J.A., Connor, T.H., Monteith, D.K., Laidlaw, J.L., Adams, S.C., Matney, T.S., Theiss, J.C., (1993) J. Pharm. Sci., 82, p. 988; Dimmock, J.R., Hamon, N.W., Chow, E.W.K., Kirkpatrick, D.L., Smith, L.M., Prior, M.G., (1980) Can. J. Pharm. Sci., 15, p. 84; Khachatourians, G.G., Holmlund, P.K., Dimmock, J.R., (1984) J. Pharm. Sci., 73, p. 803; Hamon, N.W., Kirkpatrick, D.L., Chow, E.W.K., Dimmock, J.R., (1982) J. Pharm. Sci., 71, p. 25; Dimmock, J.R., Kumar, P., Quail, J.W., Pugazhenthi, U., Yang, J., Chen, M., Reid, R.S., De Clercq, E., (1995) Eur. J. Med. Chem., 30, p. 209; Dimmock, J.R., Vashishtha, S.C., Patil, S.A., Udupa, N., Dinesh, S.B., Devi, P.U., Kamath, R., (1998) Pharmazie, 53, p. 702; Ames, B.N., McCann, J., Vamaski, E., (1975) Mutat. Res., 31, p. 347; Maron, D.M., Ames, B.N., (1983) Mutat. Res., 113, p. 173; Ames, B.N., Durston, W.E., Yamasaki, E., Lee, F.D., (1973) Proc. Natl. Acad. Sci. USA, 70, p. 2281; Gee, P., Maron, D.M., Ames, B.N., (1994) Proc. Natl. Acad. Sci. USA, 91, p. 11606; Hayes, S., (1988) Toxicol. Assess., 3, p. 287; Hayes, S., Gordon, A., Sadowski, I., Hayes, C., (1984) Mutat. Res., 130, p. 97; Bloom, J.C., Brandt, J.T., (2001) Casarett and Doull's Toxicology, 6. Ed., p. 402. , Klaason, C. D. (Ed.): McGraw-Hill Companies, Inc., New York; Warkany, J., (1965) Teratology: Principles and Techniques, p. 1. , Wilson, J. G.; Warkany, J. (Eds.): University of Chicago Press, Chicago; Lee, J.P., (1983) Am. J. Ind. Med., 4, p. 135; Pederson, R.A., Brandriff, B., (1980) DNA Repair and Mutagenesis in Eukaryontes, p. 389. , Generoso, W. M.; Shelby, M. D.; DeSerres, F. J. (Eds.): Plenum Press, New York; Bloom, J.C., Brandt, J.T., (2001) Casarett and Doull's Toxicology, 6. Ed., p. 393. , Klaasen, C. D. (Ed.): McGraw-Hill Companies, Inc., New York; Thomas, G., (2000) Medicinal Chemistry: An Introduction, p. 201. , John Wiley and Sons, Ltd., Chichester; Thurston, D.E., Lobo, S.G.M.J., (1998) Smith and Williams' Introduction to the Principles of Drug Design and Action, 3. Ed., p. 351. , Smith, H. J. (Ed.): Harwood Academic Publishers, Amsterdam; Dimmock, J.R., Patil, S.A., Leek, D.M., Warrington, R.C., Fang, W.D., (1987) Eur. J. Med. Chem., 22, p. 545; Wintrobe, M.M., (1961) Clinical Haematology, p. 391. , Lea and Febiger, Philadelphia; Lowry, O.H., Rosenbrough, N.J., Farr, A.I., Randall, R.J., (1951) J. Biol. Chem., 193, p. 265; Schmid, W., (1975) Mutat. Res., 31, p. 9

PY - 2003

Y1 - 2003

N2 - 2-Dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride (3) is a novel cytotoxic and anticancer agent. The objective of this study was to obtain information pertaining to possible toxic symptoms detected by in vivo evaluations in mice and an in vitro test for mutagenicity. The data obtained revealed that 3 had no effect on alanine transaminase, aspartate transaminase, HDL cholesterol and protein concentrations in sera nor were variations in the numbers of red and white blood cells detected. Furthermore autopsies of treated mice revealed no pathological symptoms in the heart, kidney, brain, spleen and testes. However elevation of the concentrations of total cholesterol, triglycerides, creatinine and urea were noted in treated mice as well as inflammation of the liver and lungs. Chromosomal aberrations were detected in a micronuclei test. In the Ames test, compound 3 was converted into one or more mutagens in the presence (but not the absence) of a murine liver homogenate. Thus future molecular modifications of 3 should bear in mind approaches to reduce or minimize unwanted side effects.

AB - 2-Dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride (3) is a novel cytotoxic and anticancer agent. The objective of this study was to obtain information pertaining to possible toxic symptoms detected by in vivo evaluations in mice and an in vitro test for mutagenicity. The data obtained revealed that 3 had no effect on alanine transaminase, aspartate transaminase, HDL cholesterol and protein concentrations in sera nor were variations in the numbers of red and white blood cells detected. Furthermore autopsies of treated mice revealed no pathological symptoms in the heart, kidney, brain, spleen and testes. However elevation of the concentrations of total cholesterol, triglycerides, creatinine and urea were noted in treated mice as well as inflammation of the liver and lungs. Chromosomal aberrations were detected in a micronuclei test. In the Ames test, compound 3 was converted into one or more mutagens in the presence (but not the absence) of a murine liver homogenate. Thus future molecular modifications of 3 should bear in mind approaches to reduce or minimize unwanted side effects.

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Dimmock JR, Zello GA, Vashishtha SC, Hayes SJ, Mutalik S, Kumar S et al. A toxicological evaluation of 2-dimethylaminomethyl-1-phenyl-2-propen-1-one hydrochloride. Pharmazie. 2003;58(2):136-139.