Synthesis, structure, electrochemistry and spectral characterization of (d-glucopyranose)-4-phenylthiosemicarbazide metal complexes and their antitumor activity against Ehrlich Ascites Carcinoma in Swiss albino mice

M.P. Sathisha, S. Budagumpi, N.V. Kulkarni, G.S. Kurdekar, V.K. Revankar, K.S.R. Pai

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21 Citations (Scopus)

Abstract

The novel glycosyl saccharide derivative, (d-glucopyranose)-4-phenylthiosemicarbazide (LH) and its complexes, with cobalt(II), nickel(II), copper(II) and zinc(II) were synthesized, characterised and tested for cytotoxic effects. The copper complex, [CuLCl] inhibited Ehrlich Ascites Carcinoma (EAC) induced cancer cell lines in Swiss albino mice at LC50 = 1.94 × 10-8 (LC50 = 2.76 × 10-8 for cisplatin) and so distinctly better than free ligand and other complexes. © 2009 Elsevier Masson SAS.
Original languageEnglish
Pages (from-to)106-113
Number of pages8
JournalEuropean Journal of Medicinal Chemistry
Volume45
Issue number1
DOIs
Publication statusPublished - 2010

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Electrochemistry
Coordination Complexes
Ascites
Copper
Carcinoma
Cobalt
Nickel
Cisplatin
Zinc
Cells
Ligands
Derivatives
Cell Line
Neoplasms

Cite this

@article{aa6e198a77b84936bd95a1ec681876b4,
title = "Synthesis, structure, electrochemistry and spectral characterization of (d-glucopyranose)-4-phenylthiosemicarbazide metal complexes and their antitumor activity against Ehrlich Ascites Carcinoma in Swiss albino mice",
abstract = "The novel glycosyl saccharide derivative, (d-glucopyranose)-4-phenylthiosemicarbazide (LH) and its complexes, with cobalt(II), nickel(II), copper(II) and zinc(II) were synthesized, characterised and tested for cytotoxic effects. The copper complex, [CuLCl] inhibited Ehrlich Ascites Carcinoma (EAC) induced cancer cell lines in Swiss albino mice at LC50 = 1.94 × 10-8 (LC50 = 2.76 × 10-8 for cisplatin) and so distinctly better than free ligand and other complexes. {\circledC} 2009 Elsevier Masson SAS.",
author = "M.P. Sathisha and S. Budagumpi and N.V. Kulkarni and G.S. Kurdekar and V.K. Revankar and K.S.R. Pai",
note = "Cited By :17 Export Date: 10 November 2017 CODEN: EJMCA Correspondence Address: Revankar, V.K.; Department of Studies in Chemistry, Karnatak University, Pavate Nagar, Dharwad, 580 003 Karnataka, India; email: vkrevankar@rediffmail.com Chemicals/CAS: cobalt, 7440-48-4; copper, 15158-11-9, 7440-50-8; nickel, 7440-02-0; zinc, 14378-32-6, 7440-66-6; Antineoplastic Agents; Carbon, 7440-44-0; Organometallic Compounds; Saccharin, 81-07-2; Semicarbazides; thiosemicarbazide, 79-19-6 References: Sears, P., Wong, C.H., (1999) Angew. Chem., 111, pp. 2446-2471; Rouquayrol, M., Gaucher, W., Greiner, J., Aubertin, A.M., Vierling, P., Guedj, R., (2001) Carbohydr. Res., 336, pp. 161-180; Sol, V., Blais, J.C., Carre, V., Granet, R., Guilloton, M., Spiro, M., Krausz, P., (1999) J. Org. Chem., 64, pp. 4431-4444; Bullok, K.E., Dyszlewski, M., Prior, J.L., Pica, C.M., Sharma, V., Piwnica-Worms, D., (2002) Bioconjugate Chem., 13, pp. 1226-1237; Wafers, P.K.I., Kunte, T., (2003) Chem. Eur. J., 9, pp. 2013-2018; Tanase, T., Inukai, H., Onaka, T., Kato, M., Yano, S., Lippard, S.J., (2001) Inorg. Chem., 40, pp. 3943-3953; Sen, A.K., Gupta, S.K., (1962) J. Indian Chem. Soc., 39, p. 628; Alexeev, Yu.E., Garnovskii, A.D., Vasilchenko, I.S., Zhdanov, Yu.A., (2001) Russ. J. Inorg. Chem., (SUPPL. 3), p. 235; Gristan, V.N., Panov, V.P., Kachur, V.G., (1983) Carbohydr. Res., 112, pp. 11-21; Tajmir -Riahi, .H.A., (1988) Carbohydr. Res., 183, pp. 35-46; Mohan Das, T., Rao, C.P., Kolehmainen, E., (2001) Carbohydr. Res., 335, pp. 151-158; West, D.X., Nasar, A.A., (1999) Transition Met. Chem., 24, pp. 617-621; Syamal, A., Maurya, M.R., (1986) Transition Met. Chem., 11, p. 172; Kouwenhoven, H.W., Levis, J., Nyholm, R.S., (1961) Proc. Chem. Soc., 220; Alexeev, Yu.E., Garnovskii, A.D., Zhdanov, Yu.A., (1998) Russ. Chem. Rev., 67, p. 649; Tanase, T., Mano, K., Yamamoto, Y., (1993) Inorg. Chem., 32, pp. 3995-4003. , No.19; Harada, N., Nakanishi, K., (1983) Circular Dichroic Spectroscopy; Exiton Coupling in Organic Stereochemistry, , University Science Books, Mlll Yalley, CA; Kivelson, D., Nieman, R., (1961) J. Chem. Phys., 35, p. 149; Shul gin, .V.F., Gusev, A.N., Zub, Ya., Larin, G.M., (2002) Russ. Chem. Bull., 51 (12), p. 2268; Ramachandraiah, C., (1994) J. Am. Chem. Soc., 116, pp. 6733-6738; Geiger, W.E., (1985) Prog. Inorg. Chem., 33, p. 275; Uma Devi, P., Solomon, F.E., (1998) Indian J. Exp. Biol., 36, p. 891; Geren, R.I., Greenberg, N.H., Mac Donald, M.M., Schumacher, A.M., Abbot, B.J., (1972) Cancer Chemother. Rep., 3, p. 1; Ghosh, M.N., (1984) Fundamentals of Experimental Pharmacology. second ed., , Indian Pharmacological Society, Scientific Book Agency, Calcutta 153; Uma Devi, P., Emerson, S.F., Sharada, A.C., (1994) Indian J. Exp. Biol., 32, p. 523; Echardt, A.E., Malone, B.N., Goldstein, I., (1982) Cancer Res., 42, p. 2977",
year = "2010",
doi = "10.1016/j.ejmech.2009.09.031",
language = "English",
volume = "45",
pages = "106--113",
journal = "European Journal of Medicinal Chemistry",
issn = "0223-5234",
publisher = "Elsevier Masson SAS",
number = "1",

}

TY - JOUR

T1 - Synthesis, structure, electrochemistry and spectral characterization of (d-glucopyranose)-4-phenylthiosemicarbazide metal complexes and their antitumor activity against Ehrlich Ascites Carcinoma in Swiss albino mice

AU - Sathisha, M.P.

AU - Budagumpi, S.

AU - Kulkarni, N.V.

AU - Kurdekar, G.S.

AU - Revankar, V.K.

AU - Pai, K.S.R.

N1 - Cited By :17 Export Date: 10 November 2017 CODEN: EJMCA Correspondence Address: Revankar, V.K.; Department of Studies in Chemistry, Karnatak University, Pavate Nagar, Dharwad, 580 003 Karnataka, India; email: vkrevankar@rediffmail.com Chemicals/CAS: cobalt, 7440-48-4; copper, 15158-11-9, 7440-50-8; nickel, 7440-02-0; zinc, 14378-32-6, 7440-66-6; Antineoplastic Agents; Carbon, 7440-44-0; Organometallic Compounds; Saccharin, 81-07-2; Semicarbazides; thiosemicarbazide, 79-19-6 References: Sears, P., Wong, C.H., (1999) Angew. Chem., 111, pp. 2446-2471; Rouquayrol, M., Gaucher, W., Greiner, J., Aubertin, A.M., Vierling, P., Guedj, R., (2001) Carbohydr. Res., 336, pp. 161-180; Sol, V., Blais, J.C., Carre, V., Granet, R., Guilloton, M., Spiro, M., Krausz, P., (1999) J. Org. Chem., 64, pp. 4431-4444; Bullok, K.E., Dyszlewski, M., Prior, J.L., Pica, C.M., Sharma, V., Piwnica-Worms, D., (2002) Bioconjugate Chem., 13, pp. 1226-1237; Wafers, P.K.I., Kunte, T., (2003) Chem. Eur. J., 9, pp. 2013-2018; Tanase, T., Inukai, H., Onaka, T., Kato, M., Yano, S., Lippard, S.J., (2001) Inorg. Chem., 40, pp. 3943-3953; Sen, A.K., Gupta, S.K., (1962) J. Indian Chem. Soc., 39, p. 628; Alexeev, Yu.E., Garnovskii, A.D., Vasilchenko, I.S., Zhdanov, Yu.A., (2001) Russ. J. Inorg. Chem., (SUPPL. 3), p. 235; Gristan, V.N., Panov, V.P., Kachur, V.G., (1983) Carbohydr. Res., 112, pp. 11-21; Tajmir -Riahi, .H.A., (1988) Carbohydr. Res., 183, pp. 35-46; Mohan Das, T., Rao, C.P., Kolehmainen, E., (2001) Carbohydr. Res., 335, pp. 151-158; West, D.X., Nasar, A.A., (1999) Transition Met. Chem., 24, pp. 617-621; Syamal, A., Maurya, M.R., (1986) Transition Met. Chem., 11, p. 172; Kouwenhoven, H.W., Levis, J., Nyholm, R.S., (1961) Proc. Chem. Soc., 220; Alexeev, Yu.E., Garnovskii, A.D., Zhdanov, Yu.A., (1998) Russ. Chem. Rev., 67, p. 649; Tanase, T., Mano, K., Yamamoto, Y., (1993) Inorg. Chem., 32, pp. 3995-4003. , No.19; Harada, N., Nakanishi, K., (1983) Circular Dichroic Spectroscopy; Exiton Coupling in Organic Stereochemistry, , University Science Books, Mlll Yalley, CA; Kivelson, D., Nieman, R., (1961) J. Chem. Phys., 35, p. 149; Shul gin, .V.F., Gusev, A.N., Zub, Ya., Larin, G.M., (2002) Russ. Chem. Bull., 51 (12), p. 2268; Ramachandraiah, C., (1994) J. Am. Chem. Soc., 116, pp. 6733-6738; Geiger, W.E., (1985) Prog. Inorg. Chem., 33, p. 275; Uma Devi, P., Solomon, F.E., (1998) Indian J. Exp. Biol., 36, p. 891; Geren, R.I., Greenberg, N.H., Mac Donald, M.M., Schumacher, A.M., Abbot, B.J., (1972) Cancer Chemother. Rep., 3, p. 1; Ghosh, M.N., (1984) Fundamentals of Experimental Pharmacology. second ed., , Indian Pharmacological Society, Scientific Book Agency, Calcutta 153; Uma Devi, P., Emerson, S.F., Sharada, A.C., (1994) Indian J. Exp. Biol., 32, p. 523; Echardt, A.E., Malone, B.N., Goldstein, I., (1982) Cancer Res., 42, p. 2977

PY - 2010

Y1 - 2010

N2 - The novel glycosyl saccharide derivative, (d-glucopyranose)-4-phenylthiosemicarbazide (LH) and its complexes, with cobalt(II), nickel(II), copper(II) and zinc(II) were synthesized, characterised and tested for cytotoxic effects. The copper complex, [CuLCl] inhibited Ehrlich Ascites Carcinoma (EAC) induced cancer cell lines in Swiss albino mice at LC50 = 1.94 × 10-8 (LC50 = 2.76 × 10-8 for cisplatin) and so distinctly better than free ligand and other complexes. © 2009 Elsevier Masson SAS.

AB - The novel glycosyl saccharide derivative, (d-glucopyranose)-4-phenylthiosemicarbazide (LH) and its complexes, with cobalt(II), nickel(II), copper(II) and zinc(II) were synthesized, characterised and tested for cytotoxic effects. The copper complex, [CuLCl] inhibited Ehrlich Ascites Carcinoma (EAC) induced cancer cell lines in Swiss albino mice at LC50 = 1.94 × 10-8 (LC50 = 2.76 × 10-8 for cisplatin) and so distinctly better than free ligand and other complexes. © 2009 Elsevier Masson SAS.

U2 - 10.1016/j.ejmech.2009.09.031

DO - 10.1016/j.ejmech.2009.09.031

M3 - Article

VL - 45

SP - 106

EP - 113

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

IS - 1

ER -