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Abstract
A series of pyrimidine-2-thione derivatives were newly synthesized starting from 2,3-dimethyl-6,7,8,9- tetrahydro-5H-benzocyclohepten-5-one (1). The antitumor activity of the synthesized compounds was evaluated against 5 human tumor cell lines. Some of the tested compounds are shown better anticancer activity against HeLa (human tumor cell). Additionally some more compounds are showing good to moderate activity against MCF7 (human breast adenocarcinoma cell lines).
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References
- P. Venkateswarlu and S.C. VenkataStudies on Organophosphorus Compounds: Reactions of Benzosuberones with 2,4-bis(p-Methoxy-phenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (Lawesson's Reagent), Tetrahedron Lett., 45, 3207 (2004); https://doi.org/10.1016/j.tetlet.2004.02.147.
- L. Nagarapu, B. Yadagiri, R. Bantu, C.G. Kumar, S. Pombala and J. Nanubolu, Studies on the Synthetic and Structural Aspects of Benzo-suberones Bearing 2,4-Thiazolidenone Moiety as Potential Anti-Cancer Agents, Eur. J. Med. Chem., 71, 91 (2014); https://doi.org/10.1016/j.ejmech.2013.10.078.
- A.-G.E. Amr, A.M. Mohamed, S.F. Mohamed, N.A. Abdel-Hafez and A.E.-F.G. Hammam, Anticancer activities of Some Newly Synthesized Pyridine, Pyrane, and Pyrimidine Derivatives, Bioorg. Med. Chem., 14, 5481 (2006); https://doi.org/10.1016/j.bmc.2006.04.045.
- N.M.M. Yousif, W.A. El-Sayed, S.A. Hebat-Allah, H.M. Awad and N.M. Yousif, Anticancer Activity of New Substituted Pyrimidines, Their Thioglycosides and Thiazolopyrimidine Derivatives, J. Appl. Pharm. Sci., 7, 21(2017); https://doi.org/10.7324/JAPS.2017.71104.
- A. El-Fotooh G. Hammam, A.F.M. Fahmy, A.-G.E. Amr and A.M. Mohamed, Synthesis of Novel Tricyclic Heterocyclic Compounds as Potential Anticancer Agents using Chromanone and Thiochromanone as Synthons, Indian J. Chem., 42B, 1985 (2003).
- O.I. Abd El-Salam, A.S. Alsayed, K.A. Ali, A.A. Abd Elwahab, A.G.E. Amr and G.E.A. Awad, Antimicrobial Activities of Some Newly Synth-esized Substituted Benzosuberone and its Related Derivatives, Biomed. Res., 28, 157 (2017).
- M.M. Edrees and T.A. Farghaly, Synthesis and Antitumor Activity of Benzo[6¢¢,7¢¢]cyclohepta[1¢¢,2¢¢:4¢,5¢]pyrido[2¢,3¢-d][1,2,4]triazolo[4,3-a]-pyrimidin-5-ones, Arab. J. Chem., 10, S1613 (2017); https://doi.org/10.1016/j.arabjc.2013.06.002.
- V. Peesapati and N.R. Vasireddy, Synthesis and Pharmacological Evaluation of Heterocycles from Benzocycloheptenones, Indian J. Chem., 44B, 783 (2005).
- V. Peesapati and B. Rupavani, Studies on Organophosphorous Compounds: Reactions of Benzosubarones and Benzazepines with Lawesson’s Reagent, Indian J. Chem., 45B, 1034 (2006).
- T. Apparao and V. Peesapati, G. Rupavani and S. Ramakrishna, Synthesis and Biological Evaluation of Novel Tetracyclic Benzothiazepines, Phosphorus, Sulfur Silicon Rel. Elem., 185, 697 (2010); https://doi.org/10.1080/10426500902922917.
- V. Peesapati, K. Anuradha and P. Sreelakshmi, Synthesis and Anti-microbial Activity of New Thiazolo/Thiazinopyrimidino[6,5-c]-Benzocycloheptenes, Synth. Commun., 29, 4381 (1999); https://doi.org/10.1080/00397919908086601.
- B. Rupavani, V. Peesapati, V.G.M. Naidu and S. Ramakrishna, Synthesis of Some New Physiologically Active Polyheterocycles Derived from Benzocyclohepten-5-ones, Indian J. Chem., 55B, 88 (2016).
- V. Peesapati and S.V. Chitty, Chemistry of Benzocycloheptenones: Part I-Synthesis of 2,5-Disubstituted 1,3,4-Thiadiazoles/Oxadiazoles as Biologically Active Heterocycles, Indian J. Chem., 42B, 616 (2003).
- V.S. Bollu, S.K. Nethi, D. Rama Krishna, N.R. Soma Shiva, S. Misra and C.R. Patra, Evaluation of in vivo Cytogenetic Toxicity of Europium Hydroxide Nanorods (EHNs) in Male and Female Swiss Albino Mice, Nanotoxicology, 10, 413 (2016); https://doi.org/10.3109/17435390.2015.1073398.
- S.G. Sen Gupta and P.K. Sen, Sci. Cult., 28, 343 (1992).
References
P. Venkateswarlu and S.C. VenkataStudies on Organophosphorus Compounds: Reactions of Benzosuberones with 2,4-bis(p-Methoxy-phenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (Lawesson's Reagent), Tetrahedron Lett., 45, 3207 (2004); https://doi.org/10.1016/j.tetlet.2004.02.147.
L. Nagarapu, B. Yadagiri, R. Bantu, C.G. Kumar, S. Pombala and J. Nanubolu, Studies on the Synthetic and Structural Aspects of Benzo-suberones Bearing 2,4-Thiazolidenone Moiety as Potential Anti-Cancer Agents, Eur. J. Med. Chem., 71, 91 (2014); https://doi.org/10.1016/j.ejmech.2013.10.078.
A.-G.E. Amr, A.M. Mohamed, S.F. Mohamed, N.A. Abdel-Hafez and A.E.-F.G. Hammam, Anticancer activities of Some Newly Synthesized Pyridine, Pyrane, and Pyrimidine Derivatives, Bioorg. Med. Chem., 14, 5481 (2006); https://doi.org/10.1016/j.bmc.2006.04.045.
N.M.M. Yousif, W.A. El-Sayed, S.A. Hebat-Allah, H.M. Awad and N.M. Yousif, Anticancer Activity of New Substituted Pyrimidines, Their Thioglycosides and Thiazolopyrimidine Derivatives, J. Appl. Pharm. Sci., 7, 21(2017); https://doi.org/10.7324/JAPS.2017.71104.
A. El-Fotooh G. Hammam, A.F.M. Fahmy, A.-G.E. Amr and A.M. Mohamed, Synthesis of Novel Tricyclic Heterocyclic Compounds as Potential Anticancer Agents using Chromanone and Thiochromanone as Synthons, Indian J. Chem., 42B, 1985 (2003).
O.I. Abd El-Salam, A.S. Alsayed, K.A. Ali, A.A. Abd Elwahab, A.G.E. Amr and G.E.A. Awad, Antimicrobial Activities of Some Newly Synth-esized Substituted Benzosuberone and its Related Derivatives, Biomed. Res., 28, 157 (2017).
M.M. Edrees and T.A. Farghaly, Synthesis and Antitumor Activity of Benzo[6¢¢,7¢¢]cyclohepta[1¢¢,2¢¢:4¢,5¢]pyrido[2¢,3¢-d][1,2,4]triazolo[4,3-a]-pyrimidin-5-ones, Arab. J. Chem., 10, S1613 (2017); https://doi.org/10.1016/j.arabjc.2013.06.002.
V. Peesapati and N.R. Vasireddy, Synthesis and Pharmacological Evaluation of Heterocycles from Benzocycloheptenones, Indian J. Chem., 44B, 783 (2005).
V. Peesapati and B. Rupavani, Studies on Organophosphorous Compounds: Reactions of Benzosubarones and Benzazepines with Lawesson’s Reagent, Indian J. Chem., 45B, 1034 (2006).
T. Apparao and V. Peesapati, G. Rupavani and S. Ramakrishna, Synthesis and Biological Evaluation of Novel Tetracyclic Benzothiazepines, Phosphorus, Sulfur Silicon Rel. Elem., 185, 697 (2010); https://doi.org/10.1080/10426500902922917.
V. Peesapati, K. Anuradha and P. Sreelakshmi, Synthesis and Anti-microbial Activity of New Thiazolo/Thiazinopyrimidino[6,5-c]-Benzocycloheptenes, Synth. Commun., 29, 4381 (1999); https://doi.org/10.1080/00397919908086601.
B. Rupavani, V. Peesapati, V.G.M. Naidu and S. Ramakrishna, Synthesis of Some New Physiologically Active Polyheterocycles Derived from Benzocyclohepten-5-ones, Indian J. Chem., 55B, 88 (2016).
V. Peesapati and S.V. Chitty, Chemistry of Benzocycloheptenones: Part I-Synthesis of 2,5-Disubstituted 1,3,4-Thiadiazoles/Oxadiazoles as Biologically Active Heterocycles, Indian J. Chem., 42B, 616 (2003).
V.S. Bollu, S.K. Nethi, D. Rama Krishna, N.R. Soma Shiva, S. Misra and C.R. Patra, Evaluation of in vivo Cytogenetic Toxicity of Europium Hydroxide Nanorods (EHNs) in Male and Female Swiss Albino Mice, Nanotoxicology, 10, 413 (2016); https://doi.org/10.3109/17435390.2015.1073398.
S.G. Sen Gupta and P.K. Sen, Sci. Cult., 28, 343 (1992).