European Journal of Chemistry 2013, 4(3), 235-239 | doi: https://doi.org/10.5155/eurjchem.4.3.235-239.782 | Get rights and content

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Synthesis and characterization of diaza analogues of podophyllotoxin


Yeriyur Basavaiah Basavaraju (1,*) , Basavaiah Umesha (2)

(1) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570006, Karnataka, India
(2) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570006, Karnataka, India
(*) Corresponding Author

Received: 23 Mar 2013 | Accepted: 07 May 2013 | Published: 30 Sep 2013 | Issue Date: September 2013

Abstract


In an attempt to synthesize the novel diaza analogues of podophyllotoxin (7a-d) in five step reactions. The synthesis of title compounds has been achieved from tetralones, which were formylated with ethylformate; prepared via cyclization with hydrazine hydrate. Furthermore, these newly synthesized compounds were characterized by spectral and elemental analysis data.

4_3_235_239

Keywords


Chalcones; Tetralones; Ethylformate; Sodium hydride; Hydrazine hydrate; Cyclopropyl ketones

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DOI: 10.5155/eurjchem.4.3.235-239.782

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Funding information


Indian Institute of Technology, Bombay, India

Citations

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[1]. Basavaiah Umesha, Yeriyur Basavaiah Basavaraju, Manpreet Kaur, Hemmige S. Yathirajan, Jerry P. Jasinski
1-(3,4-Dimethoxyphenyl)-3-phenylprop-2-en-1-one
Acta Crystallographica Section E Structure Reports Online  70(3), o368, 2014
DOI: 10.1107/S160053681400378X
/


[2]. Krishna Mudeenahally Hucchegowda, Basavaraju Yeriyur Basavaiah, Umesha Basavaiah, Shivakumar Santhekasalagere Basavaiah
Synthesis and study of antimicrobial activity of new tetralone esters
European Journal of Chemistry  5(4), 584, 2014
DOI: 10.5155/eurjchem.5.4.584-587.1093
/


[3]. Kanakapura Narayanaramakrishna Padmavath, Yeriyuru Basavaiah Basavaraju, Basavaiah Umesha
Synthesis and characterization of tetralones as intermediates for podophyllotoxin analogues
European Journal of Chemistry  7(2), 192, 2016
DOI: 10.5155/eurjchem.7.2.192-194.1389
/


References


[1]. Shi-Wu, C.; Yun-Hua, W.; Yan, J.; Xuan, T.; Yong-Tang, Z.; Du-Qiang, L.; Yong-Qiang, T. Bioorg. Med. Chem. Lett. 2007, 17, 2091- 2095.
http://dx.doi.org/10.1016/j.bmcl.2006.11.070
PMid:17317161

[2]. Mohammed, M. M. D.; Chen, M.; Zhai, L.; Ibrahim, N. A. Eur. J. Chem. 2010, 1(2), 110-114.
http://dx.doi.org/10.5155/eurjchem.1.2.110-114.74

[3]. Zhu, X. K.; Guan, J.; Xiao, Z.; Cosentino, M.; Lee, K. H. Bioorg. Med. Chem. 2004, 12, 4267-4273.
http://dx.doi.org/10.1016/j.bmc.2004.04.048
PMid:15246103

[4]. Lee, K. H. ACS Symp. Ser. 1993, 170-190.
http://dx.doi.org/10.1021/bk-1993-0534.ch012

[5]. MacRae, W. D.; Hudson, J. B.; Towers, B. H. N. Planta Med. 1993, 55, 531-535.
http://dx.doi.org/10.1055/s-2006-962087
PMid:2559420

[6]. Imbert, T. F. Biochimie. 1998, 80, 207-222.
http://dx.doi.org/10.1016/S0300-9084(98)80004-7

[7]. Hemakumar, K. H.; Sathisha, A. D.; Basavaraju, Y. B. E-Journal Chem. 2008, 5, 114-119.
http://dx.doi.org/10.1155/2008/314724

[8]. Jardine, I.; Carrady, J. M.; Dourous, J. D. Anticancer agents Based on Natural Product Models, Eds., Academic press, New York. 1980, pp. 319-351.

[9]. Lee, K. H.; Beers, S. A.; Mori, M.; Wang, Z. Q.; Kuo, Y. H.; Li, L.; Liu, S. Y.; Chang, J. Y.; Han, F. S.; Chang, Y. C. J. Med. Chem. 1990, 33, 1365-1368.
http://dx.doi.org/10.1021/jm00167a013

[10]. Stehlin, H.; Von Wartburg, A. Prog. Drug Res. 1989, 33, 169-266.
http://dx.doi.org/10.1007/978-3-0348-9146-2_8

[11]. Ahmad, K.; Ashwin, K. B.; Paidakula, S.; Nagula, S.; Shiva, K. M. Bioorg. Med. Chem. Lett. 2011, 21, 350-353.
http://dx.doi.org/10.1016/j.bmcl.2010.11.002
PMid:21144748

[12]. Kelly, M. G.; Hart Well, J. L. Natl. J. Cancer Ins. 1954, 14, 967-1010.

[13]. Furniss, B. S.; Hannaford, A. J.; Smith, P. W. G.; Tatchell, A. R. Vogels text book of practical organic chemistry, 5th edition, ELBS with Longman, 1989.
PMCid:PMC1216650

[14]. Rai, K. M. L.; Murthy, C. V.; Radhakrishna, P. M. Synthetic Comm. 1990, 20, 1273-1277.
http://dx.doi.org/10.1080/00397919008052837

[15]. Doyle, M. P.; Hu, W. Adv. Synth. Catal. 2001, 343, 299-302.
http://dx.doi.org/10.1002/1615-4169(20010330)343:3<299::AID-ADSC299>3.0.CO;2-Y

[16]. Davies, H. M. L.; Calvo, R. L.; Townsend, R. J.; Ren, P.; Churchill, R. M. J. Org. Chem. 2000, 65, 4261-4268.
http://dx.doi.org/10.1021/jo991959b

[17]. Sadashiva, M. B.; Basavaraju, Y. B. Bulg. Chem. Comm. 2005, 37, 135-139.

[18]. Anjana, M. C.; Basavaraju, Y. B. Ind. J. Hetero. Chem. 1998, 7, 177-180.

[19]. Padmavathi, V.; Mohan, R. B. J.; Balaiah, A.; Venugopal, R. K.; Bhaskar, R. D. Molecules. 2000, 5, 1281-1286.
http://dx.doi.org/10.3390/51201281


How to cite


Basavaraju, Y.; Umesha, B. Eur. J. Chem. 2013, 4(3), 235-239. doi:10.5155/eurjchem.4.3.235-239.782
Basavaraju, Y.; Umesha, B. Synthesis and characterization of diaza analogues of podophyllotoxin. Eur. J. Chem. 2013, 4(3), 235-239. doi:10.5155/eurjchem.4.3.235-239.782
Basavaraju, Y., & Umesha, B. (2013). Synthesis and characterization of diaza analogues of podophyllotoxin. European Journal of Chemistry, 4(3), 235-239. doi:10.5155/eurjchem.4.3.235-239.782
Basavaraju, Yeriyur, & Basavaiah Umesha. "Synthesis and characterization of diaza analogues of podophyllotoxin." European Journal of Chemistry [Online], 4.3 (2013): 235-239. Web. 17 Jan. 2022
Basavaraju, Yeriyur, AND Umesha, Basavaiah. "Synthesis and characterization of diaza analogues of podophyllotoxin" European Journal of Chemistry [Online], Volume 4 Number 3 (30 September 2013)

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