Open Access

Synthesis of 2-Methyl -3,4,5,10-Tetrahydro-Pyrrolo [3,2-A] Carbazole-Ethyl Carboxylate Derivatives and Evaluation of their Binding Affinity with CT-DNA

M. Saravanabhavan, Department of Chemistry, Sri Ramakrishna Mission Vidyalaya College of Arts and Science, Coimbatore, TN, India. V. Murugesan, Department of Chemistry, Sri Ramakrishna Mission Vidyalaya College of Arts and Science, Coimbatore, TN, India. M. Sekar mmsekar7@gmail.com
Department of Chemistry, Sri Ramakrishna Mission Vidyalaya College of Arts and Science, Coimbatore, TN, India.


J. Environ. Nanotechnol., Volume 2, No 4 (2013) pp. 62-67

https://doi.org/10.13074/jent.2013.12.132056

PDF


Abstract

A new class of heterocyclic compound, substituted 2-methyl-3,4,5,10-tetarahydro-pyrrolo[3,2- a]carbazole-1-ethyl carboxylate derivatives have been prepared from 1-oxo-1,2,3,4,-tetrahydrocarbazoles. The structural features were determined by analytical and spectral techniques. DNA binding study of the compounds was investigated by absorption titration experiments which indicated that the compounds showed good binding affinity to CT-DNA via intercalation.

Full Text

Reference


Auclair,  C.,  Multimodal  action  of  antitumor agents on DNA: The ellipticine series,  Arch. Biochem. Biophys.,1, 259112:1-14(1987). 

http://h t t p :/ / d x . d o i. o r g / 1 0 . 1 0 1 6 / 0 0 0 3 -9861(87)90463-2.

Jain, S. C., Bhandary, K. K., Sobbell, H. M., Visualization  of  drug—nucleic  acid interactions at  atomic  resolution.  VI. Structure  of  two  drug—dinucleoside monophosphate  crystalline complexes, ellipticine—5-iodocytidylyy  (3'-5') guanosine  and  3,5,6,8-tetramethyl-Nmethyl phenanthrolinium—5-iodocytidylyl (3'-5') guanosine,  J. Mol. Biol.,135, 813-84(1979). 

http://dx.doi.org/10.1016/0022-2836(79)90514-X.

Monnot, M., Mauffret, O., Simon, V., Lescot, E., Psaume, B., Saucier, J. M., DNA-drug recognition  and  effects  on  topoisomerase II-mediated  cytotoxicity. A  three-mode binding  model  for  ellipticine  derivatives., J. Biol. Chem.,25, 1820-1829(1991).

Singh, M. P., Hill, G. C., Peoch, D., Rayner, B., Inabach, J. L., Lown, J. W., High-Field NMR and Restrained Molecular Modeling Studies on a DNA Heteroduplex Containing a  Modified Apurinic Abasic  Site  in  the Form  of  Covalently  Linked  9-Aminoellipticine,  Biochemistry.,  33, 10271-10285(1994). 

http://http://dx.doi.org/ 10.1021/bi00200a007.

Viji, M., Nagarajan, R., RuCl3/SnCl2 mediated synthesis  of  pyrrolo[2,3-c]carbazoles  and consequent  preparation  of  indolo[2,3-c]carbazoles,  Tetrahedron., 68,   2453-2458(2012). 

http://http://dx.doi.org/10.1016/j.tet.2012.01.070.

Vogel, A.  I.,  Text  book  of  practical  organic chemistry,Longman, London, (1989). 

Wolfe,  A.,  Shimer,  G.  H.,  Meehan,  T., Polycyclic  aromatic  hydrocar bons physically intercalate  into  duplex  regions of  denatured  DNA,  Biochemistry., 26, 6392-6396(1987).

http://dx.doi.org/10.1021/bi00394a013.

Yamuna,  E., Ajay  Kumar,  R.,  Zellar,  M., Rajandra  Prasad,  K.  J.,  Synthesis, antimicrobial, antimycobacterial  and structure–activity  relationship  of substituted pyrazolo-, isoxazolo-, pyrimidoand  mercaptopyrimido  cyclohepta [b]indoles,  Eur.  J. Med.  Chem.,47,  228-238(2012).  

http://dx.doi.org/10.1016/j.ejmech.2011.10.046.

Yamuna, E., Zellar, M., Rajandra Prasad, K. J.,  Syntheses  of  indolo  [3,2,1-d,e] phenanthridines  and  isochromeno[3,4-a] carbazoles:  palladium catalyzed intramolecular  arylation  via  C–H functionalization,  Tetrahedron.,52, 6030-6034(2011). 

http://dx.doi.org/10.1016/j.tetlet.2011.09.018.

Contact Us

Powered by

Powered by OJS