Cytotoxicity study of dimethylisatin and its heterocyclic derivatives

Authors

  • Mohammad Mamun Hossain Department of Chemistry, Jahangirnagar University, Savar, Dhaka 1342
  • Nazrul Islam Department of Chemistry, Jahangirnagar University, Savar, Dhaka 1342
  • Rahat Khan Department of Chemistry, Jahangirnagar University, Savar, Dhaka 1342
  • Md. Rabiul Islam Department of Chemistry, Jahangirnagar University, Savar, Dhaka 1342

DOI:

https://doi.org/10.3329/bjp.v2i2.572

Keywords:

Cytotoxicity, Dimethylisatin, Thiazol-triazinoindole

Abstract

Isatin derivatives are bioactive molecules. To study the cytotoxicity and eventually the anticancer activities against cancer cell lines, a series of dimethyl-substitituted isatin derivatives (4-8) starting from isatin thiosemicarbazones (3) had been synthesized in high yields. Investigation of the cytotoxicity of these compounds was carried out against brine shrimp by lethality bioassay. The present study shows that compounds 4, 5, 6 and 8/ with heterocyclic moiety had pronounced cytotoxicity whereas 7, 7/ and 8 were moderately active. It is remarkable that the substituent, X = -OCH3 has greater activity than the bromine atom in this series.

 

Downloads

Download data is not yet available.
Abstract
411
Download
178 Read
3

References

Friebolin H. Basic one and two-dimensional NMR spectroscopy. 3rd ed. Germany, Wiley-VCH, 1998, p 47.

Islam MR, Abedin J, Khayer K. Synthesis of some 5-spiro-(5/-methylisatin)-4-N-acetyl-2-acetylamino-?2-1,3,4-thiadiazo-lines and 5-spiro-(5/-methylisatin)-4-N-acetyl-2-(5-methyl-isatin-3-hydrazino)-?2-1,3,4-thiadiazolines. Indian J Chem. 2001; 40B: 240.

Islam MR, Abedin MJ, Hossain MM, Duddeck H. Synthesis of 1-methyl bis-dioxopyrolino [2,3 : 2,3 : 2,3 : 6,5] benzene and its heterocycles via thiocarbohydrazone, thiosemicarba-zone. J Bangladesh Chem Soc. 1998; 11: 71-78.

Islam MR, Khan MSA, Debnath D, Khan MMR. Synthesis of some aldehyde-?2-1,3,4-thiadiazolines heterocycles. J Bangladesh Chem Soc. 2003; 16: 124-32.

Islam MR, Khayer K, Mahmud MI, Lingkon MH, Islam R, Duddeck H. Cyclization of some isatin-3-thiosemi-carbazones leading to ?2-1,3,4-thiadiazolines and their selective deacetylation with hydrazine hydrate. J Bangladesh Chem Soc. 2000; 13: 149.

Islam MR, Muhsin M. Synthesis of 5-chloroisatin-6,7-dimethylisatin and their carbohydrazone ?2-1,3,4-oxadiazoline and their cytotoxicity studies. Bangladesh J Pharmacol. 2007; 2; 7-12.

Kondrashova NN, Shvekhgeimer MGA. A new general method for the synthesis of 2,6/-diquinoline derivatives, Doklady Chem. 2002; 2, 275.

Pal R, Jain K, Gupta GD, Handa RN, Puzari HK. Synthetic methods using isatin and derivatives. Indian J Chem. 1991; 30B: 1098.

Raj AA, Ragunathan R, Sridevikumari MR, Raman R, Synthesis, antimicrobial and antifungal activity of a new class of spiro pyrolidines. Bioorg Med Chem. 2003; 407: 11.

Ram VJ, Raj AA, Ragunathan R, Sridevikumari MR. Studies on condensed triazines as chemotherapeutic agents, II. Synthesis of 1,2,4-triazino[5,6-b]indoles and related compounds. Arch Pharmacol. 1980; 108: 313.

Selvam P, Chandramohan M, De Clereq E, Pannecouque C, Witrouw M. Synthesis and anti-HIV activity of 4-[(1,2-dihydro-2-oxo-3H-indol-3-ylidene)amino]-N-(4,6-dimethyl-2-pyrimidinyl)-benzene sulphonamide and its derivatives. Eur J Pharma Sci. 2001; 14, 313-16.

Selvam P, Murugesh N, Chandramohan M, De Clereq E. Pharmacological evaluation of some novel isatin derivatives. Indian J Pharma Sci. 2004; 66: 465-68.

Selvam P, Murugesh N, Chandramohan M, Sidwell RW, Wandersee MK, Smee DF. Anti-influenza virus activity of 4-[(1,2-dihydro-2-oxo-3H-indol-3-ylidene)amio]-N-(4,6-di-methyl-2-pyrimidin-2-yl)benzenesulphonamide and its derivatives. Antiviral Chem Chemother. 2006 (in press).

Solis PN, Wright CW, Anderson MM, Gupta MP, Phillipson JD. A microwell cytotoxicity assays using Artima Salina (brine shrimp). Planta Med. 1993; 59: 250-52.

How to Cite

Hossain, M. M., N. Islam, R. Khan, and M. R. Islam. “Cytotoxicity Study of Dimethylisatin and Its Heterocyclic Derivatives”. Bangladesh Journal of Pharmacology, vol. 2, no. 2, June 2007, pp. 66-70, doi:10.3329/bjp.v2i2.572.

Issue

Section

Research Articles