Abstract
A series of new 2-oxo-1,4-disubstituted-1,2,5,6-tetrahydro-benzo[h]quinoline-3-carbonitriles supported with various pharmacophoric functionalities at position-1 is described. N-formyl, N-nitroso, N-arylthiocarbamoyl, N-alkyl, N-sulfonyl, and N-acetyl derivatives, 5–10 were prepared. A novel fused triazole series was also prepared. The in vitro anticancer activity of twenty synthesized compounds, 4a, 4b, 7a2, 7b2 and 8b1 showed considerable cytotoxic activity against the three tested human tumor cell lines. Compounds 7a2 and 7b2 proved to be the most active with special effect against the human colon carcinoma HT29 and human breast cancer MCF 7 cell lines. Compounds 7b2 and 7f2 also exhibited significant antivirus activity against hepatitis-C virus.
Similar content being viewed by others
References
Rostom S A F, Shalaby M A and El-Demellawy M A 2003 Eur. J. Med. Chem. 38 959
Al-Saadi M S M, Rostom S A F and Faid Allah H M 2005 Saudi Pharmaceutical Journal (SPJ) 13 89
Rostom S A F 2006 Bioorg. Med. Chem. 14 6475
Al-Saadi M S M, Rostom S A F and Faid Allah H M 2008 Arch. Pharm. Chem. Life Sci. 341 181
Al-Saadi M S M, Faid Allah H M and Rostom S A F 2008 Arch. Pharm. Chem. Life Sci. 341 424
Rostom S A F, Ashour H M A and Abd El Razik H A 2009 Arch. Pharm. Chem. Life Sci. 342 299
Rostom S A F, Ashour H M A, Abd El Razik H A, Abd El Fattah A H and El-Din N N 2009 Bioorg. Med. Chem. 17 2410
Rostom S A F 2010 Bioorg. Med. Chem. 18 2767
Faidallah H M, Rostom S A F and Al-Saadi M S 2010 J. King Abdulaziz University; Science (JKAU: Sci.) 22 177
Al-Saadi M S M, Rostom S A F and Faid Allah H M 2005 Alex. J. Pharm. Sci. 19 15
Faid Allah H M, Al-Saadi M S and Rostom S A F 2008 Saudi Pharmaceurical Journal (SPJ) 16 33
Rostom S A F, Hassan G S and El-Subbagh H I 2009 Arch. Pharm. Chem. Life Sci. 342 584
Mosmann T 1983 J. Immunol. Methods 65 55
Denizot F, Lang R 1986 J. Immunol. Methods 22 271
El-Awady M K, Ismail S, El-Sagheer M, Sabour Y A, Amr K S and Zaki E A 1999 Clinica Chimica Acta 283 1
Hopkins G C, Jonak J P, Tieckelmann H and Minnemeyer H J 1966 J. Org. Chem. 31 3969
Kornblum H, Berrigan P J and Le Noble W J 1963 J. Am. Chem. Soc. 85 1141
Kornblum H, Seltzer R and Haberfield P 1963 J. Am. Chem. Soc. 85 1148
Author information
Authors and Affiliations
Corresponding author
Electronic Supplementary Material
Rights and permissions
About this article
Cite this article
FAIDALLAH, H.M., KHAN, K.A. & ASIRI, A.M. Synthesis of some new 2-oxo-1,4-disubstituted-1,2,5,6-tetrahydro-benzo[h]quinoline-3-carbonitriles and their biological evaluation as cytotoxic and antiviral agents. J Chem Sci 124, 625–631 (2012). https://doi.org/10.1007/s12039-011-0184-2
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s12039-011-0184-2