Anti-breast cancer activity of some novel quinoline derivatives

Abstract

To discover new bioactive lead compounds for medicinal purposes, 2-cyano-3-(4-substituted)-N-(quinolin-3-yl) acrylamide derivatives 2-24, chromenes 25, 26 and benzochromenes 27, 28 were synthesized. The structures of the newly synthesized compounds were confi rmed by elemental analyses, IR, 1 H NMR and 13 C NMR spectroscopies. In addition, the structure of compound 1 was confi rmed through X-ray crystallography. All the newly synthesized compounds were evaluated for their cytotoxic activity against the breast cancer cell line MCF7. The corresponding , resp. Also, quinoline acrylamides containing 2,3,4-trimethoxyphenyl 17, 2-chlorophenyl 10, benzo[d][1,3]dioxol 12, 2-methoxynaphthalen 22, 2,4-dichlorophenyl 18 and quinoline carrying a chromene-3-carboxamide moiety 25 were nearly as active as doxorubicin, while quinoline acrylamides incorporating unsubstituted phenyl 2, p-tolyl 3, 2,4-dienamide 8, 3-nitrophenyl 13, 4-nitrophenyl 14, 3,4-dimethoxyphenyl 16 and chromene 26 exhibited a moderate activity. In addition, quinoline with acetamide 1, 4-hydroxyphenyl 4, 4-dimethylaminophenyl 9, 4-chlorophenyl 11, 3-bromophenyl 20, 4-bromophenyl 21 and 3-thienyl moiety 24 showed less activity than doxorubicin. On the other hand, quinoline having 2-methoxyphenyl 5, 4-methoxyphenyl 6, 4-metho xynaph thalene 23 and chromene-2-carboxamide 28 showed no activity.

A Short Review on Heterocyclic Compounds Showing Anti-Breast Cancer Activity

“…Quinoline is a nitrogen-containing heterocyclic aromatic compound. Pharmacologically active substances display a broad range of biological activity [8][9][10][11]. Quinoline has been found to possess antimalarial, antibacterial, antifungal, anticonvulsant, anti-inflammatory, and analgesic activity.…”

Nanomaterial assisted bulk scale synthesis of 2-methyl-6-nitroquinoline

“…There are very few chemical functional groups which have vector level toxicity, and quinolines are one of them. Quinolines are also used for other purposes like pesticides [2] , insecticides [3] , anticancer, antibacterial, antivial, retroviral, antimicrobial [4] , antihistamines (antiallergic) [5] , tuberculosis effective drugs [6] etc. Quinolines and quinazolines are considered as the last line of protection for tuberculosis, the bacteria which is resistant for most antibiotics.…”

Free Radical Scavenging and Cytotoxic Activities of Substituted Pyrimidines

“…However, they may prevent ROS induced DNA mutations in a way similar to other anticancer and antiviral molecules [8][9][10][11]. In recent years, anticancer drugs already being used in medical practice or being tested in clinical studies have been often based on pyrimidine skeleton, and new pyrimidine derivatives continue to show promising activities [12][13][14][15]. However, synthesis of antioxidant molecules can be a new approach to prevent proliferation of tumors whose growth is mediated by oxygen species [16].…”