Synthesis and antitumor evaluation of some new derivatives and fused heterocyclic compounds derived from thieno[2,3‐b]pyridine: Part 2

Abstract

As a continuation of our research on developing anticancer agents and based on the proven proprieties of thieno[2,3-b]pyridines as anticancer, we have designed to synthesize novel thieno[2,3-b]pyridine derivatives that incorporate different biologically active heterocycles through various chemical reactions.All of the newly obtained compounds, compared with the standard anticancer drug (doxorubicin), were screened in vitro for their antitumor activity against hepatocellular carcinoma (HepG-2) and human breast cancer (MCF-7) cell lines. The results revealed that compounds 3, 7, 12, and 19 were found to be the most potent against both HepG-2 and MCF-7 cell lines exhibiting IC 50 values ranging from 3.67 to 11.50 and 5.13 to 11.80 μg/mL, respectively, among which compound 7 has a more potent activity than the reference drug doxorubicin against HepG-2 cell line, showing IC 50 value of 3.67 μg/mL (doxorubicin 4.65 μg/mL).

Indole Derived Anticancer Agents

“…Heterocyclic compounds are widely used in agrochemicals, pharmaceuticals and veterinary products [5,6] . Biaryl skeletons are ubiquitous in many natural products and pharmaceutical molecules, including the indole biaryl scaffold, which has been shown to possess a variety of potent biological properties [7,8] . There are a variety of indole‐based natural compounds, including alkaloids, hormones, antibiotics, vitamins, amino acids, dyes, hemoglobin and pigments.…”

“…[5,6] Biaryl skeletons are ubiquitous in many natural products and pharmaceutical molecules, including the indole biaryl scaffold, which has been shown to possess a variety of potent biological properties. [7,8] There are a variety of indole-based natural compounds, including alkaloids, hormones, antibiotics, vitamins, amino acids, dyes, hemoglobin and pigments. A wide range of N-heterocyclic compounds, including anticancer agents, has been created by combining different heterocyclic rings.…”

Synthesis and antitumor evaluation of some new thiazolopyridine, nicotinonitrile, pyrazolopyridine, and polyhydroquinoline derivatives using ceric ammonium nitrate as a green catalyst

“…[ 20 ] Polysubstituted pyridine containing cyano group exhibited antitumor activity in numerous publications. [ 21–27 ] In addition, cyano pyridine derivatives have shown to possess promising anti‐microbial, [ 28–30 ] antioxidant, [ 31–33 ] antibiotic, [ 34–36 ] anti‐inflammatory, [ 37,38 ] analgesic, [ 39 ] anti‐convulsant, [ 40 ] and anticancer activities. [ 41 ] Also, pyridine is widely distributed in many biological molecules, and found in drugs such as nifedipine.…”

Novel 3-Thioether-4-indolimino-4H-1,2,4-triazole Derivatives Bearing Pyridyl Moiety: Design, Synthesis and Bioactivity Evaluation in vitro

“…What's more, further near-term literature investigation has revealed that adjunction of pyridine, halogen moiety, or peroxyalkyl can significantly increase the antitumor activity of candidate compounds. [26][27][28] Motivated by these findings, a series of novel 3-thioether-4-indolimino-4H-1,2,4-triazole derivatives bearing pyridyl moiety (17a～17r) were designed and synthesized by ethyl picolinate, ethyl isonicotinate, 1H-indole and indolin-2-one as raw materials. The anti-tumor activity against A549, PC-3, HepG2 and K562 cells was evaluated by methyl thiazolyl tetrazolium (MTT) assay.…”