Synthesis and Anticancer Activity of 3‐(Substituted Aroyl)‐4‐(3,4,5‐trimethoxyphenyl)‐1H‐pyrrole Derivatives

Abstract

A series of 3-(substituted aroyl)-4-(3,4,5-trimethoxyphenyl)-1H-pyrrole derivatives were synthesized and determined for their anticancer activity against eleven cancer cell lines and two normal tissue cell lines using MTT assay. Among the synthesized compounds, compound 3f was the most potent compound against A375, CT-26, HeLa, MGC80-3, NCI-H460 and SGC-7901 cells (IC = 8.2 - 31.7 μm); 3g, 3n and 3a were the most potent compounds against CHO (IC = 8.2 μm), HCT-15 (IC = 21 μm) and MCF-7 cells (IC = 18.7 μm), respectively. Importantly, all the target compounds showed no cytotoxicity towards the normal tissue cell (IC > 100 μm). Thus, these compounds with the potent anticancer activity and low toxicity have potential for the development of new anticancer chemotherapy agents.

Pyrrole as an Important Scaffold of Anticancer Drugs: Recent Advances

“…Zhan et al have assessed the anticancer activity of novel 1H-pyrrole derivatives (85). The synthetic route of the latter compounds is provided in Figure 37.…”

Recent Advances for the Synthesis of N‐Unsubstituted Pyrroles

“…(Scheme 94). [92] All the synthesized target compounds were evaluated for their cytotoxic activity against eleven cancer cell lines and two normal cell lines.…”

“…The synthesis of a series of 3-(substituted aroyl)-4-(3,4,5trimethoxyphenyl)pyrrole derivatives 283 was made by Zhen-Min Mao et al (Scheme 94). [92] All the synthesized target compounds were evaluated for their cytotoxic activity against eleven cancer cell lines and two normal cell lines.…”

Pyrrole: A Decisive Scaffold for the Development of Therapeutic Agents and Structure‐Activity Relationship

“…Certainly, compared to living terrestrial organisms, the extreme and unique oceanic environment has played a decisive role together with the different survival needs of its inhabitants, differences that we can also notice in the structures of their metabolites, many of which are generally fused rings in brominated form which are rare moieties found on metabolites among those produced by terrestrial living organisms. [18] Pyrrole derivatives are involved in many biological processes and find pharmacological applications as anticancer, [19] antimalarial, [20] antidiabetic, [21] antituberculosis, [22] antiviral, [23] antibacterial, [24] anti-Parkinson, and anti-Alzheimer agents. [25] (Figure 2).…”

“…At doses below 10 mg/mL, these alkaloids from Axinella verrucosa were not harmful to the cell lines PC12, HeLa, and L5178y. The dibromoisophakellin derivative 12-chloro-11-hydroxydibromoisophakellin (19) from the marine sponge Axinella brevistyla, the alkaloid had an IC 50 value of 2.5 mg/mL and was cytotoxic to L-1210 cells. The marine sponge A. nakamurai isolated the PIA ageladine A (20).…”