Novel spiro [pyrimido[5,4‐b]quinoline‐10,5′‐pyrrolo[2,3‐d]pyrimidine] derivatives were designed and synthesized, and their chemical structures were confirmed by IR, NMR, elemental analysis, and mass spectral analysis. The anticancer activities of the newly synthesized compounds were evaluated in vitro against four human cancer cell lines including A431, PC‐3, MCF‐7, and MCF‐10A by MTT assay. The screening results showed that three compounds (4m, 4q, and 4s) exhibited potent cytotoxic activities with IC50 values between 7.82 and 9.88 μM against human breast cancer cell line (MCF‐7). Further in vitro studies revealed that inhibition of Sunitinib could be the possible mechanism of action of these molecules.
General Methods ………………………………………………………………………………2Experimental procedures for the synthesized compounds……………………………………..2 Spectral and analytical data of 4a-4t………………………………………………………….3-12 IR, 1 H NMR, 13 C NMR and CHNS spectral data of compounds 4a, 4c, 4d, 4f, 4g, 4k, 4o, 4q, 4s, 4t…………………………………………………………………………………………… 13-32
Experimental
Materials and methodsAll solvents and chemicals were obtained commercially and were used as received. Melting points were determined on a open capillary tube and are uncorrected. Progress of the reaction was monitored by thin layer chromatography on Merck's silica plates. IR spectra were obtained on a Bruker ALPHA (Eco-ATR) spectrometer. 1 H NMR spectra were recorded on Bruker Avance 400 MHz instruments using TMS as internal standard and 13 C NMR spectra were recorded on Bruker Avance 100 MHz using DMSO-d6 as the solvent with TMS as internal standard. Elemental analyses were obtained on a Thermofischer EA 1112 SERIES CHNS elemental analyzer. Mass spectra were recorded on Shimadzu QP-2000 ESI mass spectrometer.
General procedure for the synthesis of 3,
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