Synthesis, crystal structures and antiproliferative activities of a new indole-containing dipyridylmethanone hydrazone Schiff base and its cadmium(II) complex.

Acta Crystallogr C Struct Chem

School of Chemistry and Chemical Engineering, Qilu University of Technology, Shandong Academy of Sciences, Jinan, Shandong 250353, People's Republic of China.

Published: November 2024

AI Article Synopsis

  • A new indole-containing pyridine-based Schiff base, (E)-2-({[bis(pyridin-2-yl)methylidene]hydrazin-1-ylidene}methyl)-1H-indole (2-DPHI), and its cadmium(II) complex (pCd2) were developed as potential anticancer agents.
  • The Schiff base was created by combining dipyridylmethanone hydrazone and indole-2-formaldehyde, while the cadmium complex was synthesized using CdCl and 2-DPHI in methanol.
  • Both compounds showed significant cytotoxic effects on cancer cells, particularly 2-DPHI against A375 and A549

Article Abstract

In this study, we introduce a novel indole-containing pyridine-based Schiff base, (E)-2-({[bis(pyridin-2-yl)methylidene]hydrazin-1-ylidene}methyl)-1H-indole, CHN (2-DPHI), and its cadmium(II) complex poly[[2-({[bis(pyridin-2-yl)methylidene]hydrazin-1-ylidene}methyl)-1H-indole]di-μ-chlorido-cadmium(II)], [CdCl(CHN)] (pCd2), as potential anticancer agents. The Schiff base was synthesized by reacting dipyridylmethanone hydrazone with indole-2-formaldehyde, while the cadmium complex was prepared by combining CdCl and 2-DPHI in methanol at room temperature. Both compounds were evaluated for their cytotoxicity against three human cancer cell lines (A375, A549 and HeLa) and a normal cell line (HFF-1). The ligand 2-DPHI exhibited notable antitumour activity, with an IC value of 12.22 µM against A375 and 15.17 µM against A549 after 48 h, while the pCd2 complex showed an even stronger inhibition of A375 cells, with an IC value of 4.88 µM, outperforming both 2-DPHI and CdCl. Both compounds demonstrated lower toxicity towards normal cells compared to cancer cells. The structures of 2-DPHI and pCd2 were fully characterized using single-crystal X-ray diffraction, elemental analysis, high-resolution mass spectrometry and FT-IR, H NMR, C NMR and UV-Vis spectroscopy.

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Source
http://dx.doi.org/10.1107/S2053229624010167DOI Listing

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