Triphenylamine/carbazole-modified ruthenium(<scp>ii</scp>) Schiff base compounds: synthesis, biological activity and organelle targeting

Chen, Shujiao; Liu, Xicheng; Huang, Jie; Ge, Xingxing; Wang, Qinghui; Yao, Meimei; Shao, Yiming; Liu, Tong; Yuan, Xiang‐Ai; Tian, Laijin; Liu, Zhe

doi:10.1039/d0dt01547d

Cited by 21 publications

(14 citation statements)

References 54 publications

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“…Liu et al . pointed out an energy‐dependent cellular uptake mechanism for the Ru complexes [107] . Complexes, 90–93 synthesized from Schiff‐base ligands, L59 – L62 (Figure 34) promoted apoptosis in tumor cells through lysosomal damage.…”

Section: Recent Development Of Acyclic Metal Complexes Of Schiff‐base...mentioning

confidence: 99%

“…Liu et al pointed out an energy-dependent cellular uptake mechanism for the Ru complexes. [107] Complexes, 90-93 synthesized from Schiff-base ligands, L59-L62 (Figure 34) Figure 32. Structures of ligand H 2 L 1-4 (L54-L57) and their Ru II complexes, 80-83.…”

Section: Metal Complexes Exhibiting Anti-tumor and Anti-cancer Activi...mentioning

confidence: 99%

“…Structures of Schiff-base ligands, L59-L62 and their Ru complexes, 90-93. [107] Figure 35. Structures of Schiff-base ligands, L63-L64 and their Pd II complexes 94-95.…”

Section: Chemistryselect Promoted Apoptosis In Tumor Cells Through Ly...mentioning

confidence: 99%

“…[86] Several Schiff-base metal complexes exhibited promising anticancer activities. [61,73,75,76,99,100,102,104,107,111,112,115] (Table 6) Co II complexes 52 and 56 showed activity against human small cell lung carcinoma A549 (IC 50 : 65 μM & 50 μM), [61,99] Cu II complexes 59 & 61 acted against lung carcinoma (H157) (IC 50 : 1.54 � 0.04 μM & 1.29 � 0.06 μM), [100] 67 against Breast cancer cells (MDA-MB-231) (IC 50 : 8.1 μM (72 h)) [102] and 73 against cervical carcinoma cell line (HeLa) (IC 50 : 11.02 � 0.16 μM). [104] Zn II complex 78 also showed remarkable activities against breast carcinoma MCF7 and prostate carcinoma DU145 (IC 50 : 4.3 & 5.8 μM).…”

Section: Comparable Activities Of Different Schiff-base Ligands and T...mentioning

confidence: 99%

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Recent Progress in Metal‐Incorporated Acyclic Schiff‐Base Derivatives: Biological Aspects

et al. 2022

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Schiff-base derivatives are widely used organic compounds and their metal complexes have been drawing much attention to chemists due to interesting structural features and unique properties. The presence of nitrogen containing imine groups (À C=NÀ ) in Schiff-bases as well as in their metallic complexes and the chelating properties of these compounds are responsible for their many unique biological properties. In this review, we have summarized various acyclic Schiff-base ligands and their different metallic complexes which have been reported in the last one decade. Schiff-bases and their metal complexes have shown a broad range of biological activities, including antifungal, antibacterial, antimalarial, antiproliferative, antiinflammatory, antiviral, and antipyretic properties. We have reviewed and arranged the reported Schiff-base derivatives according to their diverse biological applications, especially their anti-bacterial and anti-fungal activities, anti-tumor and anti-cancer activities, anti-oxidant activities, anti-inflammatory activities and other therapeutic and medicinal properties. The other component of this work as a review of the molecular structures of various Schiff-bases since their molecular structures play a primary role in the biological properties. The presence of heteroatoms such as nitrogen, sulfur and oxygen with free electron pairs and aromatic rings in the structure of the Schiff-bases play significant roles in determining their properties.

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Section: Recent Development Of Acyclic Metal Complexes Of Schiff‐base...mentioning

confidence: 99%

Section: Metal Complexes Exhibiting Anti-tumor and Anti-cancer Activi...mentioning

confidence: 99%

“…Structures of Schiff-base ligands, L59-L62 and their Ru complexes, 90-93. [107] Figure 35. Structures of Schiff-base ligands, L63-L64 and their Pd II complexes 94-95.…”

Section: Chemistryselect Promoted Apoptosis In Tumor Cells Through Ly...mentioning

confidence: 99%

Section: Comparable Activities Of Different Schiff-base Ligands and T...mentioning

confidence: 99%

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Recent Progress in Metal‐Incorporated Acyclic Schiff‐Base Derivatives: Biological Aspects

et al. 2022

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“…In contemporary research, there has been a surge in the research interest to develop organometallic complexes having potential as therapeutics for the treatment of various diseases in general and cancer in particular. [2][3][4][5][6][7][8] Among several different types of organometallic compounds reported with different metal ions, the ones that bear Pt (II) center(s) are especially interesting since quite a few Pt (II)-based molecules are widely marketed as anticancer drugs. [9][10][11] Often, ligands bearing alkynyl functional groups have been coordinated with Pt (II) center to yield a potent molecule.…”

Section: Introductionmentioning

confidence: 99%

Tunable and improved antiproliferative activity of Pt (II)‐based organometallics bearing alkynyls and 1,2,3‐triazole moieties

Chakraborty

Jaiswal

Kumar

et al. 2022

Applied Organom Chemis

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Synthesis and characterization of a set of four Pt (II)‐based organometallic compounds (7–10) are being described. These molecules are unique since each of these contain three biologically active structural motifs, in the form of a pyrazine ring that connects a Pt‐alkynyl and a triazole ring. These organoplatinum molecules have been characterized using multinuclear nuclear magnetic resonance (NMR) (1H, 13C{1H}, and 31P{1H}), Fourier transform infrared spectroscopy (FT–IR), and mass spectrometry (MS). Additionally, the antiproliferative activities of 7–10 were probed against human triple‐negative breast cancer cells (MDA‐MB‐231) and normal human dermal fibroblast cells (HDF).

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Triphenylamine‐appended tri‐organotin complexes: Synthesis, anticancer activities, and targeted research

Du,

Ma,

et al. 2024

Applied Organom Chemis

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Mitochondria play a crucial role in mediating apoptosis and have emerged as a promising therapeutic target for the treatment of cancer. Nevertheless, exploration of mitochondrial apoptosis as a mechanism for anticancer activity in vitro remains notably sparse. Herein, the ligands 4′,4″′‐(phenylazanediyl)bis(([1,1′‐biphenyl]‐4‐carboxylic acid)) (H2L1) and 4′,4″′‐(phenylazanediyl)bis(3‐fluoro‐[1,1′‐biphenyl]‐4‐carboxylic acid) (H2L2) were synthesized and further combined with organotin precursors and auxiliary ligands (4,4′‐bipy = 4,4′‐bipyridine, 4,4′‐bpe = 4,4′‐vinylenedipyridine) to give eight organotin complexes [(Ph3Sn)2L] (1a and 2a), [(Et3Sn)2L]n (1b and 2b), [(n‐Bu3Sn)2L(4,4′‐bipy)]n (1c and 2c), [(n‐Bu3Sn)2L(4,4′‐bpec)]n (1d and 2d). The complexes were characterized by X‐ray single crystal diffraction, NMR (1H, 13C, and 119Sn), IR, and UV–Vis spectroscopy. The complexes exhibited strong anticancer activity against the four cancer cells and a certain degree of broad‐spectrum with the IC50 ranging from 0.25 to 22.43 μM. Furthermore, complexes 2a and 2b were selected as representatives to further investigate their anticancer mechanisms. The results suggested that these complexes could target mitochondria after cellular uptake, thereby inducing intracellular ROS production, leading to MMP collapse and activation of caspase‐3, that is, these complexes potentially exert their anticancer effects through the mitochondria‐mediated apoptotic pathway.

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Triphenylamine/carbazole-modified ruthenium(ii) Schiff base compounds: synthesis, biological activity and organelle targeting

Abstract: N-phenylcarbazole/triphenylamine modified Schiff base half-sandwich ruthenium(ii) compounds showed potential anticancer activity against A549 and HeLa cells.

Cited by 21 publications

References 54 publications

Recent Progress in Metal‐Incorporated Acyclic Schiff‐Base Derivatives: Biological Aspects

Recent Progress in Metal‐Incorporated Acyclic Schiff‐Base Derivatives: Biological Aspects

Tunable and improved antiproliferative activity of Pt (II)‐based organometallics bearing alkynyls and 1,2,3‐triazole moieties

Triphenylamine‐appended tri‐organotin complexes: Synthesis, anticancer activities, and targeted research

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