Tin(IV), titanium(IV) and vanadium(IV) chloride complexes with 2-aminobenzimidazole and 2(2?-aminophenyl) benzimidazole

Tamayo, Paloma; Mendiola, M. Antonia; Masaguer, José R.; Molleda, C.

doi:10.1007/bf01098230

Cited by 7 publications

(4 citation statements)

References 27 publications

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“…The FTIR spectrum of the Hapbim ligand shows characteristic bands at 3383 and 3140 cm −1 assigned to the stretching vibrations of NH 2 and ν(NH) of benzimidazole, respectively [ 23 , 31 , 32 , 33 ]. In the complexes, the band due to NH 2 was shifted to a lower frequency (3240–3251 cm −1 ) as a result of the coordination, while the NH band did not show a significant shift, confirming non-coordination to the metal center.…”

Section: Resultsmentioning

confidence: 99%

Ruthenium(II)/(III) DMSO-Based Complexes of 2-Aminophenyl Benzimidazole with In Vitro and In Vivo Anticancer Activity

et al. 2020

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New anticancer ruthenium(II/III) complexes [RuCl2(DMSO)2(Hapbim)] (1) and [RuCl3(DMSO) (Hapbim)] (2) (Hapbim = 2-aminophenyl benzimidazole) have been synthesized and characterized, and their chemotherapeutic potential evaluated. The interaction of the compounds with DNA was studied by both UV-Visible and fluorescence spectroscopies, revealing intercalation of both the Hapbim ligand and the Ru complexes. The in vitro cytotoxicity of the compounds was tested on human breast cancer (MCF7), human colorectal cancer (Caco2), and normal human liver cell lines (THLE-2), with compound (2) the most potent against cancer cells. The cytotoxic effect of (2) is shown to correlate with the ability of the Ru(III) complex to induce apoptosis and to cause cell-cycle arrest in the G2/M phase. Notably, both compounds were inactive in the noncancerous cell line. The anticancer effect of (2) has also been studied in an EAC (Ehrlich Ascites Carcinoma) mouse model. Significantly, the activity of the complex was more pronounced in vivo, with removal of the cancer burden at doses that resulted in only low levels of hepatotoxicity and nephrotoxicity. An apoptosis mechanism was determined by the observation of increased Bax and caspase 3 and decreased Bcl2 expression. Furthermore, (2) decreased oxidative stress and increased the levels of antioxidant enzymes, especially SOD, suggesting the enhancement of normal cell repair. Overall, compound (2) shows great potential as a chemotherapeutic candidate, with promising activity and low levels of side effects.

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Section: Resultsmentioning

confidence: 99%

Ruthenium(II)/(III) DMSO-Based Complexes of 2-Aminophenyl Benzimidazole with In Vitro and In Vivo Anticancer Activity

et al. 2020

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“…The IR spectrum of LH showed a band in the range 3450-3300 cm −1 assigned to νOH and νNH. 15,16 The spectrum also displayed multiple peaks in the range 3050-2660 cm −1 assigned to νCH of the phenyl and methine groups. Two bands at 1600 and 1618 cm −1 are ascribed to the νN=CH of methine group and νC=C of the C 6 H 4 rings respectively.…”

Section: Scheme 1 Lh (N-n-oh)mentioning

confidence: 99%

Synthesis and Spectral Studies of 2-Salicylidine-4-Aminophenyl Benzimidazole and its Reaction with Divalent Zn, Cd and Hg: Crystal Structure of the Cadmium Bromide Complex

Chandrakala

Sheshadri²,

Gowda³

et al. 2010

Journal of Chemical Research

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2-salicylidine-4-aminophenyl benzimidazole (SAPbzlH, LH) has been synthesised and its complexes, formulated as ZnX 2 Ly.nH 2 O (X = Cl, y = 1.5, n = 1; X = Br, y = 2, n = 2; X = CH 3 COO, y = 1.5, n = 2), CdX 2 L.CH 3 OH.0.5H 2 O (X = Cl, Br) and HgX 2 L.nH 2 O (X = Cl, n = 2; X = Br, n = 0), have been characterised. A single crystal X-ray diffraction study of [Cd 2 Br 4 L 2 ].2CH 3 OH.H 2 O has revealed its binuclear structure with dibromide and SAPbzlH bridges, the environment around each metal ion being distorted trigonal bipyramidal. A similar structure is envisaged for the chloride analogue of cadmium as well as the mercury complexes.

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“…[2-(1H-Benzoimidazol-2-yl)-phenyl]diphenylphosphanyl-amine (10) It was prepared using the same procedure as for 5 from 200 mg (0.96 mmol) of 1, 0.27 ml (193 mg, 1.91 mmol) of NEt 3 , and 0.17 ml (211 mg, 0.96 mmol) of Ph 2 PCl. Resulting mixture reaction after 4 h stirring at rt was filtered to eliminate NEt 3 HCl.…”

Section: -Dichlorophosphanylmentioning

confidence: 99%

“…Because of these features, compound 1 is a good candidate to prepare new heterocycles by substitution of the N H protons and N-coordination by atoms of 15 group as is shown in Scheme 1. Some coordination compounds derived from 1 are known (Sn(IV) [7], U(VI) [8], Fe(II) [9], Sn(IV), Ti(IV), and V(IV) [10], Fe(III) [11], Ni(II) and Pd(II) [12]) as well as some boron heterocycles [13]. But, to our knowledge there are no reports of phosphorus compounds derived from 1, this and the complexity of the ligand guarantees interesting results, in particular that uncommon unsaturated six-membered ring phosphorus heterocycles could be prepared.…”

Section: Introductionmentioning

confidence: 99%

Phosphorus heterocycles from 2‐(2‐aminophenyl)‐1H‐benzimidazole

Hernández-Díaz

Flores‐Parra

Contreras

2004

Heteroatom Chemistry

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Tin(IV), titanium(IV) and vanadium(IV) chloride complexes with 2-aminobenzimidazole and 2(2?-aminophenyl) benzimidazole

Cited by 7 publications

References 27 publications

Ruthenium(II)/(III) DMSO-Based Complexes of 2-Aminophenyl Benzimidazole with In Vitro and In Vivo Anticancer Activity

Ruthenium(II)/(III) DMSO-Based Complexes of 2-Aminophenyl Benzimidazole with In Vitro and In Vivo Anticancer Activity

Synthesis and Spectral Studies of 2-Salicylidine-4-Aminophenyl Benzimidazole and its Reaction with Divalent Zn, Cd and Hg: Crystal Structure of the Cadmium Bromide Complex

Phosphorus heterocycles from 2‐(2‐aminophenyl)‐1H‐benzimidazole

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