Synthesis and antimycobacterial activity of N-isonicotinoyl-N′-alkylideneferrocenecarbohydrazides

Kulikov, V. N.; Nikulin, R. S.; Rodionov, А. N.; Бабусенко, Е. С.; Babin, V. N.; Kovalenko, L. V.; Belousov, Yu. A.

doi:10.1007/s11172-017-1864-y

Cited by 7 publications

(2 citation statements)

References 6 publications

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“…[10][11][12][13][14][15][16] On the other hand, ferrocene possessed high lipophilicity and had lower toxicity towards animals and humans. 17,18 Various synthetic approaches have been used to covalently link ferrocenes to other metals for achieving synergistic effects between the two metals. [19][20][21] This association of two active metals led to enhanced cytotoxicity in some cases.…”

Section: Introductionmentioning

confidence: 99%

Preparation of new organo-ruthenium(ii) complexes and their nucleic acid/albumin binding efficiency and in vitro cytotoxicity studies

Sindhu,

Kalaivani,

Prabusankar

et al. 2024

Dalton Trans.

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Section: Introductionmentioning

confidence: 99%

Preparation of new organo-ruthenium(ii) complexes and their nucleic acid/albumin binding efficiency and in vitro cytotoxicity studies

Sindhu,

Kalaivani,

Prabusankar

et al. 2024

Dalton Trans.

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“…[1] During the first two decades of the 21st century, special attention was paid to the synthesis and bioassay of ferrocene derivatives carrying pharmacophoric groups, namely, nucleic bases, oligonucleotides, various heterocycles, amino acids, peptides, and sugars. [2][3][4][5][6][7][8] In vitro and in vivo studies have demonstrated that many of such modified ferrocenes display a wide spectrum of biological activities, including antianemic, [9] antimicrobial, [10] antibacterial, [11] antimalarial, [12] tuberculostatic, [13,14] and especially antitumor activities, see recent review articles. [15][16][17][18] Ferroceron (tetrahydrate of sodium salt of ortho-carboxybenzoyl ferrocene), which is the first and only currently ferrocene-based drug, has been effectively used for a long time for the treatment of iron deficiency pathologies.…”

Section: Introductionmentioning

confidence: 99%

Administration of ferrocene‐modified amino acids induces changes in synaptic transmission in the CA1 area of the hippocampus

Rodionov

Snegur

Dobryakova

et al. 2019

Applied Organom Chemis

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A series of ferrocene‐modified amino acid methyl esters with pyrazole linker was prepared in good to quantitative yields starting from easy accessible ferrocene pyrazole carbaldehyde and amino acids in racemic and enantio enriched forms under reductive amination conditions (NaBH (OAc)3, reflux, 3 hr). The resulting enantiomers were resolved using analytical HPLC on modified cellulose or amylose as chiral selectors. In vivo electrophysiological experiments were performed in the CA1 field of the hippocampus on 3a Fc‐Gly, (L)‐3b Fc‐Ala, and (D)‐3b Fc‐Ala compounds. An increasing in the amplitudes of responses of local potentials (up to 25%) of the CA1 region in the studied groups was found after intraperitoneal administration of ferrocene compounds 3a and (D)‐3b compared with control rats treated with saline.

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Application of capillary electrophoresis technique for the enantioseparation of bioactive ferrocene‐based compounds versus DFT calculated data

et al. 2020

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Herein, a series of bioactive ferrocene‐modified N‐heterocycles with alkyl linkers was prepared in good to quantitative yields starting from easy accessible ferrocene alcohols and heterocycles under acidic or neutral (for imidazole) conditions in racemic forms. The analytical resolution of a number of bioactive racemic ferrocene azoles 1–6 (where azole = imidazole, pyrazole, and benzotriazole derivatives) into enantiomers was first carried out by CE using sulfobuthylether‐β‐CD (captisol) as a chiral selector. The analytical approaches to highly enantiomeric‐enriched ferrocene derivatives are based on the formation of their inclusion complexes. The best chiral separation was achieved using zone CE in a quartz capillary. The ACE was used to evaluate the stability constants of captisol complexes with enantiomeric forms of two ferrocene derivatives 1, FcCHMe‐imidazole, and 6, FcCHMe‐benzotriazole. The optimal conditions for the resolution of the studied (R, S)‐ferrocene compounds 1, 2, and 6 were predicted on the basis of the performed quantum chemical calculations and then implemented by the electrophoretic method. A high correlation between density functional theory calculation results and experimental electrophoresis data were obtained. Successful enantioseparation of racemic mixtures is of great importance for the characterization and further applications of drug candidates in enantiopure forms and in the development of clinical treatment. The advantages of the CE procedure make it possible to have important practical value and significance for determining the purity and enantiomeric excess of other ferrocene‐containing compounds.

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Synthesis and antimycobacterial activity of N-isonicotinoyl-N′-alkylideneferrocenecarbohydrazides

Cited by 7 publications

References 6 publications

Preparation of new organo-ruthenium(ii) complexes and their nucleic acid/albumin binding efficiency and in vitro cytotoxicity studies

Preparation of new organo-ruthenium(ii) complexes and their nucleic acid/albumin binding efficiency and in vitro cytotoxicity studies

Administration of ferrocene‐modified amino acids induces changes in synaptic transmission in the CA1 area of the hippocampus

Application of capillary electrophoresis technique for the enantioseparation of bioactive ferrocene‐based compounds versus DFT calculated data

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