The nature of ferrocenylalkylating agent in the acid-catalyzed reactions with ferrocenyl(phenyl)methanol

Rodionov, А. N.; Snegur, L. V.; Belousov, Yu. A.; Korlyukov, Alexander A.; Simenel, А. А.

doi:10.1007/s11172-021-3294-0

Cited by 6 publications

(2 citation statements)

References 52 publications

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“…More specifically, the introduction of ferrocene-containing compounds led to an increase in the amplitudes of local field potentials, and the hippocampus responded differently to electrical signals when ferrocene-modified L-and D-amino acids were administered in vivo (rats). 88 This indicates that the presence of the ferocene group can improve the biological activity of ferrocene-modified amino acids.…”

Section: Synthesis Of Ferrocene-containing Peptides 4−11mentioning

confidence: 97%

Hydrogen Bond Patterning and Biological Activity of Ferrocene Conjugates with Homo- and Heterochiral Ala–Pro Dipeptides

Kovačević,

Čakić Semenčić,

Bagović

et al. 2024

Organometallics

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The chirality of the protein backbone influences both self-assembly and biological activity. In ferrocene-containing peptides, the sequence and chirality of the constitutive amino acids as well as the structure of the ferrocene scaffold strongly influence the conformational properties, whereas the biological activity is more strongly influenced by lipophilicity. A joint spectroscopic and computational study has shown that a relatively simple structural modification, such as changing the order of two amino acids in the dipeptide sequence from Pro−Ala (III) to Ala−Pro (IV), also alters the hydrogen bonding patterns from a mostly ten-membered (β-turn) to a seven-membered ring (γturn), which affects the antiproliferative activity of the ferrocene peptidomimetics studied. A systematic approach presented in this study allowed us to highlight the relevant structural variations that could lead to increased biological activity in similar ferrocenebased bioconjugates.

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Section: Synthesis Of Ferrocene-containing Peptides 4−11mentioning

confidence: 97%

Hydrogen Bond Patterning and Biological Activity of Ferrocene Conjugates with Homo- and Heterochiral Ala–Pro Dipeptides

Kovačević,

Čakić Semenčić,

Bagović

et al. 2024

Organometallics

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“…[26,27,30,31,34] This is due to their stability in air, simple handling, and a wide range of methods for their synthesis. Due to the peculiarities of their structure, relatively stable Fccarbocations, [35] being valuable synthetic intermediates, the structure of which has been discussed for a long time, [36] are easily obtained from Fc-alcohols and react rapidly and efficiently with a wide range of nucleophilic reagents. Reactions of α-hydroxyalkyl ferrocenes with different nucleophilic compounds proceed most efficiently in two-component system, such as liquid-liquid.…”

Section: Synthesismentioning

confidence: 99%

Ferrocene‐modified imidazoles: One‐pot oxalyl chloride‐assisted synthesis, HPLC enantiomeric resolution, and in vivo antitumor effects

Snegur

Rodionov

Ostrovskaya

et al. 2022

Applied Organom Chemis

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Highlights on the development of ferrocene biochemistry in Russia since the 1950s are given. Here, avoiding high-toxic precursors, ferrocene-based imidazoles and benzimidazoles (16 compounds) were synthesized in good to high yields via the reaction of the α-(hydroxy)alkyl ferrocenes with modified heterocycles using oxalyl chloride to activate imidazole system. Mild conditions (room temperature, chloroform, stirring for up to 1.5 h) allowed preparing a number of various ferrocene-containing imidazoles, which are promising as antitumor agents. The analytical HPLC method was successfully applied to enantioseparation of the resulting ferrocene enantiomers (Chiralcel OD column). Antitumor activities of the preparing compounds against murine solid tumours such as Acatol adenocarcinoma and Ca755 carcinoma have been studied in vivo. Some of the tested compounds have been strong effective against Acatol adenocarcinoma. The value of the tumour growth inhibition coefficient was about 90% versus control in this strain.

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Ferrocenes and Porphyrins as Acidithiobacillus ferrooxidans Growth Activators under Ultrasound Irradiation

Rogatkina,

Mazina,

Rodionov

et al. 2023

ChemistrySelect

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Acidithiobacillus ferrooxidans are beneficial bacteria for bioleaching in the mining industry to extract useful fractions from tons of waste. These bacteria are able to oxidize ferrous iron (Fe2+) to ferric iron (Fe3+) and use the released energy to assimilate carbon from carbon dioxide or carbonates, and can be used in the desulfurization of coal and gas. In this regard, activators of the growth of these bacteria may be useful. During the experiments on these bacterial strains, an unexpected effect of growth activation was revealed. This gives rise to further research in this direction and the identification of patterns of “structure‐activity” derivatives of ferrocene and porphyrins in relation to A. ferrooxidans.

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The nature of ferrocenylalkylating agent in the acid-catalyzed reactions with ferrocenyl(phenyl)methanol

Cited by 6 publications

References 52 publications

Hydrogen Bond Patterning and Biological Activity of Ferrocene Conjugates with Homo- and Heterochiral Ala–Pro Dipeptides

Hydrogen Bond Patterning and Biological Activity of Ferrocene Conjugates with Homo- and Heterochiral Ala–Pro Dipeptides

Ferrocene‐modified imidazoles: One‐pot oxalyl chloride‐assisted synthesis, HPLC enantiomeric resolution, and in vivo antitumor effects

Ferrocenes and Porphyrins as Acidithiobacillus ferrooxidans Growth Activators under Ultrasound Irradiation

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