Synthesis and biological activity of adamantane derivatives. IV. Viral inhibiting activity of some adamantylamines

Danilenko, G. I.; Votyakov, V. I.; Andreeva, O. T.; Бореко, Е. И.; Denisova, L. V.; Shashikhina, M. N.; Timofeeva, Maria N.; Dikolenko, E. I.; Utochka, T. N.

doi:10.1007/bf00758497

Cited by 3 publications

(3 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…We observed that the 1:1 mix of CB[7]/ADA had no antiviral efficacy over the entire range (Figure B). Interestingly, ADA has an antiviral efficacy of its own; , this seems to be based on blocking a key viral protein in influenza viruses . However, when mixed at an equimolar ratio with CB[7], the antiviral efficacy of both compounds is neutralized due to the encapsulation of the ADA by CB[7], and therefore, it is unavailable to bind to and inhibit the virus.…”

Section: Resultsmentioning

confidence: 99%

Broad-Spectrum Extracellular Antiviral Properties of Cucurbit[n]urils

et al. 2022

View full text Add to dashboard Cite

Viruses are microscopic pathogens capable of causing disease and are responsible for a range of human mortalities and morbidities worldwide. They can be rendered harmless or destroyed with a range of antiviral chemical compounds. Cucurbit[ n ]urils (CB[ n ]s) are a family of macrocycle chemical compounds existing as a range of homologues; due to their structure, they can bind to biological materials, acting as supramolecular “hosts” to “guests”, such as amino acids. Due to the increasing need for a nontoxic antiviral compound, we investigated whether cucurbit[ n ]urils could act in an antiviral manner. We have found that certain cucurbit[ n ]uril homologues do indeed have an antiviral effect against a range of viruses, including herpes simplex virus 2 (HSV-2), respiratory syncytial virus (RSV) and SARS-CoV-2. In particular, we demonstrate that CB[7] is the active homologue of CB[ n ], having an antiviral effect against enveloped and nonenveloped species. High levels of efficacy were observed with 5 min contact times across different viruses. We also demonstrate that CB[7] acts with an extracellular virucidal mode of action via host–guest supramolecular interactions between viral surface proteins and the CB[ n ] cavity, rather than via cell internalization or a virustatic mechanism. This finding demonstrates that CB[7] acts as a supramolecular virucidal antiviral (a mechanism distinct from other current extracellular antivirals), demonstrating the potential of supramolecular interactions for future antiviral disinfectants.

show abstract

Section: Resultsmentioning

confidence: 99%

Broad-Spectrum Extracellular Antiviral Properties of Cucurbit[n]urils

et al. 2022

View full text Add to dashboard Cite

show abstract

“…We observed that the 1:1 mix of CB [7]:ADA had no antiviral efficacy over the entire range (Figure 3B). Interestingly, ADA has antiviral efficacy of its own [46,47]; however when mixed at equimolar ratio to CB [7] the antiviral efficacy of both compounds is neutralised. We performed a similar experiment with ferrocene, another strong binder with the CB [7] cavity (>10 6 M -1 ) [48,49] and one that lacks any antiviral properties.…”

Section: Mode Of Actionmentioning

confidence: 99%

Broad-spectrum extracellular antiviral properties of Cucurbit[n]urils

Jones

Super

Batt

et al. 2022

Preprint

View full text Add to dashboard Cite

Viruses are microscopic pathogens capable of causing disease and are responsible for a range of human mortality and morbidity worldwide. They can be rendered harmless or destroyed with a range of antiviral chemical compounds. Cucurbit[n]urils (CB[n]s) are a macrocycle chemical compound existing as a range of homologues; due to their structure they can bind to biological materials, acting as supramolecular host to guests, such as amino acids. Due to the increasing need for a non-toxic antiviral compound, we investigated whether cucurbit[n]urils could act in an antiviral manner. We have found that certain cucurbit[n]uril homologues do indeed have an antiviral effect against a range of viruses, including RSV and SARS-CoV-2. In particular, we demonstrate that CB[7] is the active homologue of CB[n] mixtures, having an antiviral effect against enveloped and non-enveloped species. High levels of efficacy were observed with five-minute contact times across different viruses. We also demonstrate that CB[7] acts with an extracellular virucidal mode of action via host-guest supramolecular interactions between viral surface proteins and the CB[n] cavity, rather than via cell internalisation or a virustatic mechanism. This finding demonstrates that CB[7] acts as a supramolecular virucidal antiviral (a mechanism distinct from other current extracellular antivirals) demonstrating the potential of supramolecular interactions for future antiviral disinfectants.

show abstract

“…Much interest was shown by Russian health authorities in amantadine for prophylaxis and the population of whole towns were used in clinical trials. Currently, much of the work on analogues of amantadine is taking place in Russia with Danilenko and his colleagues in Kiev publishing a series of papers on synthesis and biological activity [118][119][120][121], and groups at the Influenza research centres in Moscow, Leningrad and Riga reporting on synthesis, biological studies and clinical studies [122][123][124]. These groups have a great interest in a-methyl-I-adamantanemethylamine hydrochloride (XI, rimantadine) and its analogues.…”

Section: "Cimentioning

confidence: 99%

Antiviral agents

Swallow¹

1978

Progress in Drug Research / Fortschritte Der Arzneimittelforschung / Progrès Des Recherches Pharmaceutiques

View full text Add to dashboard Cite

Synthesis and biological activity of adamantane derivatives. IV. Viral inhibiting activity of some adamantylamines

Cited by 3 publications

References 1 publication

Broad-Spectrum Extracellular Antiviral Properties of Cucurbit[n]urils

Broad-Spectrum Extracellular Antiviral Properties of Cucurbit[n]urils

Broad-spectrum extracellular antiviral properties of Cucurbit[n]urils

Antiviral agents

Contact Info

Product

Resources

About