Intramolecular hydrogen bonding in articaine can be related to superior bone tissue penetration: A molecular dynamics study

Skjevik, Åge A.; Haug, Bengt Erik; Lygre, Henning; Teigen, Knut

doi:10.1016/j.bpc.2010.12.002

Cited by 41 publications

(29 citation statements)

References 66 publications

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“…Skjevik et al (4) suggested that after the hydrogen bond forms within articaine, the molecule folds over on itself. Kuhn et al (5) showed that the contribution of the intramolecular hydrogen bonds leads to increased lipophilicity.…”

Section: Discussionmentioning

confidence: 99%

See 1 more Smart Citation

Buffered 4% Articaine as a Primary Buccal Infiltration of the Mandibular First Molar: A Prospective, Randomized, Double-blind Study

Shurtz¹,

Nusstein

Reader

et al. 2015

Journal of Endodontics

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Section: Discussionmentioning

confidence: 99%

“…Research has shown that it is the molecular formula and shape of the articaine molecule that improves the efficacy of articaine for a mandibular buccal infiltration versus other local anesthetics and not the concentration of the drug (4)(5)(6).…”

mentioning

confidence: 99%

Buffered 4% Articaine as a Primary Buccal Infiltration of the Mandibular First Molar: A Prospective, Randomized, Double-blind Study

Shurtz¹,

Nusstein

Reader

et al. 2015

Journal of Endodontics

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“…By applying computer simulations, Skjevik et al (2011) found that one of the reasons for articaine's higher ability to traverse bone and tissue in comparison with other local anaesthetics may be the formation of intramolecular hydrogen bonds [277]. These bonds may increase the lipophilicity of articaine, improving its efficacy [277]. This finding can be important for the design of new local anaesthetics [277].…”

Section: Therapeutic Propertiesmentioning

confidence: 95%

“…Therapeutic properties can be related to the ability of the drugs to overcome the initial hydrophobic barrier and to penetrate into the membrane. By applying computer simulations, Skjevik et al (2011) found that one of the reasons for articaine's higher ability to traverse bone and tissue in comparison with other local anaesthetics may be the formation of intramolecular hydrogen bonds [277]. These bonds may increase the lipophilicity of articaine, improving its efficacy [277].…”

Section: Therapeutic Propertiesmentioning

confidence: 98%

Shedding light on the puzzle of drug-membrane interactions: Experimental techniques and molecular dynamics simulations

Lopes

Jakobtorweihen

Nunes

et al. 2017

Progress in Lipid Research

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“…A molecule of articaine includes an aromatic thiophene ring and also an aromatic methoxycarbonyl substituent in contrast to other amide-type local anesthetics. The aromatic parts of the molecule increase the lipophilicity of articaine in comparison to other amino amide local anesthetics, and ensure penetration of articaine to bone and other tissues 2 . The high lipophilicity of articaine is responsible for its better performance than lidocaine during local anesthesia of mandibular and maxillary posterior teeth by buccal infiltration 3 .…”

Section: Introductionmentioning

confidence: 99%

The impact of cardiovascular drugs on the efficacy of local anesthesia in dentistry

Milosavljević¹,

Janković²

2016

BIOMED PAP

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Background and Aim. Drugs used chronically by patients with diseases of the cardiovascular system (group C of the ATC classification) may act on adrenergic receptors and/or certain ion channels, which gives them the potential to interact with the action of local dental anesthetics. The aim of the study was to investigate the effect of systemically administered chronic cardiovascular medication (oral route) on the efficacy of intraoral local anesthesia in patients with diseases of the cardiovascular system. Patients and Methods. This was a prospective cohort study which analyzed the efficacy of local terminal anesthesia (onset of anesthesia, duration anesthetized area) in the upper jaw of 70 patients: 40 patients on medication for cardiovascular system disorders and 30 patients who were not using these drugs (the control group). The following cardiovascular drugs were used: beta blockers, angiotensin converting enzyme inhibitors, calcium channel blockers, vasodilatators, diuretics, angiotensin receptor blockers, antiarrhythmics, statins and alfa blockers. Results. The onset of anesthesia on the vestibular side was faster in those taking cardiovascular drugs (40.50±19.87 s) than the control patients (58.93±31.07 s; P = 0.004) and duration of anesthesia on this side was shorter. Although the difference was not significant, it was evident that on vestibular and palatal side the anesthetized area was more rapidly reduced in the patients taking cardiovascular drugs. The duration of cardiovascular therapy also had a significant impact on the anesthetized area. Conclusion. Drugs acting on cardiovascular system may influence the effect of local anesthetics used in dentistry, possibly through interaction with autonomic receptors and ion channels.

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Intramolecular hydrogen bonding in articaine can be related to superior bone tissue penetration: A molecular dynamics study

Cited by 41 publications

References 66 publications

Buffered 4% Articaine as a Primary Buccal Infiltration of the Mandibular First Molar: A Prospective, Randomized, Double-blind Study

Buffered 4% Articaine as a Primary Buccal Infiltration of the Mandibular First Molar: A Prospective, Randomized, Double-blind Study

Shedding light on the puzzle of drug-membrane interactions: Experimental techniques and molecular dynamics simulations

The impact of cardiovascular drugs on the efficacy of local anesthesia in dentistry

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