Literature DB >> 2033593

Anesthetic steroid mobility in model membrane preparations as examined by high-resolution 1H and 2H NMR spectroscopy.

A Makriyannis1, C M DiMeglio, S W Fesik.   

Abstract

A series of structurally related pregnane analogues which exhibit a wide range of anesthetic potencies were incorporated into unilamellar egg lecithin vesicles and their relative mobilities examined with 1H and 2H high-resolution NMR spectroscopy. The data from this study reveal a trend suggesting a relationship between the motional properties of a steroid and its anesthetic potency. The data are congruent with the idea that anesthetic activity is associated with perturbation of the membrane bilayer by the steroid molecule; the degree to which the membrane is perturbed is apparently dependent upon the specific structural and stereochemical features of the steroid. This study supports the hypothesis that lipid bilayers are capable of a high degree of structural discrimination.

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Year:  1991        PMID: 2033593     DOI: 10.1021/jm00109a024

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  7 in total

1.  Neurosteroid analogues. 15. A comparative study of the anesthetic and GABAergic actions of alphaxalone, Δ16-alphaxalone and their corresponding 17-carbonitrile analogues.

Authors:  Achintya K Bandyopadhyaya; Brad D Manion; Ann Benz; Amanda Taylor; Nigam P Rath; Alex S Evers; Charles F Zorumski; Steven Mennerick; Douglas F Covey
Journal:  Bioorg Med Chem Lett       Date:  2010-09-15       Impact factor: 2.823

2.  In vitro and in vivo activity of 16,17-dehydro-epipregnanolones: 17,20-bond torsional energy analysis and D-ring conformation.

Authors:  M B Bolger; S Wieland; J E Hawkinson; H Xia; R Upasani; N C Lan
Journal:  Pharm Res       Date:  1996-10       Impact factor: 4.200

3.  Interaction of fusidic acid with lipid membranes: Implications to the mechanism of antibiotic activity.

Authors:  Emma Falck; Jari T Hautala; Mikko Karttunen; Paavo K J Kinnunen; Michael Patra; Heikki Saaren-Seppälä; Ilpo Vattulainen; Susanne K Wiedmer; Juha M Holopainen
Journal:  Biophys J       Date:  2006-06-16       Impact factor: 4.033

4.  Are hERG channel blockers also phospholipidosis inducers?

Authors:  Hongmao Sun; Menghang Xia; Sampada A Shahane; Ajit Jadhav; Christopher P Austin; Ruili Huang
Journal:  Bioorg Med Chem Lett       Date:  2013-06-20       Impact factor: 2.823

5.  Neurosteroid analogues. 16. A new explanation for the lack of anesthetic effects of δ(16)-alphaxalone and identification of a δ(17(20)) analogue with potent anesthetic activity.

Authors:  Eva Stastna; Kathiresan Krishnan; Brad D Manion; Amanda Taylor; Nigam P Rath; Zi-Wei Chen; Alex S Evers; Charles F Zorumski; Steven Mennerick; Douglas F Covey
Journal:  J Med Chem       Date:  2011-05-06       Impact factor: 7.446

Review 6.  ent-Steroids: novel tools for studies of signaling pathways.

Authors:  Douglas F Covey
Journal:  Steroids       Date:  2008-12-03       Impact factor: 2.668

Review 7.  Neurosteroids, stress and depression: potential therapeutic opportunities.

Authors:  Charles F Zorumski; Steven M Paul; Yukitoshi Izumi; Douglas F Covey; Steven Mennerick
Journal:  Neurosci Biobehav Rev       Date:  2012-10-17       Impact factor: 8.989

  7 in total

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