Pharmacological evaluation of the β-adrenoceptor agonist properties of N-benzyl substituted trimetoquinol analogues

Gamal Shams, Marc W. Harrold, Barbara Grazyl, Duane Miller, Dennis R. Feller

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The β1- and β2-adrenoceptor agonist properties of trimetoquinol (TMQ, I) and N-benzyl ring substituted TMQ analogues (II, 4′-methylbenzylTMQ; III, 4′-chloro-benzylTMQ; IV, 4′-methoxybenzylTMQ; V, 4′-nitrobenzylTMQ; VI, 3′,4′-dichlorobenzylTMQ; and VII, 4′-aminobenzylTMQ) were studied in guinea pig atria and trachea. All compounds gave concentration-dependent responses in atria and trachea, and the rank order of β-adrenoceptor agonist potency was I > VII > II > V > IV > VI > III and I > VII > IV = VI > V > III > II, respectively. Whereas the N-benzyl substitution reduced potency for β-agonist activity, the β21-selectivity ratio was enhanced by addition of groups to the N-benzyl ring, and the rank order of β2-selectivity was VI (10-fold) > III (8-fold) = IV (8-fold) > VII (3-fold) > V = I > II. The results show that varying the nature of substituents on the N-benzyl ring of TMQ produces compounds which retain greater β2-selectivity.

Original languageEnglish (US)
Pages (from-to)251-256
Number of pages6
JournalEuropean Journal of Pharmacology
Volume184
Issue number2-3
DOIs
StatePublished - Aug 10 1990
Externally publishedYes

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Tretoquinol
Trachea
Adrenergic Receptors
Pharmacology
Guinea Pigs

All Science Journal Classification (ASJC) codes

  • Cellular and Molecular Neuroscience
  • Pharmacology

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Pharmacological evaluation of the β-adrenoceptor agonist properties of N-benzyl substituted trimetoquinol analogues. / Shams, Gamal; Harrold, Marc W.; Grazyl, Barbara; Miller, Duane; Feller, Dennis R.

In: European Journal of Pharmacology, Vol. 184, No. 2-3, 10.08.1990, p. 251-256.

Research output: Contribution to journalArticle

Shams, Gamal ; Harrold, Marc W. ; Grazyl, Barbara ; Miller, Duane ; Feller, Dennis R. / Pharmacological evaluation of the β-adrenoceptor agonist properties of N-benzyl substituted trimetoquinol analogues. In: European Journal of Pharmacology. 1990 ; Vol. 184, No. 2-3. pp. 251-256.
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