Eugenolol: An eugenol-derived β-adrenoceptor blocker with partial β2-agonist and calcium mobilization inhibition associated vasorelaxant activities

Drug Development Research

Volumn 40, Issue 3, 1997, Pages 239-250

  Chen, Sheue Jiun ^a   Huang, Yeun Chih ^a   Wu, Bin Nan ^a   Chen, Ing Jun ^a  

^a KAOHSIUNG MEDICAL UNIVERSITY   (Taiwan)

Author keywords

Inotropic and chronotropic effects; Intrinsic sympathomimetic activity; Phenylephrine induced biphasic response; Radioligand binding study; Vasorelaxant effect

Indexed keywords

1,4 DIHYDRO 2,6 DIMETHYL 5 NITRO 4 [2 (TRIFLUOROMETHYL)PHENYL] 3 PYRIDINECARBOXYLIC ACID METHYL ESTER; 3 ISOPROPYLAMINO 1 (7 METHYL 4 INDANYLOXY) 2 BUTANOL; BETA ADRENERGIC RECEPTOR BLOCKING AGENT; DIHYDROALPRENOLOL; EUGENOLOL; ISOPRENALINE; LABETALOL; PHENYLEPHRINE; PROPRANOLOL; TETRYLAMMONIUM CHLORIDE; UNCLASSIFIED DRUG;

ANESTHESIA; ANIMAL MODEL; ANIMAL TISSUE; ANTIHYPERTENSIVE ACTIVITY; ARTICLE; BRADYCARDIA; CHRONOTROPISM; CONTROLLED STUDY; DOSE RESPONSE; DRUG RECEPTOR BINDING; GUINEA PIG; HEART LEFT ATRIUM; HEART RIGHT ATRIUM; IN VITRO STUDY; INTRAVENOUS DRUG ADMINISTRATION; NONHUMAN; RAT; SMOOTH MUSCLE RELAXATION; TACHYCARDIA; THORACIC AORTA; TRACHEA; VASODILATATION;

EID: 0030810425     PISSN: 02724391     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1098-2299(199703)40:3<239::AID-DDR4>3.0.CO;2-L     Document Type: Article

References (49)

1. Arunlakshana O, Schild HO (1959): Some quantitative uses of drug antagonists. Br J Pharmacol 14:48-57.
2. Baird JR, Linnell J (1972): The assessment of β-adrenoceptor blocking potency and cardioselectivity in vitro and vivo. J Pharm Pharmacol 24:880-885.
3. Bradford MM (1976): A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing tbe principle of protein-dye binding. Anal Biochem 72:248-254.
4. Chang PC, van Brummelen P, Vermeij P (1985): Acute vasodilator action of pindolol in humans. Hypertension 7:146-150.
5. Chen IJ, Liou SJ, Liou SS, Lin CN (1993): Xanthonolol: A calcium channel and beta-adrenoceptor blocker with vasodilating properties. Gen Pharmacol 24:1425-1433.
6. Chen IJ, Yeh JL, Lion SJ, Shen AY (1994): Guaiacoxypropanolamine derivatives of capsaicin: A new family of β-adrenoceptor blockers with intrinsic cardiotonic properties. J Med Chem 37:938-943.
7. Chen IJ, Yeh JL, Lo YC, Sheu SH, Lin YT (1996a): Capsinolol: The first β-adrenoceptor blocker with an associated calcitonin gene-related peptide releasing activity in the heart. Br J Pharmacol 119:7-14.
8. Chen SJ, Wang MH, Chen IJ (1996b): Antiplatelet and calcium inhibitory properties of eugenol and sodium eugenol acetate. Gen Pharmacol 27:629-633.
9. Chiou WF, Chou CC, Shum A YC, Chen CF (1992): The vasorelaxant effect of evodiamine in rat isolated mesenteric arteries: Mode of action. Eur J Pharmacol 215:277-283.
10. Constantine JW (1965): The spirally cut tracheal strip preparation. J Pharm Pharmacol 17:382-385.
11. Dasgupa NK (1968): On the mechanism of the pressor response due to propranolol. Br J Pharmacol 34:200p-201p.
12. Deth R, Casteels R (1977): A study of release Ca fractions in smooth muscle cells of the rabbit aorta. J Gen Physiol 69:401-416.
13. 2+ release during drug induced activation of the rabbit aorta. Pflugers Arch 348:13-22.
14. Dhalla NL, Lee SL (1976): Comparison of the actions of acebutolol, practolol and propranolol on calcium transport by heart microsomes and mitochondria. Br J Pharmacol 57:215-221.
15. Hampton JR (1994): Choosing the right β-blocker. A guide to selection. Drugs 48:549-568.
16. Hellenbrecht D, Lemmer B, Wiethold G, Grobecker H (1973). Measurements of hydrophobicity, surface activity, local anaesthesia, and myocardial conduction velocity as quantitative parameters of non-specific membrane affinity of nine β-adrenergic blocking agents. Naunyn Schmiedebergs Arch Pharmacol 277:211-226.
17. 2-adrenoceptor blockade and circulating adrenaline level for the pressor responses to β-adrenoceptor blocking drugs in rats. Naunyn Schmiedebergs Arch Pharmacol 325:314-319.
18. Karaki H, Weiss GB (1984): Calcium channels in smooth muscle. Gastroenterology 87:960-970.
19. Kaumann AJ, Blinks JR (1980): β-Adrenoceptor blocking agents as partial agonists in isolated heart muscle: Dissociation of stimulation and blockade. Naunyn Schmiedebergs Arch Pharmacol 311:237-248.
20. Kinsolving CR, Watkins BE, Borrelli AR, Kaiser FC, Wu ES (1989): Flavodilol: A new antihypertensive agent. J Cardiovasc Pharmacol 14:127-141.
21. 3H-(-)alprenolol binding sites, β-adrenergic receptors and adenylate cyclase. Biochem Biophys Res Commun 60:703-709.
22. 1-adrenoceptor antagonist. J Cardiovasc Pharmacol 28:149-157.
23. Lund-Johansen P (1992): The influence of vasodilating β-blockers on cardiac function and vascular resistance in essential hypertension. Clin Nephrol 38 (Suppl):S78-S86.
24. Markowitz K, Moynihan M, Liu M, Kim S (1992): Biologic properties of eugenol and zinc oxide-eugenol. A clinically oriented review. Oral Surg Oral Med Oral Pathol 73:729-737.
25. McAreavey D, Vermeulen R, Robertson JI (1991): Newer beta blockers and the treatment of hypertension. Cardiovasc Drugs Ther 5:577-588.
26. McTavish D, Campoli-Richards D, Sorkin EM (1993): Carvedilol: A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy. Drugs 45:232-258.
27. Meisheri KD, Taylor CJ, Saneii H (1986): Synthetic atrial peptide inhibits intracellular calcium release in smooth muscle. Am J Physiol 250:C171-C174.
28. Meisheri KD, Sage GP, Cipkus-Dubray LA (1990): Factors affecting rabbit mesenteric artery smooth muscle sensitivity to calcium antagonists. J Pharmacol Exp Ther 252:1167-1174.
29. Nagababu E, Lakshmaiah N (1992): Inhibitor effect of eugenol on non-enzymatic lipid peroxidation in rat liver mitochondria. Biochem Pharmacol 43:2393-2400.
30. Noack E, Greeff K (1971): Inhibition of calcium transport in mitochondria by β-receptor blocking substances and its reactivation by phospholipids. Experientia 27:810-811.
31. 2+ transport by sarcoplasmic reticulum vesicles. J Pharmacol Exp Ther 206:218-288.
32. O'Donnell SR, Wanstall JC (1976): The contribution of extraneuronal uptake to the trachea-blood vessel selectivity of β-adrenoceptor stimulants in vitro in guinea-pigs. Br J Pharmacol 57:369-373.
33. 3H]dihydroalprenolol binding from rat heart and lung by acebutolol, diacetolol and D-diacetolol. J Pharm Pharmacol 35:198-199.
34. Prichard BN (1991): Beta-blocking agents with vasodilating action. J Cardiovasc Pharmacol 19 (Suppl):S1-S4.
35. Regoli G (1970): Pressor action of beta blocking agent in rats. Can J Physiol Pharmacol 48:481-489.
36. 2+ level in the rat aorta. Br J Pharmacol 102:174-178.
37. Scales B, McIntosh DA (1968): Effects of propranolol and its optical isomers on the radiocalcium uptake and the adenosine triphosphatases of skeletal and cardiac sarcoplasmic reticulum fractions (SRF). J Pharmacol Exp Ther 160:261-267.
38. Scarborough NL, Carrier GO (1984): Nifedipine and alpha-adrenoceptors in rat aorta. I. Role of extracellular calcium in alpha-1 and alpha-2 adrenoceptor-mediated contraction. J Pharmacol Exp Ther 231:597-602.
39. Schwietert HR, Gouw MA, Wilhelm D, Wilffert B, van Zwieten PA (1991): The role of alpha 1-adrenoceptor subtypes in the phasic and tonic responses to phenylephrine in the longitudinal smooth muscle of the rat portal vein. Naunyn Schmiedebergs Arch Pharmacol 343(5):463-471.
40. Shanks RG (1991): Clinical pharmacology of vasodilatory β-blocking drugs. Am Heart J 121:1006-1011.
41. Sproat TT, Lopez LM (1991): Around the beta-blockers, on more time. DICP Ann Pharmacother 25:962-971.
42. Sticht FD, Smith RM (1971): Eugenol: Some pharmacologic observations. J Dent Res 50:1531-1535.
43. 3 adrenoceptor agonist. Br J Pharmacol 112:55-58.
44. Woody TL, Davis RD (1992): The effect of eugenol-containing and eugenol-free temporary cements on microleakage in resin bonded restorations. Operative Dent 17:175-180.
45. Wu BN, Hwang TL, Liao CF, Chen IJ (1994a): Vaninolol: A new selective β1-adrenoceptor antagonist derived from vanillin. Biochem Pharmacol 48:101-109.
46. Wu BN, Yang CR, Yang JM, Chen IJ (1994b): A new β-adrenoceptor blocking agent derived from dehydrozingerone. Gen Pharmacol 4:651-659.
47. Wu BN, Ho WC, Chiang LC, Chen IJ (1996): Zingeronolol: A newly developed β-adrenergic blocking agent derived from zingerone, a pungent principle of ginger. Asia Pac J Pharmacol 11:5-12.
48. Yamamoto J, Sekiya A (1969): On the pressor action of propranolol in the rat. Arch Int Pharmacodyn Ther 179:372-380.
49. Zanchetti A (1987): Vasodilatation in hypertension: The relevance of ISA. Concluding paper. Br J Clin Pharmacol 24:55S-57S.