Design, synthesis and biological evaluation of novel beta-substituted indol-3-yl ethylamido melatoninergic analogues

K Iakovou; A Varvaresou; A P Kourounakis; K Stead; D Sugden; A Tsotinis

doi:10.1211/0022357021771869

Design, synthesis and biological evaluation of novel beta-substituted indol-3-yl ethylamido melatoninergic analogues

J Pharm Pharmacol. 2002 Jan;54(1):147-56. doi: 10.1211/0022357021771869.

Authors

K Iakovou¹, A Varvaresou, A P Kourounakis, K Stead, D Sugden, A Tsotinis

Affiliation

¹ School of Pharmacy, Department of Pharmaceutical Chemistry, University of Athens, Panepistimiopolis-Zografou, Greece.

PMID: 11829126
DOI: 10.1211/0022357021771869

Abstract

A series of new melatonin analogues have been synthesized. Interestingly, two of the new compounds, 11c and 11e, which did not show any appreciable affinity for the melatonin receptor, were found to be potent inhibitors of lipid peroxidation in rat liver microsomes. Analogue 11c, in particular, is a better antioxidant than melatonin.

MeSH terms

Animals
Antioxidants / chemical synthesis*
Antioxidants / chemistry
Antioxidants / pharmacology
Female
Indoles / chemical synthesis*
Indoles / chemistry
Indoles / pharmacology
Lipid Peroxidation / drug effects*
Melatonin / analogs & derivatives*
Microsomes, Liver / drug effects
Microsomes, Liver / metabolism
Rats
Rats, Inbred F344
Receptors, Cell Surface / drug effects
Receptors, Cytoplasmic and Nuclear / drug effects
Receptors, Melatonin
Structure-Activity Relationship

Substances

Antioxidants
Indoles
Receptors, Cell Surface
Receptors, Cytoplasmic and Nuclear
Receptors, Melatonin
Melatonin