New triazole and ureide derivatives of sabinol and their biological activity

Abstract

This article provides information on the chemical modification of the monoterpenoid sabinol isolated from essential
oil Juniperus sabina L., to obtain its amino derivative by the Overman rearrangement reaction. The full spectral characteristic
(1H and 13C NMR, two-dimensional 1H-1H COSY, HSQC, HMBC) of synthesized allyl amine was analyzed, which was used
as a starting compound for the preparation of triazoles and urea. A three-component reaction was used to synthesize triazoles
from available building blocks, such as the primary amine, ketone and the source of two nitrogen 4-nitrophenyl azide. Urea was
synthesized by reaction of amine and hexyl isocyanate. The reaction products were isolated with more than 50% yields and
their structure was proved with the help of modern physicochemical methods of analysis. The new obtained triazoles and ureid
were tested for various bioscreenings: cytotoxic, antitumor, anhydrase, tyrosinase, butyrylcholinesterase and dipeptyl peptidase
inhibitory activities.