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Pharmaceuticals 2017, 10(2), 47; doi:10.3390/ph10020047

Synthesis and Pharmacological Properties of Novel Esters Based on Monoterpenoids and Glycine

Department of Pharmaceutical Chemistry, I.I. Mechnikov Odessa National University, Odessa 65026, Ukraine
Department of Organic and Pharmaceutical Technology, Odessa National Polytechnic University, Odessa 65044, Ukraine
Author to whom correspondence should be addressed.
Academic Editor: Jean Jacques Vanden Eynde
Received: 29 April 2017 / Revised: 15 May 2017 / Accepted: 16 May 2017 / Published: 18 May 2017
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Esters based on mono- and bicyclic terpenoids with glycine have been synthesized via Steglich esterification and characterized by 1H-NMR, IR, and mass spectral studies. Their analgesic and anti-inflammatory activities were investigated after transdermal delivery on models of formalin, capsaicin, and AITC-induced pain, respectively. Glycine esters of menthol and borneol exhibited higher antinociceptive action, whereas eugenol derivative significantly suppressed the development of the inflammatory process. The mechanism of competitive binding between terpenoid esters and TRPA1/TRPV1 agonists was proposed explaining significant analgesic effect of synthesized derivatives. For an explanation of high anti-inflammatory activity, competitive inhibition between terpenoid esters and AITC for binding sites of the TRPA1 ion channel has been suggested. View Full-Text
Keywords: TRP channels; terpene esters; glycine; analgesic effect; anti-inflammatory action TRP channels; terpene esters; glycine; analgesic effect; anti-inflammatory action

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Nesterkina, M.; Kravchenko, I. Synthesis and Pharmacological Properties of Novel Esters Based on Monoterpenoids and Glycine. Pharmaceuticals 2017, 10, 47.

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