TY  - JOUR
AU  - Radulović, Niko S.
AU  - Mladenović, Marko Z.
AU  - Blagojević, Polina D.
AU  - Stojanovic-Radic, Zorica Z.
AU  - Ilić-Tomić, Tatjana
AU  - Šenerović, Lidija
AU  - Nikodinović-Runić, Jasmina
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1485
AB  - To determine the exact structure of previously tentatively identified minor essential-oil constituents of a Chamomile species (Antemis segetalis Ten. (Asteraceae)), we have synthesized a small combinatorial library of 54 regioisomeric allylmethoxyphenyl pentanoates and 2-pentenoates (49 completely new compounds). GC-MS in combination with 1D- and 2D-NMR analyses of the library compounds provided unambiguous data that led to a straightforward identification of the mentioned A. segetalis constituents as eugenyl angelate, 2-methylbutanoate and 3-methylbutanoate (0.21, 0.22, and 0.13 mg/100 g of fresh plant material, respectively). To assess the safety and potential beneficial pharmacological uses of these naturally occurring esters and several other library compounds (these were tested to provide relevant data for a SAR (structure-activity relationship) analysis), we have studied the effect of these compounds in several models of toxicity (acute toxicity against Artemia sauna, cytotoxicity against two cell lines (fibroblast and melanoma)), as well as their acetylcholinesterase inhibitory and antibacterial activities. Anthemis segetalis constituents showed low to moderate activity in all tests. The obtained results suggest that the intake of these compounds in naturally available amounts, on their own, would probably not represent a risk to human health but the possible adverse interactions with the plant matrix should not be neglected.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Food and Chemical Toxicology
T1  - Toxic essential oils. Part III: Identification and biological activity of new allylmethoxyphenyl esters from a Chamomile species (Anthemis segetalis Ten.)
VL  - 62
SP  - 554
EP  - 565
DO  - 10.1016/j.fct.2013.09.017
ER  - 

@article{
author = "Radulović, Niko S. and Mladenović, Marko Z. and Blagojević, Polina D. and Stojanovic-Radic, Zorica Z. and Ilić-Tomić, Tatjana and Šenerović, Lidija and Nikodinović-Runić, Jasmina",
year = "2013",
abstract = "To determine the exact structure of previously tentatively identified minor essential-oil constituents of a Chamomile species (Antemis segetalis Ten. (Asteraceae)), we have synthesized a small combinatorial library of 54 regioisomeric allylmethoxyphenyl pentanoates and 2-pentenoates (49 completely new compounds). GC-MS in combination with 1D- and 2D-NMR analyses of the library compounds provided unambiguous data that led to a straightforward identification of the mentioned A. segetalis constituents as eugenyl angelate, 2-methylbutanoate and 3-methylbutanoate (0.21, 0.22, and 0.13 mg/100 g of fresh plant material, respectively). To assess the safety and potential beneficial pharmacological uses of these naturally occurring esters and several other library compounds (these were tested to provide relevant data for a SAR (structure-activity relationship) analysis), we have studied the effect of these compounds in several models of toxicity (acute toxicity against Artemia sauna, cytotoxicity against two cell lines (fibroblast and melanoma)), as well as their acetylcholinesterase inhibitory and antibacterial activities. Anthemis segetalis constituents showed low to moderate activity in all tests. The obtained results suggest that the intake of these compounds in naturally available amounts, on their own, would probably not represent a risk to human health but the possible adverse interactions with the plant matrix should not be neglected.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Food and Chemical Toxicology",
title = "Toxic essential oils. Part III: Identification and biological activity of new allylmethoxyphenyl esters from a Chamomile species (Anthemis segetalis Ten.)",
volume = "62",
pages = "554-565",
doi = "10.1016/j.fct.2013.09.017"
}

Radulović, N. S., Mladenović, M. Z., Blagojević, P. D., Stojanovic-Radic, Z. Z., Ilić-Tomić, T., Šenerović, L.,& Nikodinović-Runić, J.. (2013). Toxic essential oils. Part III: Identification and biological activity of new allylmethoxyphenyl esters from a Chamomile species (Anthemis segetalis Ten.). in Food and Chemical Toxicology
Pergamon-Elsevier Science Ltd, Oxford., 62, 554-565.
https://doi.org/10.1016/j.fct.2013.09.017

Radulović NS, Mladenović MZ, Blagojević PD, Stojanovic-Radic ZZ, Ilić-Tomić T, Šenerović L, Nikodinović-Runić J. Toxic essential oils. Part III: Identification and biological activity of new allylmethoxyphenyl esters from a Chamomile species (Anthemis segetalis Ten.). in Food and Chemical Toxicology. 2013;62:554-565.
doi:10.1016/j.fct.2013.09.017 .

Radulović, Niko S., Mladenović, Marko Z., Blagojević, Polina D., Stojanovic-Radic, Zorica Z., Ilić-Tomić, Tatjana, Šenerović, Lidija, Nikodinović-Runić, Jasmina, "Toxic essential oils. Part III: Identification and biological activity of new allylmethoxyphenyl esters from a Chamomile species (Anthemis segetalis Ten.)" in Food and Chemical Toxicology, 62 (2013):554-565,
https://doi.org/10.1016/j.fct.2013.09.017 . .