Photodegradation of methoxy substituted curcuminoids
Photodegradation of dimethoxy curcuminoids in acetonitrile solution was found to depend on the position of the methoxy group bonded to the phenyl ring. The rate of decomposition was expressed as the lifetime of the decomposing substrate, being the shortest in the case of the 3,5-diOCH3 and the longe...
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Slovenian Chemical Society
2015-03-01
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Online Access: | https://journals.matheo.si/index.php/ACSi/article/view/1140 |
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doaj-695c8abff01547ca96a0093e23fe4e8c2020-11-25T00:10:09ZengSlovenian Chemical SocietyActa Chimica Slovenica1318-02071580-31552015-03-0162234635310.17344/acsi.2014.1140237Photodegradation of methoxy substituted curcuminoidsBoris SketPetra GalerPhotodegradation of dimethoxy curcuminoids in acetonitrile solution was found to depend on the position of the methoxy group bonded to the phenyl ring. The rate of decomposition was expressed as the lifetime of the decomposing substrate, being the shortest in the case of the 3,5-diOCH3 and the longest for the 2,5-diOCH3 derivative. For the 3,5-diOCH3 curcuminoid, the major degradation products were 3,5-dimethoxy benzaldehyde, 3,5-dimethoxybenzoic acid and the Z and E isomers of dimethoxy cinnamic acid, together forming about 90% of the reaction mixture. Minor products found were 4,5-bis(3,5-dimethoxyphenyl)hex-2-endionic acid, and products with the molecular formula C23H24O6 and C23H22O6 attributed to the reaction of intramolecular 2+2 cycloaddition of the dimethoxy curcuminoid and the dioxygenated bicyclopentadione derivative (C23H24O8) derived from autoxidative transformation of the dimethoxy curcuminoid.https://journals.matheo.si/index.php/ACSi/article/view/1140Dimethoxy curcuminoidsphotodegradation |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Boris Sket Petra Galer |
spellingShingle |
Boris Sket Petra Galer Photodegradation of methoxy substituted curcuminoids Acta Chimica Slovenica Dimethoxy curcuminoids photodegradation |
author_facet |
Boris Sket Petra Galer |
author_sort |
Boris Sket |
title |
Photodegradation of methoxy substituted curcuminoids |
title_short |
Photodegradation of methoxy substituted curcuminoids |
title_full |
Photodegradation of methoxy substituted curcuminoids |
title_fullStr |
Photodegradation of methoxy substituted curcuminoids |
title_full_unstemmed |
Photodegradation of methoxy substituted curcuminoids |
title_sort |
photodegradation of methoxy substituted curcuminoids |
publisher |
Slovenian Chemical Society |
series |
Acta Chimica Slovenica |
issn |
1318-0207 1580-3155 |
publishDate |
2015-03-01 |
description |
Photodegradation of dimethoxy curcuminoids in acetonitrile solution was found to depend on the position of the methoxy group bonded to the phenyl ring. The rate of decomposition was expressed as the lifetime of the decomposing substrate, being the shortest in the case of the 3,5-diOCH3 and the longest for the 2,5-diOCH3 derivative. For the 3,5-diOCH3 curcuminoid, the major degradation products were 3,5-dimethoxy benzaldehyde, 3,5-dimethoxybenzoic acid and the Z and E isomers of dimethoxy cinnamic acid, together forming about 90% of the reaction mixture. Minor products found were 4,5-bis(3,5-dimethoxyphenyl)hex-2-endionic acid, and products with the molecular formula C23H24O6 and C23H22O6 attributed to the reaction of intramolecular 2+2 cycloaddition of the dimethoxy curcuminoid and the dioxygenated bicyclopentadione derivative (C23H24O8) derived from autoxidative transformation of the dimethoxy curcuminoid. |
topic |
Dimethoxy curcuminoids photodegradation |
url |
https://journals.matheo.si/index.php/ACSi/article/view/1140 |
work_keys_str_mv |
AT borissket photodegradationofmethoxysubstitutedcurcuminoids AT petragaler photodegradationofmethoxysubstitutedcurcuminoids |
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1725409084491956224 |