Calixtyrosol: a Novel Calixarene Based Potent Radical Scavenger

Document Type : Research article


1 Health Technology Incubator Center, Urmia University of Medical Science

2 Department of Chemistry, Faculty of Science, Urmia University


The oxidative stress causes many diseases in human, therefore antioxidants have a special
position in the medicinal chemistry. Tyrosol is an important antioxidant with a plenty of
biological properties. There are many strategies such as clustering single drug units in order
to develop new drugs. The cluster effect can increase drug effects relative to single drug unit.
Calixtyrosol is the novel cluster of tyrosol that shows a more effective antioxidant activity than
single tyrosol. In fact, tyrosol can be considered as 1/4 of the cluster.
Four hydroxyethyl moieties have been grafted at the upper rim of the calix[4]arene in allsyn
orientation, giving novel agent in the field of antioxidant agents. Free radical scavenging
tests were determined by the 2, 2-diphenyl-1-picrylhydrazyl radical in methanol for four
antioxidants: calixtyrosol, tyrosol, hydroxytyrosol and 3, 5-di-tert-buty l-4-hydroxytoluene to
compare their antioxidant activity.
Free radical scavenging test showed that calixtyrosol has enhanced antioxidant activity in
comparison to the corresponding single tyrosol unit (> 5 fold), it has even more active than the
other test antioxidants (2 fold). Presumably, it is attributed to tethering and arraying of four
impacted tyrosol units, which make a synergistic effect in interactions with radicals for creating
effective radical scavenging activity.
This method is in debt of synergistic effect, tethering and arraying of single units in the
cluster structure.


Main Subjects