Isoorientin (homoorientin) is a
flavone
Flavone is an organic compound with the formula . A white solid, flavone is a derivative of chromone with a phenyl (Ph) substituent adjacent to the ether group. The compound is of little direct practical importance, but substituted derivatives, ...
, a chemical flavonoid-like compound. It is the luteolin-6-''C''-glucoside.
Natural occurrence
Isoorientin can be isolated from the
passion flower
''Passiflora'', known also as the passion flowers or passion vines, is a genus of about 550 species of flowering plants, the type genus of the family Passifloraceae.
''Passiflora'' species are widely cultivated for their striking flowers, fla ...
, ''
Vitex negundo
''Vitex negundo'', commonly known as the Chinese chaste tree, five-leaved chaste tree, or horseshoe vitex, or nisinda is a large aromatic shrub with quadrangular, densely whitish, tomentose branchlets. It is widely used in folk medicine, pa ...
'', ''
Terminalia myriocarpa
''Terminalia myriocarpa'', the East Indian almond, is a tree species in the genus ''Terminalia'' found in Southeast Asia.
Ecology
The larvae of the moth '' Acrocercops terminaliae'' feed on ''T. myriocarpa''.
Chemistry
The phenolic compounds m ...
'', the
Açaí palm
The açaí palm (, , from Nheengatu ''asai''), '' Euterpe oleracea'', is a species of palm tree (Arecaceae) cultivated for its fruit (açaí berries, or simply açaí), hearts of palm (a vegetable), leaves, and trunk wood. Global demand for th ...
, and ''
Swertia japonica
''Swertia'' is a genus in the Gentianaceae, gentian family containing plants sometimes referred to as the felworts. Some species bear very showy purple and blue flowers. Many members of this genus have medicinal and cultural purposes.
Plants of ...
''.
Potential pharmacology
Isoorientin has been studied for its potential pharmacological activity.
Bioassay-directed fractionation
Fractionation is a separation process in which a certain quantity of a mixture (of gasses, solids, liquids, enzymes, or isotopes, or a suspension) is divided during a phase transition, into a number of smaller quantities (fractions) in which t ...
techniques led to isolation of isoorientin as the main
hypoglycaemic
Hypoglycemia (American English), also spelled hypoglycaemia or hypoglycæmia (British English), sometimes called low blood sugar, is a fall in blood sugar to levels below normal, typically below 70 mg/dL (3.9 mmol/L). Whipple's tria ...
component in ''
Gentiana olivieri
''Gentiana olivieri'' (Chinese: xie wan que qin jiao) is a species of flowering plant in the family ''Gentianaceae
Gentianaceae is a family of flowering plants of 105 genera and about 1600 species.
Etymology
The family takes its name from the ...
''. Studies also showed that isoorientin is a potential
neuroprotective
Neuroprotection refers to the relative preservation of neuronal structure and/or function. In the case of an ongoing insult (a neurodegenerative insult) the relative preservation of neuronal integrity implies a reduction in the rate of neuronal l ...
compound against
Alzheimer's disease
Alzheimer's disease (AD) is a neurodegenerative disease and the cause of 60–70% of cases of dementia. The most common early symptom is difficulty in remembering recent events. As the disease advances, symptoms can include problems wit ...
.
Metabolism
*
Isoorientin 3'-O-methyltransferase
In enzymology, an isoorientin 3'-O-methyltransferase () is an enzyme that catalyzes the chemical reaction
:S-adenosyl-L-methionine + isoorientin \rightleftharpoons S-adenosyl-L-homocysteine + isoscoparin
Thus, the two substrates of this enzyme a ...
See also
*
Orientin
Orientin is a flavone, a chemical flavonoid-like compound. It is the 8-C glucoside of luteolin.
Natural occurrences
Orientin is found in '' Adonis vernalis'', in ''Anadenanthera colubrina'' and ''Anadenanthera peregrina'', and in the ''Phyllos ...
, the 8-C
glucoside
A glucoside is a glycoside that is chemically derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes.
Th ...
of
luteolin
Luteolin is a flavone, a type of flavonoid, with a yellow crystalline appearance.
Luteolin is the main yellow dye from the '' Reseda luteola'' plant, used for dyeing since at least the first millennium B.C. Luteolin was first isolated in pure f ...
.
References
{{flavone
Flavone glucosides
C-glycoside natural phenols