Daturaolone is a
pentacyclic oleanane triterpenoid, also known as 3-oxo-6-''β''-hydroxy-''β''-amyrin, found in ''
Datura
''Datura'' is a genus of nine species of highly poisonous, vespertine-flowering plants belonging to the nightshade family Solanaceae. They are commonly known as thornapples or jimsonweeds, but are also known as devil's trumpets (not to be conf ...
'' species such as ''
Datura stramonium
''Datura stramonium'', known by the common names thorn apple, jimsonweed (jimson weed), devil's snare, or devil's trumpet, is a poisonous flowering plant of the nightshade family Solanaceae. It is a species belonging to the ''Datura'' genus a ...
''
and ''
Datura innoxia
''Datura innoxia'' (often spelled ''inoxia''), known as pricklyburr, recurved thorn-apple, downy thorn-apple, Indian-apple, lovache, moonflower, nacazcul, toloatzin, toloaxihuitl, tolguache or toloache, is a species of flowering plant in the fami ...
''.
History
It was isolated for the first time from ''
Solanum arundo.''
Structure
Daturaolone contains five rings with a ketone group and a hydroxyl group, which may be essential for its bioactivities. The structure was deduced through
mass spectroscopy
Mass spectrometry (MS) is an analytical technique that is used to measure the mass-to-charge ratio of ions. The results are presented as a ''mass spectrum'', a plot of intensity as a function of the mass-to-charge ratio. Mass spectrometry is use ...
and
1H NMR spectroscopy.
Functions
Daturaolone isolated from
''Datura metel'' Linnaeus has been found to have
anti-fungal and
anti-bacterial activities. When tested against bacterial strains such as ''
Klebsiella pneumoniae
''Klebsiella pneumoniae'' is a Gram-negative, non-motile, encapsulated, lactose-fermenting, facultative anaerobic, rod-shaped bacterium. It appears as a mucoid lactose fermenter on MacConkey agar.
Although found in the normal flora of the mouth ...
'' and ''
S. aureus,'' daturaolone was shown to inhibit bacterial growth.
See also
*
Scopine
Scopine is a tropane alkaloid found in a variety of plants including '' Mandragora'' root, '' Senecio mikanioides'' (''Delairea odorata''), ''Scopolia carniolica'', and '' Scopolia lurida''.
Scopine can be prepared by the hydrolysis of scopolami ...
*
Daturadiol
*
Withametelin
References
Triterpenes
{{organic-compound-stub