Chamazulene
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Chamazulene is an
aromatic In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to satur ...
chemical compound with the molecular formula C14H16 found in a variety of plants including in chamomile (''
Matricaria chamomilla ''Matricaria chamomilla'' (synonym: ''Matricaria recutita''), commonly known as chamomile (also spelled camomile), German chamomile, Hungarian chamomile (kamilla), wild chamomile, blue chamomile, or scented mayweed, is an annual plant of the co ...
''), wormwood (''
Artemisia absinthium ''Artemisia absinthium'' (wormwood, grand wormwood, absinthe, absinthium, absinthe wormwood, mugwort, wermout, wermud, wormit, wormod) is a species of ''Artemisia'', native to temperate regions of Eurasia and North Africa, and widely naturalized ...
''), and yarrow (''
Achillea millefolium ''Achillea millefolium'', commonly known as yarrow () or common yarrow, is a flowering plant in the family Asteraceae. Other common names include old man's pepper, devil's nettle, sanguinary, milfoil, soldier's woundwort, and thousand seal. The ...
''). It is a blue-violet
derivative In mathematics, the derivative of a function of a real variable measures the sensitivity to change of the function value (output value) with respect to a change in its argument (input value). Derivatives are a fundamental tool of calculus. F ...
of
azulene Azulene is an organic compound and an isomer of naphthalene. Naphthalene is colourless, whereas azulene is dark blue. Two terpenoids, vetivazulene (4,8-dimethyl-2-isopropylazulene) and guaiazulene (1,4-dimethyl-7-isopropylazulene), that feature ...
which is
biosynthesized Biosynthesis is a multi-step, enzyme-catalyzed process where substrates are converted into more complex products in living organisms. In biosynthesis, simple compounds are modified, converted into other compounds, or joined to form macromolecules. ...
from the
sesquiterpene Sesquiterpenes are a class of terpenes that consist of three isoprene units and often have the molecular formula C15H24. Like monoterpenes, sesquiterpenes may be cyclic or contain rings, including many unique combinations. Biochemical modificatio ...
matricin Matricin is a sesquiterpene. It can be extracted from flower of chamomille (''Matricaria chamomilla''). Matricin is colorless. Chamazulene, a blue-violet derivative of azulene, found in a variety of plants including in chamomile (''Matricaria cha ...
. : Chamazulene has anti-inflammatory properties ''
in vivo Studies that are ''in vivo'' (Latin for "within the living"; often not italicized in English) are those in which the effects of various biological entities are tested on whole, living organisms or cells, usually animals, including humans, and ...
'' and inhibits the
CYP1A2 Cytochrome P450 1A2 (abbreviated CYP1A2), a member of the cytochrome P450 mixed-function oxidase system, is involved in the metabolism of xenobiotics in the human body. In humans, the CYP1A2 enzyme is encoded by the ''CYP1A2'' gene. Function ...
enzyme.


References

Azulenes Hydrocarbons {{aromatic-stub