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the production of thymoquinone from thymol and carvacrol

the production of thymoquinone from thymol and carvacrol

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Monoterpenes are widely used in pharmaceutical, cosmetic <strong>and</strong> food industries<br />

as active components. Some reactions <strong>of</strong> considerable commercial importance are<br />

epoxidation <strong>of</strong> alfa pinene to alfa pinene oxide, which is an intermediate used in <strong>the</strong><br />

syn<strong>the</strong>sis <strong>of</strong> several s<strong>and</strong>alwood fragrances; epoxidation <strong>of</strong> limonene to limonene oxide,<br />

used to treat rhinitis; oxidation <strong>of</strong> <strong>carvacrol</strong> or <strong>thymol</strong> to <strong>thymoquinone</strong>, which has<br />

antitumor <strong>and</strong> hepatoprotective effects (Skrobot et al. 2003).<br />

5.2. Chemical Composition <strong>of</strong> Essential Oils<br />

Different molecules in <strong>the</strong> same essential oil can exert different effects. This is<br />

because <strong>the</strong> chemical structure <strong>of</strong> an essential oil determines its function. For example,<br />

<strong>the</strong> phenols generally create antibacterial activity. Carvacrols have anti-inflammatory<br />

activity <strong>and</strong> Limonines are antiviral (Monteiro et al. 2004).<br />

The chemical composition <strong>of</strong> essential oils depends on climatic, seasonal, <strong>and</strong><br />

geographic conditions, harvest period, <strong>and</strong> distillation technique (Baydar et al. 2003). In<br />

literature, <strong>the</strong> chemical composition <strong>of</strong> <strong>the</strong> some essential oils was studied by gas<br />

chromotography (GC).<br />

The aerial parts <strong>of</strong> wild oregano (Origanum minutiflorum) (endemic in Turkey),<br />

oregano (Origanum onites), black thyme (Thymbra spicata) <strong>and</strong> wild savory (Satureja<br />

cuneifolia) were collected wild during <strong>the</strong> flowering stage <strong>from</strong> <strong>the</strong> south western part<br />

<strong>of</strong> Turkey. The major constituent <strong>of</strong> <strong>the</strong> oils determined by GC was <strong>carvacrol</strong> (85.9% in<br />

O. onites, 84.5% in O. minutiflorum, 75.5% in T. spicata <strong>and</strong> 53.3% in S. cuneifolia)<br />

(Baydar et al. 2003). The essential oil components identified are given in Table 5.1.<br />

Eight major constituents were determined representing 97.4% in wild oregano, 97.1% in<br />

oregano, 99.0% in black thyme <strong>and</strong> 93.1% in wild savory (Baydar et al. 2003).<br />

The chemical composition Thymus revolutus, an endemic plant <strong>of</strong> Turkey, were<br />

analyzed by GC. Twenty-two components were identified, <strong>and</strong> <strong>carvacrol</strong> was found as a<br />

predominant compound in <strong>the</strong> oil. Twenty-two components were identified in <strong>the</strong> oil,<br />

representing 98.15% <strong>of</strong> <strong>the</strong> total oil. The major components were <strong>carvacrol</strong> (43.13%),<br />

alfa-terpinene (20.85%), p-cymene (13.94%), caryophyllene (5.40%) <strong>and</strong> <strong>thymol</strong><br />

(4.52%) (Karaman et al. 2001).Several earlier studies on ano<strong>the</strong>r Turkish Thymus<br />

showed that <strong>the</strong> main components <strong>of</strong> <strong>the</strong> oils were <strong>carvacrol</strong> <strong>and</strong> <strong>thymol</strong> in Thymus<br />

(Tumen et al. 1994).<br />

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