3.isolation and separation of terenoids
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Transcript of 3.isolation and separation of terenoids
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Isolation and separation of TerpenoidsPrepared byDr. N.GOPINATHANASSISTANT PROFESSORDEPARTMENT OF PHARMACEUTICAL CHEMISTRYFACULTY OF PHARMACYSRI RAMACHANDRA UNIVERSITYCHENNAI-116TAMILNADUINDIA
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• Essential oil contain a number of terpenoids belonging to mono and sesquiterpenoid group.
• Isolation of individual terpenoid can be achieved by chemical as well as physical method
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Chemical method
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• Certain chemical methods have been applied for the separation of terpenoids.
• In 1877, tilden discovered that whenever terpenoid hydrocarbon are treated with nitrosyl chloride in chloroform [ Tilden’s reagent].
• Crystalline adducts having sharp melting point are obtained
• The adducts were separated and decomposed into their corresponding hydrocarbons.
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Terpenoid- alcohol• It is separated by their reaction with
Phthalic anhydride to form diesters when the primary alcohol react readily, secondary alcohol less readily and tertiary do not react.
• The diesters are extracted with NaHCO3 and then decomposed by alkali to the parent terpenoid alcohol
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• Terpenoid aldehydes and ketones were seperated by reaction with common carbonyl reagent such asNaHCO3, 2,4 dinitro penyl hydrazine, phenyl hydrazine reagent.
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Physical method
• Fractional distillation method• The various terpenoids present in essential oil
are separated by fractional distillation method.
• The terpenoid hydrocarbon distill over first followed by oxygenated derivative.
• Distillation of the residue under reduced pressure yield sesquiterpenoids and these are separated by fractional distillation.
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• Fractional distillation is to be carried out under reduced pressure in the presence of an inert gas.
• These conditions are essential because many terpenes are sensitive to heat and atmospheric oxygen.
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Chromatography • In adsorption chromatography, the
essential oil is made to flow through a particular adsorbent
• Different types of terpenoid are adsorbed at different places on the adsorbent to form different chromatogram
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• Then various chromatograms are eluted by different solvent system to get different elute.
• Alumina and silica gel are used as adsorbent.
• Vapor phase partition , counter current and gas chromatography have been used.
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Thank you