B.PHARM. 5 th SEMESTER PHARMACOGNOSY ANDPHYTOCHEMISTRY-II BP504T. UNIT-III Isolation, Identification and Analysis of Phytoconstituents Resins : Podophyllotoxins , Curcumin
RESINS: Definition, classification, properties and test for identification
ISOLATION
METHODS OF EXTRACTION/ ISOLATION: 1. Method – A Powdered drug Extract the resin with alcohol Filter Conce n t r a t e Concentrate the extract with excess of water, shake Resins get precipitate
Method – B Powdered drug containing oleo-resin, percolate the powdered drug with non-polar solvent (e.g. acetone, chloroform) Extract Steam distillation Oleo-resin Volatile oils
PODOPHYLLOTOXIN
PODOPHYLLOTOXIN Synonym : Indian May apple, Wild lemon, Duck’s Foot, Hog Apple Biological source : It consists of the dried rhizome and root of Podophyllum hexandrum or Podophyllum emodi Family : Berberidaceae Geographical Source : Kashmir to Sikkim in India. Grow in Tibet & Afghanistan Podophyllum resin contains not less than 40% and not more than 50% of podophyllotoxin
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Extraction and Isolation of Podophyllotoxin 120 gm root powder extract with methanol ( 300ml ) ( soxhlet) for 6 hrs. Take Filtrate. Concentrate it. And add 200 ml water containing 2 ml HCl & cooled it. Allow mixture to stand 2 hrs. below 5°C filter under vaccum. Wash again. With acidified water. Dissolve residue in sufficient qty. of hot alcohol (90%). Filter & get filtrate , evaporate it. Weigh it. get podophyllotoxin
PODOPHYLLOTOXIN Properties: Appearance : White to off-white solid Odour : Characteristic Taste : Bitter Solubility : It is soluble in acetone, benzene; very soluble in ethanol, chloroform; slightly soluble in water; insoluble in ethyl ether.
Identification test Macerate 0.5g of the drug with 10 ml of alcohol & filter +0.5 ml Copper acetate brown ppts Alcoholic ext. + 5 ml 1N KOH stiff jelly is produce. Sample drug + 50% H 2 SO 4 → violet-blue color Analysis : HPLC: performed on Thermo Finnigan HPLC machine with pump system with 966-photodiode detector, at 283nm. Satisfactory result get with E . Merck RP-18 column with diod array detector & auto –injector Mobile Phase: methenol:water (60:40) (for 30 min) At flow rate 0.8 ml/min.
PODOPHYLLOTOXIN
PODOPHYLLOTOXIN
Adverse Effects
PODOPHYLLOTOXIN
Curcumin: Bright yellow
Curcumin Biological source: Curcumin or Curcuminoids are the diaryl hepnoid compounds obtained from the dried rhizomes of Turmeric, Curcuma longa . Family: Zingiberaceae . Curcumin is the major colouring principle present upto 5% in the rhizomes. It is a mixture of curcumin , monodesmethoxycurcumin and bisdesmethoxycurcumin
The Indian Solid Gold
Chemical Composition Insoluble in water & ether Soluble in ethanol, dimethyl sulfoxide & acetone Has a melting point of 183°C Mole c ular formul a C : 12 H 2 O 6 Molecular weight: 368.37g/mol Turmeric contains curcumin along with o ther constituents known as “ curcuminoids” Curcumin (Curcumin I) Demethoxycurcumin (Curcumin II) Bisdemethoxycurcumin (Curcumin III) Cyclocurcumin Commercial curcumin contains curcumin I (~ 77 %), curcumin II (~17%) & curcumin III (~3%) Curcumin has a brilliant yellow hue at pH 2.5 & takes a red hue at pH>7
Curcumin
Curcumin
Curcumin
Curcumin Properties: Appearance : Orange yellow crystalline powder Odour : Characteristic Taste : Slightly pungent bitter Solubility : Insoluble in water and ether, but soluble in alcohol Identification by chemical test: Sample is treated with acetic anhydride and conc. H 2 SO 4 , it gives violet color. When this test is observed under UV light, red fluorescence is seen Powered drug + sulphuric acid gives Crimson colour The aqueous solution of turmeric + boric acid gives reddish brown colour which on addition of alkali changes to greenish blue
Curcumin
HPLC
MEDICINAL PROPERTIES OF CURCUMIN
Curcumin Storage condition: It should be store in well closed and air-tight containers protected from light and in cool place.