Curcumina longa active constituent

turmeric

1. Active constituent of Curcuma longa Linn ( Turmeric) Used as Antitumor Present by – Pranjal Tidke M.Pharm 1 st year ( pharmaceutical chemistry)

2. Curcuma longa Linn (Turmeric) Synonyms Saffron Indian; Haldi ; Curcuma; Rhizoma curcumae . Biological Source Turmeric is the dried rhizome of Curcuma longa Linn. belonging to family Zingiberaceae . Geographical Source The plant is a native to southern Asia and is cultivated extensively in temperate regions. It is grown on a larger scale in India, China, East Indies and Pakistan.

3. Extraction method Solvent Extraction Method :

4. Chemical constituent: Turmeric Curcumin ( 75%) BDMCur ( 5%) DMCur ( 20%)

5. Curcumin Curcumin is unique in structure for possessing two isomer,enol form & B-diketone form. Chemically it is 1,7-bis(4-hydroxy-3-methoxyphenyl )-1,6-heptadiene-3,5-dione or diferuloylmethane ,that exhibits keto-enol tautomerism. It is a member of the diarylheptanoid This class is comprised of two aromatic rings linked by 1,6-heptadiene-3,5-dione moiety Curcumin exists in multiple tautomeric states in which the diketone is stable in the enol state while being easily deprotonated to the keto state .

6. Chemical structures of keto and enol forms of curcumin

7. GENERAL MECHANISM OF ACTION

8. MECHANISM OF ACTION

9. Structure Activity Relationship (SAR)

10. modification on the aromatic ring Curcumin has two phenyl rings & substitutions at 3 & 4 positions with methoxy & hydroxyl groups respectively. it undergoes extensive in vito & in vivo phase1 & phase II metabolism through oxidation,reduction,glucuronidation & sulfation. The glucoronidation and sulfation occur on the 4-OH groups present on both phenyl ring of curcumin,enhance the activity. Removal of 3-OCH3 groups from phenyl ring or exchange of 3-OCH3 & 4-OH group on phenyl ring of curcumin,the r e loss of antiproliferative activity. The etherification,esterification or sulphation of 4-OH group on aromatic rings without loss of oxygen functionality and no alteration of 3-OCH3 group can produce potent anticancer agents. However,removal of hydroxyl group results in loss of potency.

11. modification in the b-diketone chain (1,6-heptadiene-3,5-dione) Introduction of pyrazole ring in to the B-ketone chain enhances the anti-proliferative activity.the compound possesses more antiangiogenic & androgen receptor antagonistic activity than curcumin. 19 Modification of B-diketone moiety into isoxazole ring in the chain of curcumin enhances anti tumor activity. 20 Replacement of both the oxygen atoms with nitrogen atom gave active promising results. Reduction of chain length to 5carbons removal of one of the carbonyl group results in improved structural stablity in vitro and improved pharmacokinetic profile in vivo.

12. Medicinal Activity Antitumor activity Antioxidant activity Antidiabetic activity Hepatoprotective activity Antialzhiemer activity Anti-HIV activity Antivenom activity Anti-inflammatory activity Antibacterial activity Digestive Agent

13. USES

14. SYNTHESIS

15. PRODUCT

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