research piperidone curcumin derivatives.pptx

PPT

1. Piperidone, thiopyranone and pyranone -Curcumin D erivatives Structural Optimization Mohd Fadhlizil Fasihi Mohd Aluwi BSc Chem. | MSc Org Chem. | PhD Med. Chem Faculty of Industrial Sciences and Technology Centre of Bioaromatic Research ( Bioaromatic Centre) Universiti Malaysia Pahang

2. 2 Curcumin from Curcuma Longa ( Tumeric ) is found to be non-toxic. In general population, it is consumed daily as a dietary spice at levels up to 100 mg/day . 4 In clinical trials, it has been administered at up to 8g a day without showing untoward side effects. 5 U.S. Food and Drug Administration has approved curcumin as a “ generally regarded as safe ” compound. 6 Curcumin has been used since the time of Ayurveda (1900 BC). As component of food and for medicinal purposes ( skin, pulmonary, and gastrointestinal systems, aches, pains, wounds, sprains, and liver disorders) . Modern science has shown that curcumin modulates various signaling molecules including anti-inflammatory, anti-oxidant, pro-apoptotic, chemopreventive , chemotherapeutic, anti-proliferative, and anti-malarial. 6 (4) Huang et al., 1992 .Carcinogenesis (13), 2183–2186 (5) Nagabhushan and S. V. Bhide,.J Am Coll Nutr (11), 192–198. (6) Cohen, 2002 . Biol Med ,227, 864–868. (7) Anand , 2007 .,Mol Pharm.,4(6):807-18. One major problem with curcumin is its poor bioavailability . 7 poor absorption, rapid metabolism and rapid systemic elimination . INTRODUCTION

3. 3 The uniqueness of curcumin structure presents researchers with an opportunity for further structure-activity relationship and lead optimization studies. Numerous structural modifications on curcumin derivatives have carried out including replacing the heptadiendione bridge chain with different linkers and/or variation of aromatic rings and their substituents. Possibility of structural modification and optimization INTRODUCTION

4. M ONO- and DIKETONE LINKER

5. PIPERIDONE, THIOPYRANONE & PYRANONE LINKER

6. PIPERIDONE CURCUMIN DERIVATIVES

7. Potent antiproliferation Leukemia T-lymphocytes PIPERIDONE CURCUMIN DERIVATIVES

8. PIPERIDONE CURCUMIN DERIVATIVES

9. PIPERIDONE CURCUMIN DERIVATIVES

10. Potent antiproliferation A431 (squamous skin) HCT116 (colon) MCF7 (breast) PIPERIDONE CURCUMIN DERIVATIVES

11. PIPERIDONE CURCUMIN DERIVATIVES

12. PIPERIDONE CURCUMIN DERIVATIVES

13. Potent against A431 (squamous skin) HCT116 (colon) MCF7 (breast) PIPERIDONE CURCUMIN DERIVATIVES

14. PIPERIDONE CURCUMIN DERIVATIVES

15. PIPERIDONE CURCUMIN DERIVATIVES

16. Potent antiproliferation HCT116 (colon) MCF7 (breast) PIPERIDONE CURCUMIN DERIVATIVES

17. PIPERIDONE CURCUMIN DERIVATIVES

18. PIPERIDONE CURCUMIN DERIVATIVES

19. Potent against leukemia PIPERIDONE CURCUMIN DERIVATIVES

20. PIPERIDONE CURCUMIN DERIVATIVES

21. PIPERIDONE CURCUMIN DERIVATIVES

22. Potent against liver cancer cell lines HepG2 SMMC-7721 QGY-7703 PIPERIDONE CURCUMIN DERIVATIVES

23. PIPERIDONE CURCUMIN DERIVATIVES

24. PIPERIDONE CURCUMIN DERIVATIVES

25. Potent against human tumor cell lines Pancreatic colon breast PIPERIDONE CURCUMIN DERIVATIVES

26. PIPERIDONE CURCUMIN DERIVATIVES

27. PIPERIDONE CURCUMIN DERIVATIVES

28. Potent against human tumor cell lines colon breast PIPERIDONE CURCUMIN DERIVATIVES

29. 29 PIPERIDONE CURCUMIN DERIVATIVES

30. 30 PIPERIDONE CURCUMIN DERIVATIVES

31. 31 PIPERIDONE CURCUMIN DERIVATIVES

32. 32 PIPERIDONE CURCUMIN DERIVATIVES

33. 33 PIPERIDONE CURCUMIN DERIVATIVES

34. 34 THIOPYRANONE CURCUMIN DERIVATIVES Potent against acute Promyelocytic leukemic cells

35. 35 THIOPYRANONE & PYRANONE CURCUMIN DERIVATIVES Potent anti-inflammatory agents

36. 36 PYRANONE CURCUMIN DERIVATIVES Potent against gastric cancer cell lines

37. 37 SUMMARY Potent as anti-inflammatory Anti-cancer Other biological activities

38. TERIMA KASIH