Extraction, isolation and structure elucidation of lignans(podophyllotoxin)

Extraction, isolation and structure elucidation of- Lignans(Podophyllotoxin)
Introduction
Extraction and Isolation
Identification test
Sructure elucidation of Podophyllotoxin
Adverse Effects

1. Extraction, isolation and structure elucidation of- Lignans : Podophyllotoxin Prepared By: MOHAMMAD KHALID (Assistant Professor ) Krishna Pharmacy College, Bijnor (UP)

2. contents Introduction Extraction and Isolation Identification test Sructure elucidation of Podophyllotoxin Adverse Effects 17 May 2020 Krishna Pharmacy College, Bijnor 2

3. Podophyllum ( indian Podophyllum ) 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 17 May 2020 Krishna Pharmacy College, Bijnor 3

4. Continue….   It is used on the skin as a topical treatment of external genital warts, caused by some types of the human papillomavirus (HPV), and other warts. PPT and its derivatives display a wide selection in medical applications such as purgative, vesicant, antirheumatic , antiviral, and antitumor agents. These derivatives include etoposide , teniposide , and etopophos . Their anticancer activity has been heavily under study and used in various chemotherapies, including lung cancer, lymphomas, and genital tumors. The structure of podophyllotoxin was first elucidated in the 1930s. Podophyllotoxin bears a four consecutive chiral centers, labelled C-1 through C-4. The molecule also contains four almost planar fused rings. Four ends of podophyllotoxin have oxygen atoms at the functional groups dioxoles , methoxys , lactone, and secondary alcohol. 17 May 2020 Krishna Pharmacy College, Bijnor 4

5. 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 17 May 2020 Krishna Pharmacy College, Bijnor 5

6. 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. 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. 17 May 2020 Krishna Pharmacy College, Bijnor 6

7. Sructure elucidation of Podophyllotoxin Molecular formula : C 22 H 22 O 8 Molecular structure : Molecular weight : 414.405 g/ mol Melting point : 183.3 to 184 °C 17 May 2020 Krishna Pharmacy College, Bijnor 7

8. Continue…. The structure of podophyllotoxin was first elucidated in the 1930s. Podophyllotoxin bears a four consecutive chiral centers, labelled C-1 through C-4. The molecule include no. of oxygen containing functional group an alcohol, Lactone, 3-Methoxy group & an acetal . Ring A is not essential to Anti mitotic activity, possibly from ring E no longer being placed on the axial position. 17 May 2020 Krishna Pharmacy College, Bijnor 8

9. Adverse Effects The most common side effects near the application site are skin reactions, including Burning Redness Pain Itching swelling. Application can be immediately followed by burning or itching . Small sores, itching and peeling skin can also follow.  Neither podophyllin resin nor podophyllotoxin lotions or gels are used during pregnancy because these medications can be harmful to the fetus. 17 May 2020 Krishna Pharmacy College, Bijnor 9

10. references https:// www.slideshare.net/aksharpreetpharmacy/isolation-by-pooja?from_action=save http:// www.cloud-clone.com/items/K829.html https:// en.wikipedia.org/wiki/Podophyllotoxin https:// slideplayer.com/slide/12699046/ 17 May 2020 Krishna Pharmacy College, Bijnor 10

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