gingerol from ginger extract
TRANSCRIPT
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• INTRODUCTION
• LITERATURE REVIEW
• OBJECTIVE OF CURRENT WORK
• METHODS OF EXTRACTION
• RESULTS AND DISCUSSION
• CONCLUSION
• REFERENCES
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• Ginger (Zingiber officinale) has copious medicinal properties
• Characteristic odour and flavour of ginger from Zingerone,
Shogaols and Gingerols.
• Composition of ginger :
Component Weight Percent
Starch 45.09 %
Sesquiterpene Hydrocarbons 15 %
Proteins 14.6 %
Crude Fiber 10.3 %
Ash 6.5 %
Fatty Acids 4.5 %
Oleoresin 4 %
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• 6-Gingerol inhibits cell adhesion, invasion, motility and activities of
MMP-2 and MMP-9 in MDA-MB-231 human breast cancer cell lines
• Possesses antioxidant and anti-inflammatory properties, to suppress
cytokine formation and to promote angiogenesis
• Reported to be an active inhibitor of M. avium and M.tuberculosis in
vitro
• 6-gingerol is shown to have analgesic, antipyretic, and cardiotonic
properties
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• 6-Gingerol is a heat sensitive compound and gets reversibly de-hydrated to 6-Shogaol.
• Steam Distillation cannot be used as a means of separation.
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•Yoshio Yonei, Hajime Ohinata, Ryuichi Yoshida, Yukio Shimizu and Chiaki
Yokoyama supercritically extracted 6-gingerol using a semi-batch type apparatus,
found the pressure of 4.5 MPa and temperature of 303 K as optimum.
•S. Balachandran, S.E. Kentish, R. Mawson, and M. Ashokkumar found that in
the presence of ultrasound during the extraction of pungent compounds from a
ginger with supercritical CO2 both the extraction rate and the yield increased.
•Gingerols were stable in ethanolic solution over a 5-month period when stored at
4 °C. Shogaols are not native constituents of fresh ginger was reported by Hans
Wohlmuth, David. N. Leach, Mike. K. Smith and Stephen P. Myers.
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• Investigate of the potential of solvent extraction and determination of the
most efficient solvent for the extraction of 6- gingerol
• Effect of temperature on extraction
• Optimum solvent to ginger sample ratio
• For a semi-batch process, the effect of flow rate on extraction
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• A paste was made of a weighted of peeled ginger sample with the
help of a mortar.
• The paste was then transferred to the batch reactor, 100ml volume
of solvent is poured into the reactor.
• The reactor is placed in the constant temperature bath setup and
contents are stirred for a period of 1 hour.
• The solids are then allowed to settle and the liquid phase is
centrifuged and analyzed by HPLC.
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• Ginger shredded to a length of 3mm and thickness of 2mm
• Glass column of height 51cm, diameter 2cm and with a maximum
volume of 100ml
• Column bottom outlet was plugged with cotton and glass beads up to a
height of 5 cm
• Shredded ginger constituted the column bed, bed height of 20 cm
• Solvent poured from top inlet from an aspirator, flow rate controlled by
pinch cock
• Keeping the bed height fixed, three different flow rates studied, samples
collected at regular time intervals
• Samples analyzed by HPLC
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•The liquid phase extract after centrifugation is analyzed by HPLC ( Perkin Elmer Series 200 UV/Vis Detector) by injecting 30µL of extract
The operating conditions were:
•Column: C-18 & UV visual detector type
•Stationary Phase: Carbon 18
•Mobile Phase: Acetonitrile : Water (9:1)
•Flow Rate: 1.0 ml/min
•Detector(wave length): 282 nm
•Column Temp: 28°C
•Run Time: 9 minutes
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• Standard dried ginger extract powder procurred from Salem, Tamil
Nadu
• 5gm of standard centrifuged with 10ml of the respective solvent
• Centrifuged for a period of 30 minutes at a r.p.m of 2000.
• The liquid phase was analyzed by HPLC
• For calibration curve above procedure was repeated for 4,3,2,1 gm of
standard powder with a resulting r2 = 0.984
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← Solvent Peak
Step 1: Solvent peak identified by HPLC
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Solvent peak →← Pure 6-gingerol peak with area Apure
Step 2: 6-gingerol peak identified using the pure sample procured
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Solvent Peak → ←6-gingerol peak in extract
with area Aextract
Step 3: area of 6-gingerol peak used to quantify amount of 6-gingerol extracted
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Percentage extraction = A extract X 100 A pure
A pure quantifies the amount of 6-gingerol originally present in the raw ginger sample.
A extract quantifies the amount of 6-gingerol that has been extracted by the process.
Step 4: Percentage extraction is calculated
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Solvent Selection: Organic Solvents
Maximum extraction by Ethanol 19.48% followed by Iso Propanol with 14.08%.
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Solvent Selection: Edible Oils
Maximum extraction by Sunflower oil 58.73 % followed by Ricebran oil with 51.13%
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Effect of temperature on extraction by Sunflower OilConstant Parameters: Ginger weight =20 gm, Solvent volume = 100 ml, r.p.m = 700
Maximum extraction of 68.74% was obtained at 10°C
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Effect of variation of Solvent (Sunflower Oil) to Sample ratio (ml/gm)Constant Parameter: Temperature = 10 ºC, r.p.m = 700
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Height of ginger bed = 20 cm, Solvent : Sunflower oil, Flow rate = 2 ml/min
Maximum extraction value of 59.62 % after 105 minutes, bed begins to get exhausted after 105 minutes
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Height of ginger bed = 20 cm, Solvent : Sunflower oil, Flow rate = 5 ml/min
Maximum percentage extraction 37.70%, lower than for 2 ml/min but arrives earlier, after 90 minutes
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Height of ginger bed = 20 cm, Solvent : Sunflower oil, Flow rate = 10 ml/min
Maximum percentage extraction of 30.81% after 60 minutes, bed begins to get exhausted faster
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• Sunflower Oil showed best extraction characteristics among the
various edible oils and organic solvents studied.
• Temperature of 10°C gave good extraction results, as temperature is
raised the extraction of 6-gingerol drops due to thermal degradation of
the compound to its dehydrate form 6-shogaol.
• On varying the solvent to ginger sample ratio extraction curve shows
an optimum ratio of near to 2.0 (ml/gm).
• Solvent flow rate of 2 ml/min gave higher extraction but at the
expense of longer duration.
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P. N. Ravindran, K. Nirmal Babu. (2004). “Ginger: the genus Zingiber”, CRC Press, 88. Harvey A. Schwertner, Deborah C. Rios. (2007). “High-performance liquid chromatographic analysis of 6-gingerol, 8-gingerol, 10-gingerol and 6-shogaol in ginger-containing dietary supplements, spices, teas, and beverages.” Journal of Chromatography B, (856), 41–47. Yoshio Yonei and Hajime Ohinata. (1995). “Extraction of Ginger Flavor with Liquid or Supercritical Carbon Dioxide.” The Journal of Supercritical Fluids, 8, 156-161. R. D. Hiserodt, S. G. Franzblau, and R. T. Rosen. (1998). “Isolation of 6-, 8-, and 10-Gingerol from Ginger Rhizome by HPLC and Preliminary Evaluation of Inhibition of Mycobacterium avium and Mycobacterium tuberculosis.” Journal of Agricultural and Food Chemistry, 46, 2504-2508.
F. Kjuchi, M. Shibuya, U. Sankawa. (1992). “Inhibition of Prostaglandin and Leukotriene Biosynthesis by Gingerols and Diarylheptanoids,” Chemical & Pharmaceutical Bulletin, (Tokyo), 40 387.
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Hyun Sook Leea, Eun Young Seob, Nam E Kangc, Woo Kyung Kimb. (2008) “6-gingerol inhibits metastasis of MDA-MB-231 human breast cancer cells.” Journal of Nutritional Biochemistry, 19, 313–319. D.J. Harvey. (1981) “Gas chromatographic and mass spectrometric studies of ginger constituents: Identification of gingerdiones and new hexahydrocurcumin analogues,” Journal of Chromatography, 212, 75.
C.C. Chen, C.T. Ho. (1986) “Chromatographic analyses of isomeric shogaol compounds derived from isolated gingerol compounds of ginger (zingiber officinale roscoe),” Journal of Chromatography, 360, 175. X. He, M.W. Bernart, L. Lian, L. Lin. (1998). “High-performance liquid chromatography–electrospray mass spectrometric analysis of pungent constituents of ginger,” Journal of Chromatography, 796, 327. N. Shogi, A. Iwasa, T. Takemoto, Y. Ishida, Y. Ohizumi. (1982) “Cardiotonic principles of ginger (Zingiber officinale Roscoe),” Journal of Pharmaceutical Sciences. 711, 174.
F. Borrelli, R. Capasso, G.Aviello, M.H. Pittler, A.A. Izzo. (2005), “Effectiveness and safety of ginger in the treatment of pregnancy-induced nausea and vomiting,” Obstetrics & Gynecology, 105 849.
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