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Author: Subject: Curcumin Extraction Solvents
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[*] posted on 8-4-2013 at 02:09
Curcumin Extraction Solvents


I want to extract the curcuminoids from Tumeric.

I have found two methods:
One from this forum uses 50:50 ethyl / methyl alcohol and heptane.

Another method uses ethylene dichloride and isopropyl alcohol:
http://nhsjs.com/2012/characterization-of-the-purity-of-curc...

Neither of these methods suit me as I don't have ethylene dichloride or heptane.

I do have methyl alcohol, isopropyl alcohol, methylene chloride.

Q: Can I use any of these solvents with any others readily available to perform this extraction?

Ideally, I also want a method that does not involve heating.

If someone cares to answer this, could they also explain how/why they came up with the solvent selections, as I'm interested to know this also.
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Mailinmypocket
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[*] posted on 8-4-2013 at 05:00


Dichloromethane (methylene chloride) works exceptionally well when refluxed with tumeric. I am actually halfway through this extraction as we speak (what left is just stripping the solvent from the extract, when time permits). If you can reflux it will speed up the extraction however I don't think there would be a problem with letting it extract in a closed vessel for say, a few days. Dichloromethane is nice because it has a very low bp which makes it quick and easy to distill/evaporate off from your extract.

[Edited on 8-4-2013 by Mailinmypocket]
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Finnnicus
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[*] posted on 8-4-2013 at 05:04


Sorry to look like an idiot, but what is curcumin for? I checked the wiki, but alas.



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Mailinmypocket
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[*] posted on 8-4-2013 at 05:42


Quote: Originally posted by Finnnicus  
Sorry to look like an idiot, but what is curcumin for? I checked the wiki, but alas.


It is a phenol with pharmacological properties(read up on that), it is also used as a dye as well as an indicator for borate determination.

Wikipedia: http://en.wikipedia.org/wiki/Rosocyanine

There is plenty of information about its properties and uses online
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[*] posted on 8-4-2013 at 05:54


Seems handy. Pharmacological being illicit? ;)



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[*] posted on 8-4-2013 at 06:06


Ok, always learning, check my bio. Thanks guys.

Not a particularly useful pharmalogical chemical, right? But very interesting, more research is needed.




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[*] posted on 8-4-2013 at 06:11


Quote: Originally posted by Finnnicus  
Seems handy. Pharmacological being illicit? ;)


No, pharmacological in the sense that it has potential for disease curing properties (anti tumor I believe). I myself haven't researched it much in that regard, I just need it for borate determination.
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[*] posted on 8-4-2013 at 10:33


I requested a paper on this topic exactly in the References section, for those interested.

I have previously extracted curcumin from tumeric using DCM, which worked well, for use in boron analysis of soil samples (it forms red-coloured rosocyanine complexes boron compounds).




"Success is going from failure to failure without loss of enthusiasm." Winston Churchill
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Mailinmypocket
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[*] posted on 8-4-2013 at 10:58


Quote: Originally posted by Hexavalent  
I requested a paper on this topic exactly in the References section, for those interested.

I have previously extracted curcumin from tumeric using DCM, which worked well, for use in boron analysis of soil samples (it forms red-coloured rosocyanine complexes boron compounds).


I especially love how the DCM extract will instantly stain everything, even glass, and require solvent rinsing. Right when I was expecting a somewhat simple clean up. I followed the same instructions in the paper you requested, all that is left to do is triturate with hexane tonight. Nice process :)
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[*] posted on 8-4-2013 at 17:43


n-Heptane, presumably of synthetic origins is now preferred to n-Hexane or petroleum ether boiling range 60-80 C because there is some evidence (discussed on this board I believe) that n-hexane is acutely toxic and there has been a tendency to substitute cyclohexane or n-heptane. Cyclohexane and old fashion petroleum ether will work just as well as will almost any non-polar solvent of similar boiling point, DCM has a rather lower boiling point but I am sure works too as does chloroform and 1,1,1-trichlorethane.
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[*] posted on 8-4-2013 at 19:26


Quote: Originally posted by Mailinmypocket  
I am actually halfway through this extraction as we speak (what left is just stripping the solvent from the extract, when time permits).
[Edited on 8-4-2013 by Mailinmypocket]


So, are you using only the one solvent (DCM) for the whole process?

Could you please describe the whole process you're using, with a level of detail that includes ratios, filtering, etc.
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[*] posted on 9-4-2013 at 03:12


Quote: Originally posted by SPB  
Quote: Originally posted by Mailinmypocket  
I am actually halfway through this extraction as we speak (what left is just stripping the solvent from the extract, when time permits).
[Edited on 8-4-2013 by Mailinmypocket]


So, are you using only the one solvent (DCM) for the whole process?

Could you please describe the whole process you're using, with a level of detail that includes ratios, filtering, etc.


Yes, DCM for extraction. Here is the extraction process copied from the paper in references:

Extraction Procedure
Twenty grams of ground turmeric in 50 mL of dichloro- methane was magnetically stirred and heated at reflux for 1 h. The mixture was suction-filtered and the filtrate was concen- trated in a hot-water bath maintained at 50 °C. The reddish- yellow oily residue was triturated with 20 mL of hexane and the resulting solid (0.57 g) was collected by suction filtration.
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[*] posted on 9-4-2013 at 05:22


Quote: Originally posted by Mailinmypocket  

Extraction Procedure
Twenty grams of ground turmeric in 50 mL of dichloro- methane was magnetically stirred and heated at reflux for 1 h. The mixture was suction-filtered and the filtrate was concen- trated in a hot-water bath maintained at 50 °C. The reddish- yellow oily residue was triturated with 20 mL of hexane and the resulting solid (0.57 g) was collected by suction filtration.


Thanks.

So, can I substitute the hexane with IPA?
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[*] posted on 9-4-2013 at 06:47


Quote: Originally posted by SPB  
Quote: Originally posted by Mailinmypocket  

Extraction Procedure
Twenty grams of ground turmeric in 50 mL of dichloro- methane was magnetically stirred and heated at reflux for 1 h. The mixture was suction-filtered and the filtrate was concen- trated in a hot-water bath maintained at 50 °C. The reddish- yellow oily residue was triturated with 20 mL of hexane and the resulting solid (0.57 g) was collected by suction filtration.


Thanks.

So, can I substitute the hexane with IPA?


For the trituration stage you mean?
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Boffis
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[*] posted on 9-4-2013 at 09:04


No, the trituration stage is removing fats and oil and leaving most of the curcumin behind. If you use IPA you are more likely remove the curcumin but probably not without some of the fat.
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[*] posted on 9-4-2013 at 12:33


Nicely colored extract in DCM before stripping the solvent out

image.jpg - 74kB
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[*] posted on 20-11-2020 at 08:04


@Mailinmypocket, did you ever get any further with your prep of curcumin? Did you recrystallise it andif so in what solvent?
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[*] posted on 21-11-2020 at 08:41


Ummm. Tumeric has multiple uses. Used for liver ailments.

Combined with fresh Neem leaf, as a topical Scabicide

Basis in Curry compositions. Yummm!

Some folks, use it to "pack" a painful tooth. This works, but I prefer Cayenne. Like fire for a short time, and then zippo! Pain is gone!

I just bought 5 lbs. online. Twenty bucks! I assume it to be, a lifetime supply.
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[*] posted on 21-11-2020 at 10:19


Has anyone tried aqueous alkali as a solvent?
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[*] posted on 22-11-2020 at 05:06


Just don't waste your time with it.

Anyway, alkali are unlikely to work. Curcumin has a half-life measured in minutes in aqueous alkali (0.1 M sodium carbonate, pH 10). Source: https://pubs.acs.org/doi/abs/10.1021/acs.jmedchem.6b00975

[Edited on 2020-11-22 by Metacelsus]




As below, so above.
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[*] posted on 22-11-2020 at 06:33


https://www.worldofmolecules.com/antioxidants/turmeric.htm

Let's just say, medical usefulness; unconfirmed.

It isn't "nothing". It is something we don't fully understand.

As a toothache remedy, it has structures in common with other remedies.

Eugenol (AKA Clove Oil), Vanillin, Cayenne, Curcumin.
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[*] posted on 22-11-2020 at 06:41


Quote: Originally posted by zed  


It isn't "nothing".

Yes it is.

"No double-blinded, placebo controlled clinical trial of curcumin has been successful."
From the abstract of paper Metacelsus cited.

I'd quite like to see the full paper: mainly to find out what the products of the decomposition are, but partly to see if thI can remove curry stains with washing soda.


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[*] posted on 22-11-2020 at 07:08


Stuff it in a painful dental cavity. Then repeat your ridiculous statement.

Also mentioned as a mood elevator. Might be.

Note: Curcumin shares some structures in common with Oleuropein. Is that "nothing"?

Perhaps, all Curcumin inquiries should cease forever, because you personally have concluded they will be "fruitless"?

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5392257/



[Edited on 22-11-2020 by zed]
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[*] posted on 22-11-2020 at 09:31


Quote: Originally posted by zed  
Stuff it in a painful dental cavity. Then repeat your ridiculous statement.

[Edited on 22-11-2020 by zed]

What did you use as the control experiment?

"Curcumin shares some structures in common with Oleuropein. Is that "nothing"?"

It shares some structures in common with morphine.
Do you think it should be a controlled drug?
Or do you realise that it takes rather more than a handful of atoms to define biological function?

"Perhaps, all Curcumin inquiries should cease forever,"
No, but they should be done properly- a controlled experiment with a placebo as the reference.
Because, by doing things properly, you get answers fit to be posted on a science page.


Also, is there any actual basis for the idea that Oleuropein is any good for you?
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[*] posted on 22-11-2020 at 19:30


The suggestion of the original poster was...... Just don't waste your time with it.

True, Curcumin remains a cipher. So far, a frustration.

So what? Most experiments fail. Success is built on the foundation of past failures.

Now, lots of papers have been published on Turmeric and Curcumin. Unfortunately, those papers often sport Indian surnames, and may not meet Western criteria for excellence.

[Edited on 23-11-2020 by zed]
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