Author Topic: Extracting and purifying Myristicin from natural sources  (Read 329 times)

misgnomer77

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Extracting and purifying Myristicin from natural sources
« on: April 22, 2012, 03:36:21 AM »
I rewrote the to try and get a more detailed answer. I'm looking for some kind of reference on how this could be accomplished. I know that Myristicin is contained in nutmeg and parsley oils. Would like to know how I might go about getting pure Myristicin from natural sources such as these. Any help is greatly appreciated if you have any information on the subject :)
 
edit; Myristicin - http://en.wikipedia.org/wiki/Myristicin

OP: Hi everyone :) Just now got directed by a friend from another forum, did a little browsing around and I can already tell I really like this place. Using the search bar I couldn't find anything on extracting Myristicin so I was wondering if anyone in here could point me in the right direction. Any help would be very much appreciated :)
« Last Edit: April 22, 2012, 08:31:52 AM by misgnomer77 »

jon

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Re: Myristicin from Nutmeg
« Reply #1 on: April 22, 2012, 04:03:52 AM »
don
t waster your time get it from parsely
i digress a little here 2,5 dimetoxy 3,4 dimethyleneoxy amphetamione )also made from parsely is one of the best of the best know substituted amphetammines and it is perfectly legal why would you waste you time with this?
just dump and ass ton in the market in 2 years later the government catchges on and ban it.
and believe me they are that slow.
« Last Edit: April 22, 2012, 04:07:03 AM by jon »

salat

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Re: Extracting and purifying Myristicin from natural sources
« Reply #2 on: April 22, 2012, 12:35:01 PM »
If you are interested in extracting Myristicin you can do it by soxhleting ground Mace with acetone.  Then evaporate off the acetone for your oil.  Mace is much easier to grind and process and has more myristicin than nutmeg.  According to Shulgin, you are likely to have a fraction of elemicin that is inseparable from the myristicin. 

You can get Mace in raw dried form (already ground spices have usually lost most their goodies from evaporation and oxidation)  from Indian or Oriental grocers.  They usually sell nutmegs and mace in larger bags.

Your natural products vary in how much of the compound they have in them.  Parsley seed oil is the easy way to go - you might try steam distilling or soxhleting some if you really want to do an extraction.  Purchase it by the lb at a farm store and be sure to clean any additives off it.

See attached papers on myristicin and dillapiole/apiole.
« Last Edit: April 22, 2012, 02:14:10 PM by salat »
Salat

POSEIDON

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Re: Extracting and purifying Myristicin from natural sources
« Reply #3 on: April 22, 2012, 05:04:13 PM »
look this book , pg 127
The chemists are a strange class of mortals, impelled by an almost insane impulse to seek their pleasures amid smoke and vapour, soot and flame, poisons and poverty; yet among all these evils I seem to live so sweetly that may I die if I were to change places with the Persian king.
— Johann Joachim

misgnomer77

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Re: Extracting and purifying Myristicin from natural sources
« Reply #4 on: April 22, 2012, 05:16:06 PM »
look this book , pg 127

I really wish I knew German lol, that is what language its in correct? Thank you all for the replies and please keep them coming, this place is a great resource! :D

fresh1

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Re: Extracting and purifying Myristicin from natural sources
« Reply #5 on: April 23, 2012, 08:36:51 AM »
     Hey Misgnomer if you are really interested in obtaining essential oils from natural resources such as plants,without spending big bucks on trick lab glassware and things like sohxlets,  you must read up on steam distillation, which is basically grinding up the plant you want to extract and boiling it with water, and then collecting the steam which 'carries over' the oils and which will float to the top when the mix is left standing for a while, and can then be easily seperated

   To then get the myristicin from the oil you steam distilled, you now need to 'fractionally' distill this oil where the different compounds in the oil will boil and 'come over' at (usually) at different enough temperatures to make them fairly easy to seperate ;)

  Its the way to go with almost all plant oils. Sure solvents can often be used, and are sometimes prefered for a variety of reasons but this is a simple and effective tried and true method is especially good if you have a lot of plant material to start with, and even if you dont, with good methods and practice it can be almost as good as any other extraction methods

   In fact I started a steam distillation thread just the other day in this very section which goes into some more detail ;)

                      http://127.0.0.1/talk/index.php/topic,3043.0.html

     enjoy f1  ;)
« Last Edit: April 23, 2012, 08:40:16 AM by fresh1 »
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antibody2

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Re: Extracting and purifying Myristicin from natural sources
« Reply #6 on: April 23, 2012, 02:46:05 PM »
SLOWLY, fractionally distill EO of parsley seed, you will get three fractions that contain phenylpropanoids, specifically, myriticin, apiol, and another tetramethoxy ... sumthrother with a higher BP than the other two. Myristicin and apiole should be the two largest fractions depending on where you got your oil from. Many EO suppliers have certificates of analysis you use to help make your choice a good one. DMMDA and MMDA are both worth the effort, although the former is more fun IMHO.

Good luck with that.

salat

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Re: Extracting and purifying Myristicin from natural sources
« Reply #7 on: April 23, 2012, 03:09:09 PM »
One thing you need to be aware of is that doing a steam distillation as described will only work on small qtys or very large qtys like 55 gallon drums.  You need 3:1 water/spice in your flask or need to add more water as you progress.   I had a vague recollection of some of the components being heat sensitive and was feeling too lazy to do the research so used the acetone as being a safe way to do it since the temps never get very high.  External steam sources can be more dangerous to play with but are more effective IMO.

I'm somewhat surprised by some of the data I'm seeing on these compounds, apiole & dillapiol have boiling points near 300.  Data properties sheet is in progress - amazing how difficult it can be to find some of this stuff.



Salat


Salat

antibody2

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Re: Extracting and purifying Myristicin from natural sources
« Reply #8 on: April 23, 2012, 10:53:53 PM »
@ salat - those BP's are correct, they are both in the high two hundreds, and not very far apart. So you will need a good vacuum to distill them. Ab2 posted a thread on the hive years ago (11 yrs), detailing the fractional distillation of EO of parsley, not sure if anyone still. has access to it or not?

salat

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Re: Extracting and purifying Myristicin from natural sources
« Reply #9 on: April 24, 2012, 03:19:30 AM »
A mistake made you can avoid - be careful how much water you use.  Especially if you are working with very small qty's.  Some compounds can azeotrope with water. 

For example if you accidentally get a mixture of 92.3% water and 6.7% safrole you will get an azeotrope and extraction is your only hope although I had really weird things happen to me with I tried.   :o

Attached is the pages covering water in a book of azeotropes.  Safrole and isosafrole are on the 3rd page.
Salat

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Re: Extracting and purifying Myristicin from natural sources
« Reply #10 on: May 19, 2012, 09:22:21 AM »
Some parsley seed essential oils contain no phenylpropanoids, as I found out the hard way when ordering a cheap batch from India about 10 years ago. Always get a COA when possible.
It is perhaps the narcotic. Hyoscine affects certain people very oddly. One cannot be sure. Sometimes, these cases take strange forms. The victim becomes in a sense, 'mediumistic', a vehicle for all the intangible forces in operation around her.

fresh1

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Re: Extracting and purifying Myristicin from natural sources
« Reply #11 on: May 19, 2012, 02:37:48 PM »
Quote
For example if you accidentally get a mixture of 92.3% water and 6.7% safrole you will get an azeotrope and extraction is your only hope although I had really weird things happen to me with I tried.   :o
Quote

please tell us more salalt :) how did you figure out the percentages of your azetrope?  How did you end up extracting the safrole? I'd love to know  :D
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salat

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Re: Extracting and purifying Myristicin from natural sources
« Reply #12 on: May 23, 2012, 05:33:21 AM »
It was in the document I attached a while back.

I didn't succeed in extracting it - was just one of those days...Like when you grab the toluene and try to extract it that way and there's NO separation in the sep funnel and you go WTF!   

Made me think of when dwarfer said my results were weird. 

I have ADHD so it is very hard to finish stuff sometimes and stopping and starting can be days apart.  Am attempting to make my own TLC plates.  Those things have gotten expensive.

Salat

fresh1

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Re: Extracting and purifying Myristicin from natural sources
« Reply #13 on: May 23, 2012, 08:31:50 AM »
Quote
Like when you grab the toluene and try to extract it that way and there's NO separation in the sep funnel and you go WTF!   

yeah I know those daze  :P

fresh couldn't figure out how to read those charts you posted ::) 

Azeotropes can be a pain.  Normally f1 won't bother trying to recover  amounts so small he cant see them  :o  ;D

Seriously. I've had to develope a fine sense of when the 'returns diminish' to the point of not being worth the effort,

 although sometimes when I have SFA to do and I want to play I wish I had just kept that smelly water for a rainy day  :P  ::)  :-[

Aside from tolly what other solvents have you tried to extract you oils from the water?

 Particularly with our 'favorite' sassy allybenzenes ;)
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Baba_McKensey

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Re: Extracting and purifying Myristicin from natural sources
« Reply #14 on: May 23, 2012, 08:33:47 PM »
Some articles about myristicin containing essential oils.
https://www.hyperlab.info/inv/index.php?s=&act=ST&f=17&t=28793&hl=parsley

fresh1

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Re: Extracting and purifying Myristicin from natural sources
« Reply #15 on: May 24, 2012, 03:31:40 AM »
thanx baba it's the thought that counts,  but my russian language skills are non existant  :P
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Sedit

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Re: Extracting and purifying Myristicin from natural sources
« Reply #16 on: May 24, 2012, 04:45:29 AM »
DCM is the best solvent to use to extract hydrosol(the water after a steam distillation) since its a bottom puller and the boiling point is so low that evaporation can be done quickly, cleanly and at a temperature that does not hurt anything you are trying to extract.
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misgnomer77

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Re: Extracting and purifying Myristicin from natural sources
« Reply #17 on: May 29, 2012, 07:54:52 AM »
thanx baba it's the thought that counts,  but my russian language skills are non existant  :P

It would seem that the site itself is Russian but the thread linked is english.. Plethora of information in the thread, well worth the annoying babble-text alongside the abc's XD

Twilight Mom

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Re: Extracting and purifying Myristicin from natural sources
« Reply #18 on: May 31, 2012, 04:59:07 AM »
I distilled parsley oil from 3 separate sources. My vacuum pulls safrole over at ~90°. But I didn't separate each and every fraction instead I separated each sample into 2 fractions (low and high boiling).


1. Greece Parsley 1L $155.22
30°-60° ~650ml
60°-120° ~350ml

2. India Parsley 1L $165.22
30°-60° ~500ml
60°-120° ~500ml

3. France Parsley 1L $291.93
30°-60° ~300ml
100°-140° ~700ml


Most of the lower boiling fractions were likely pinene and other terpenes so I discarded them. All of the high boiling point samples were pooled together, redistilled and separated into the following three fractions.


60°-90°        286.9g     Not sure what this is but I saved it
90°-115°      581.1g     Mostly Myristicin (I hope)
115°-140°    674.8g     Mostly Apiole (I hope)

None of the samples have solidified though :'(