How to extract the chemical from foxglove?

[emf]

Hi, how can i extract the chemical from this plant?

[I Kill Null Airtime]

I see those all over. I didn't realize they're poisonous.

[fuckbiscuit]

Blend it with alcohol, let it sit giving it the odd shake every week or so, then strain and evaporate the alcohol and voila!

[emf]

Originally Posted by fuckbiscuit

Blend it with alcohol, let it sit giving it the odd shake every week or so, then strain and evaporate the alcohol and voila!

Thanks, i will try this tomorrow.

[Issue313]

Originally Posted by fuckbiscuit

Blend it with alcohol, let it sit giving it the odd shake every week or so, then strain and evaporate the alcohol and voila!

I have tried this, but haven't had any success with some of the extract when administered to a canine subject. Nonetheless the science seems sound, the cardiac glycosydes in the plant should be alcohol soluble. The young, tender leaves and IIRC the flowers apparently have the highest concentrations. I used either vodka or methylated spirits (no everclear in my shitty country), and blended the whole lot in a kitchen blender. I advise using a more heavy duty method to grind up the plant, it was a disaster for me, purple everywhere.

I think the lethality of digitalis is somewhat overplayed, in recreational users it causes illness and blackouts and such like effects.

[I Kill Null Airtime]

^ kill yourself, faggot.

[ZeroMalarki]

Originally Posted by I Kill Null Airtime

^ kill yourself, faggot.

This. Testing poison on a dog should be a capital offence.

[Issue313]

Originally Posted by ZeroMalarki

This. Testing poison on a dog should be a capital offence.

What should one test poison on?

Take your moralfaggotry to the non-science forums. Grown men are talking.

[iMagiNation]

Originally Posted by ZeroMalarki

This. Testing poison on a dog should be a capital offence.

Lol. But not rats?

[ZeroMalarki]

Originally Posted by Issue313

What should one test poison on?

Take your moralfaggotry to the non-science forums. Grown men are talking.

What part of Ireland are you from so I can come beat the dog shit clean out of you?

[BungHole]

Play nice children.

[delysid]

There's a guy on here with a name sounding a little like 'nigger-hate' who wouldn't be missed much were he to 'disappear'.

[Issue313]

Originally Posted by ZeroMalarki

What part of Ireland are you from so I can come beat the dog shit clean out of you?

Not Belfast, faggot. And you're too skinny and short to beat me up.

[ZeroMalarki]

Originally Posted by Issue313

Not Belfast, faggot. And you're too skinny and short to beat me up.

Well you're in luck. I'm living in Cork. I'm also 6'4 and about 14 stone, so unless you're some kind of Viking giant, you might have a problem you pathetic waste of semen.

[Gun Lover]

How about you fucking queers shut up and we'll discuss some goddamn chemistry. Faggots.

[Aperson444]

It's a very oxygen-rich glycoside. Most glycosides are oxygen rich, as they are made up of carbohydrate-like substructures. Despite all of the oxygen, the structure of digoxin appears to be lipophilic as well. I can spot one polycyclic steroid-like substructure. You may have luck creating an alcohol:water extract and then further extracting components with dichloromethane.

I recommend grinding any plant matter down to a sludge and then freezing/thawing it (do a cycle of maybe 3 times freezing and thawing). This will damage the cell walls of plant cells and make extraction easier. Be wary of chlorophyll though. It will most likely end up contaminating your alcohol extract. You can either do a liquid-liquid extraction with DCM or you can create an alcoholic sludge of plant matter to which DCM is added to liberate the desired compounds. Hydrolytic enzymes may aid the process as well, but ultimately, pure digoxin probably cannot be isolated just by solvent-extraction. The pure product will likely require chromatography to isolate at any appreciable purity.

If you want a test subject, use rats. They require smaller doses and will give a more accurate indication of extraction efficacy.

[Gun Lover]

Originally Posted by Aperson444

It's a very oxygen-rich glycoside. Most glycosides are oxygen rich, as they are made up of carbohydrate-like substructures. Despite all of the oxygen, the structure of digoxin appears to be lipophilic as well. I can spot one polycyclic steroid-like substructure. You may have luck creating an alcohol:water extract and then further extracting components with dichloromethane.

I recommend grinding any plant matter down to a sludge and then freezing/thawing it (do a cycle of maybe 3 times freezing and thawing). This will damage the cell walls of plant cells and make extraction easier. Be wary of chlorophyll though. It will most likely end up contaminating your alcohol extract. You can either do a liquid-liquid extraction with DCM or you can create an alcoholic sludge of plant matter to which DCM is added to liberate the desired compounds. Hydrolytic enzymes may aid the process as well, but ultimately, pure digoxin probably cannot be isolated just by solvent-extraction. The pure product will likely require chromatography to isolate at any appreciable purity.

If you want a test subject, use rats. They require smaller doses and will give a more accurate indication of extraction efficacy.

Great post, as usual.

But tell me, at which point do you decide a compound like digoxin is mostly nonpolar? It's not that I disagree, I'm looking to see if you guessed or used some formula.

I've always been taught that basic n-alkylalcohols are pretty water soluble up to n-pentanol. So that might that mean 5:1 sp³ carbons to alcohols means a rather non-polar compound. Of course rings and other functional groups have an effect, so how do you systematically judge other relatively non-polar functional groups? I know the relative trend of basicity among functional groups but still feel a bit sketchy diagnosing a molecule like digoxin.

38 sp3 carbons versus 6 hydroxyls points towards non-polar, though not very (I think).

[Aperson444]

But tell me, at which point do you decide a compound like digoxin is mostly nonpolar? It's not that I disagree, I'm looking to see if you guessed or used some formula.

It is very much in between. There's so much oxygen distributed around there. That polycyclic unsaturated structure reminisces of cholesterol or steroids.

I've always been taught that basic n-alkylalcohols are pretty water soluble up to n-pentanol. So that might that mean 5:1 sp3 carbons to alcohols means a rather non-polar compound. Of course rings and other functional groups have an effect, so how do you systematically judge other relatively non-polar functional groups? I know the relative trend of basicity among functional groups but still feel a bit sketchy diagnosing a molecule like digoxin.

38 sp3 carbons versus 6 hydroxyls points towards non-polar, though not very (I think).

My guess was based mostly on the presence of sp3 carbons and their relative proportion to oxygen, but I've no real training in that sort of diagnosis. I wonder if those logP calculators on structure-drawing programs are any good...

Hexanol or pentanol might be good solvents here, just because those solvents have a nice long hydrophobic tail and a polar region as well.

[Issue313]

Is there any way to get less everyday solvents outside academia and industry? I can't seem to find any suppliers of chemicals around here that don't require all sorts of trade accounts.

[Aperson444]

Is there any way to get less everyday solvents outside academia and industry? I can't seem to find any suppliers of chemicals around here that don't require all sorts of trade accounts.

Check out eBay like sites.

Also, supplying sources is against the rules here I believe...