ithurtswhenipee
Harmless
Posts: 3
Registered: 7-12-2009
Member Is Offline
Mood: No Mood
|
|
Increasing Alkaloid Content of Papaver Somniferum By Supplementing Biochemical Intermediates
Biosynthesis of morphine
According to this source, morphine derivatives are synthesized by shikimate biosynthesis of L-tyrosine, then the following; L-tyrosine---> dopamine
+ 4-hydroxy-phenylacetaldehyde---> (s)-norcoclaurine--->(s)reticuline--->thebaine---morphine + codeine. Theoretically, not considering the
possibility of an enzyme or precursor deficiency, one could add supplementary amounts of one of these intermediates to increase yields of opium
alkaloids from the plant. I believe the most practical of these would be L-tyrosine, being the cheapest and most commonly available. Does anybody have
any opinions or information about this?
|
|
roamingnome
Hazard to Others
Posts: 363
Registered: 9-9-2006
Member Is Offline
Mood: No Mood
|
|
First let me predict the future
This is your first post which is about narcotics which will at minimum be shunned, or flamed, locked, and or moved. Then since i appeared from the
ether to post it will further be locked shuned or ignored.
especially since i dont have a journal reference to offer. organisms with their enzymes will do something with that tyrosine. i was seeing that
toluene is converted to benzyl alcohol by enzymes, or course pyruvate decarboxylase got it fair share of attention.
the reason i reply here is that, does a good yielding poppy really need enhancement from like what 14% alkaloids? well maybe it does. injecting with
a syringe into the maturing pod seems a technique similar to the cactus growers with san pedro. In a large field many experiments could be done.
Different concentration of dopamine or amino acid, buffers etc. Afghanistan needs more scientists right?
my back burner question is what to enrich soil of growing Phalaris grass. This really does need address.
well i hope your urine gets back to normal
|
|
ithurtswhenipee
Harmless
Posts: 3
Registered: 7-12-2009
Member Is Offline
Mood: No Mood
|
|
But isn't your question similar to mine? Why is mine without merit? I know it's unpractical, but haven't you ever wanted to optimize something to the
fullest extent? Where as I have heard of supplementing indole producing organisms with the corresponding amino acid (which I am also interested in),
this is something I have never heard of before, doing this to papavers. If it's a stupid idea, that's okay, not every idea is going to be worth
trying, this is why I ask peoples opinion. If moderators want to lock this thread, that is okay too, it is at their discretion. I just thought it was
worth asking, that's all.
I think the answer to your back burner question is tryptophan, which you probably know anyway. Thank you for replying.
|
|
stygian
Hazard to Others
Posts: 242
Registered: 19-9-2004
Member Is Offline
Mood: No Mood
|
|
There's one book I've come across that you may want to see: Opium Poppy: Botany, Chemistry, and Horticulture. It has some of this type of
information.
|
|
roamingnome
Hazard to Others
Posts: 363
Registered: 9-9-2006
Member Is Offline
Mood: No Mood
|
|
geewiz batman ...im always misunderstood
your inquiry is more valid then climategate...rock on!
thankyou..i will water the grass with turkey giblets and leftovers
[Edited on 9-12-2009 by roamingnome]
|
|
ithurtswhenipee
Harmless
Posts: 3
Registered: 7-12-2009
Member Is Offline
Mood: No Mood
|
|
"They also indicated that exogenously supplied ascorbic acid and tyrosine were able to stimulate the production of alkaloids."
Found here.
|
|
unome
Hazard to Others
Posts: 134
Registered: 17-10-2009
Member Is Offline
Mood: No Mood
|
|
Reticuline would be the precursor of choice (it is the one they determined the biosynthetic path from, using radiolabeled reticuline). Reticuline
would be a great precursor, except for the obvious problem of it being the product of a multi-step synthesis, via a modification of which you'd get
levorphanol without the hassle of bioconversion and the losses inherent therein (via classical Grewe cyclization 85% H3PO4 or 48% HBr from memory)
|
|
majortom
Harmless
Posts: 26
Registered: 8-5-2010
Member Is Offline
Mood: No Mood
|
|
Quote: Originally posted by roamingnome | First let me predict the future
This is your first post which is about narcotics which will at minimum be shunned, or flamed, locked, and or moved. Then since i appeared from the
ether to post it will further be locked shuned or ignored.
especially since i dont have a journal reference to offer. organisms with their enzymes will do something with that tyrosine. i was seeing that
toluene is converted to benzyl alcohol by enzymes, or course pyruvate decarboxylase got it fair share of attention.
the reason i reply here is that, does a good yielding poppy really need enhancement from like what 14% alkaloids? well maybe it does. injecting with
a syringe into the maturing pod seems a technique similar to the cactus growers with san pedro. In a large field many experiments could be done.
Different concentration of dopamine or amino acid, buffers etc. Afghanistan needs more scientists right?
my back burner question is what to enrich soil of growing Phalaris grass. This really does need address.
well i hope your urine gets back to normal
|
Phalaris grass? Is dat some DMT I'm smelling?
|
|
kclo4
National Hazard
Posts: 916
Registered: 11-12-2004
Location:
Member Is Offline
Mood: No Mood
|
|
I believe adding salicylic acid solutions increase alkaloid content as well. Might be worth looking into.
|
|
Sedit
International Hazard
Posts: 1939
Registered: 23-11-2008
Member Is Offline
Mood: Manic Expressive
|
|
I thought that the salicylic acid solution was to used in plants because it acts as a rooting hormon in a sence or atlest something along them lines.
The papers over at Thevespiary somewhere detailing the effects of salicylic acid on plant growth. I ust can't remember exactly what the mod of action
it had but I don't believe it was involved in alkaloid enhancement.
Knowledge is useless to useless people...
"I see a lot of patterns in our behavior as a nation that parallel a lot of other historical processes. The fall of Rome, the fall of Germany — the
fall of the ruling country, the people who think they can do whatever they want without anybody else's consent. I've seen this story
before."~Maynard James Keenan
|
|
kclo4
National Hazard
Posts: 916
Registered: 11-12-2004
Location:
Member Is Offline
Mood: No Mood
|
|
it does a lot of things, one of the papers mention alkaloids in poppies. It increases alkaloids, growth rate, chlorophyl content, and a bunch of other
things - and it sounds like it is effective at least on the studies for tomatos.. etc
read over it again maybe?
|
|
zed
International Hazard
Posts: 2284
Registered: 6-9-2008
Location: Great State of Jefferson, City of Portland
Member Is Offline
Mood: Semi-repentant Sith Lord
|
|
Tyrosine supplementation might boost alkaloid content. It seems to help many Parkinson's patients. Boosts their endogenous Dopamine levels.
Ascorbic acid seems to be helpful too. Unfortunately, there is too much morphine in the world already.
The trend in Poppy Manipulation, is to alter the type of alkaloid produced. Down under, they have developed commercial strains of mutant Papaver
Somniferum, that produce Thebaine as the major alkaloid. Of course, it always was the major alkaloid constituent of several common poppies that can
be legally grown, but that is another matter.
Thebaine itself is pretty toxic. Moreover, it is somewhat more difficult to chemically manipulate than morphine, making diversion less of a
problem. What makes the product even more valuable, is the fact that many commonly used modern opiates are easily synthesized from thebaine, while
the synthetic pathways from morphine
are difficult.
So, a better question might be....."Can the alkaloid content of Thebaine type poppies be raised by supplementing biochemical intermediates?"
|
|
jon
Hazard to Others
Posts: 459
Registered: 11-1-2006
Member Is Offline
Mood: paranoid distrustful apprehensive
|
|
thebaine can easily be manipulated into a narcotic 118 times the potency of morphine in two steps
peracid oxidation to 14-hydroxycodieneone then esterification with cinnamoyl anhydride to give rise to the 14 cinnamoxy ester 118 times the potency of
morphine.
|
|
zed
International Hazard
Posts: 2284
Registered: 6-9-2008
Location: Great State of Jefferson, City of Portland
Member Is Offline
Mood: Semi-repentant Sith Lord
|
|
Thebaine is also, the starting material used in the synthesis of Etorphine (Immobilon). A material the US Military, once held the patent on. I
suppose they considered a potential chemical weapon. Might be more toxic than Sarin. WMD type stuff.
Usually only used for knocking down Rhinos and such. Even the smallest doses render humans comatose, often killing them.
Because of its great potency, folks have tried to greatly dilute it, and add it to other opiates as a booster. Generally, this only serves to boost
local overdose deaths.
Mostly, Thebaine is used to produce things like the ever popular Oxycontin (Percodan), and it's rarely available cousin Numorphan.
[Edited on 11-10-2010 by zed]
|
|
dr. nick
Hazard to Self
Posts: 94
Registered: 20-6-2004
Location: Doh!land
Member Is Offline
Mood: yes
|
|
According to "Opium Poppy" by Kapoor even the Latex (and most poppy plant cells) itself is able to convert Tyrosine and other precursors into Morphine
... strange and veeery interesting
If it is possible to keep the latex or the cells "alive", active and fresh?
What i wonder is what would be an adequate concentration of, say, tyrosine when experimenting with feeds for live plants or root cultures ...
of course you can well i couldn\'t before
|
|
Paddywhacker
Hazard to Others
Posts: 478
Registered: 28-2-2009
Member Is Offline
Mood: No Mood
|
|
An old topic, but some things never die.
Look up "hairy root culture". Basically, a plant is infected with a species of Agrobacterium that does a natural genetic modification, turning some
of the plant cells into permanent roots. You take some of those plant cells and grow them on agar until they recreate root tissue, then propagate the
hairy roots in liquid medium.
Salicylic acid is a stress hormone. Applying it should cause the plant's stress response, typically causing it to grow short and stocky and produc
more anti-grazing toxins such as tannins and alkaloids.
|
|
dr. nick
Hazard to Self
Posts: 94
Registered: 20-6-2004
Location: Doh!land
Member Is Offline
Mood: yes
|
|
Quote: |
Salicylic acid is a stress hormone. Applying it should cause the plant's stress response, typically causing it to grow short and stocky and produc
more anti-grazing toxins such as tannins and alkaloids. |
great hint, thanks!
some things are more worthy an eternal life then others, aren't they?
of course you can well i couldn\'t before
|
|
Bot0nist
International Hazard
Posts: 1559
Registered: 15-2-2011
Location: Right behind you.
Member Is Offline
Mood: Streching my cotyledons.
|
|
According to the poppies.org crew, simply giving the plant nitrogen toxicity near just when it's bolting leads to increased alkaloid production. Also,
if its thebiane your after they say that topping the bolting plants many times will decrease morphine and codeine amounts, but improve thebiane
yields. Some large research facilities have been 'mowing' the tops off of entire fields several times. This creates many smaller pods, but more
thebiane per kilogram of plant matter is produced then when no topping is done.
EDIT: Sorry, here's the <a href="http://forum.poppies.org/index.php?showtopic=9202&hl=">link.</a>
[Edited on 29-3-2011 by Bot0nist]
|
|
dr. nick
Hazard to Self
Posts: 94
Registered: 20-6-2004
Location: Doh!land
Member Is Offline
Mood: yes
|
|
no, that leads too far, just a way for keeping plants sturdy, as short as possible with as large heads as possible and highest possible "standard"
alkaloid content would be the ideal. thinking about some kind of aeroponics or high air flow at the roots and pulsed lights in combo with tyrosine
feed, for example. complete overkill probably, i know - it's just a project i'vebeen dreaming of for years.
under controlled conditions, maybe just 3 or 4 plants, first to get the plants to grow in the desired form, then concentrating on alkaloids and so on.
lighting seems to be another key
But thanks for the link, some pretty interesting threads there at poppies
of course you can well i couldn\'t before
|
|
GreenD
National Hazard
Posts: 623
Registered: 30-3-2011
Member Is Offline
Mood: Not really high anymore
|
|
I second the phalaris comment.
This really needs a year long team study. The phalaris grass will eventually be a huge deal to society (at least in my hyper-spaced vision)
|
|
chemrox
International Hazard
Posts: 2961
Registered: 18-1-2007
Location: UTM
Member Is Offline
Mood: LaGrangian
|
|
Jesus! all these assertions and not one decent citation in the whole bunch. A little academic rigor might add a modicum of respectability to this
discussion.
"When you let the dumbasses vote you end up with populism followed by autocracy and getting back is a bitch." Plato (sort of)
|
|
jon
Hazard to Others
Posts: 459
Registered: 11-1-2006
Member Is Offline
Mood: paranoid distrustful apprehensive
|
|
the tazies already beat you all to the punch their poppies are genetically enginerred to produce 20% morphine from the opium.
just grow the tazzy poppies or better yet ask this guy
http://gal.darkervision.com/wp-content/uploads/2009/06/walla...
yet i have no papers at hand i think doing root cultures and extracting the goods would be a fun approach to morphine (did i say that?) production
just to give this discusion an appearance of academic debate i referenced this since, likely you won't be scraping capsules if you know what's good
for you in the united socialist republic of amerika.
Extraction of morphine from poppy capsules and its recovery by ion exchange
C. L. Mehltretter, F. B. Weakley
DIGITAL OBJECT IDENTIFIER (DOI)
10.1002/jps.3030460315
Journal of the American Pharmaceutical Association
Volume 46 Issue 3, Pages 193 - 196
Published Online: 23 Sep 2006
Abstract
An efficient method for obtaining morphine from domestically grown poppies has been developed. Morphine was completely extracted from dried poppy
capsules with water-saturated isobutanol containing 0.23% ammonia. By passage of the extract through a cation exchange resin bed, practically all of
the alkaloid was adsorbed. Quantitative elution of morphine from the bed was achieved with dilute aqueous alkali. Crude morphine obtained by
precipitation from the neutralized and concentrated eluate could be converted to pharmaceutical grade hydrochloride without difficulty. The overall
recovery of morphine was 90%.
[Edited on 9-4-2011 by jon]
[Edited on 9-4-2011 by jon]
[Edited on 9-4-2011 by jon]
|
|