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Agricola
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[*] posted on 2-11-2013 at 11:33
Phytochemicals


Plants are powerful chemists. I will share some literature references on plant-made chemicals (phytochemicals) here.

Quote:

Journal of Ethnopharmacology 95 (2004) 123-126

Cerbera odollam: a "suicide tree" and cause of death in the state of Kerala, India

Cerbera odollam is a tree belonging to the poisonous Apocynaceae family, which includes the yellow and common oleanders. The seeds are excessively toxic, containing cerberin as the main active cardenolide. Cerbera venenifera, a related species found in Madagascar, has a long history as an ordeal poison, and was responsible for the death of 3000 people per year in previous centuries.

The odollam tree is responsible for about 50% of the plant poisoning cases and 10% of the total poisoning cases in Kerala, India. It is used both for suicide and homicide. The aim of this retrospective study is to call attention to a powerful toxic plant that is currently completely ignored by western physicians, chemists, analysts and even coroners and forensic toxicologists.


[Edited on 2-11-2013 by Agricola]

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Agricola
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[*] posted on 4-11-2013 at 14:33


Quote:
Journal of the Royal College of Physicians of Edinburgh 38 (2008) 355

Ipecacuanha: the South American vomiting root

The story of ipecacuanha, derived from the plant Cephaelis, is a fascinating one. It was discovered in Brazil in the 1600s and then transported to Paris in the latter part of the same century. It was used there by the physician Helvetius on various members of the French royal court to treat the flux (dysentery) with some success. Later, in the eighteenth century, it was taken up by the physician and privateer Thomas Dover and became, with opium, a fundamental constituent of his celebrated powder, which was used widely to treat fevers and agues for the next 200 years. Progress was then delayed until the early 1800s when the School of Chemistry at Paris established that the dried root of ipecac contained two powerful alkaloids, emetine and cephaeline, that consistently caused vomiting and diarrhoea. The discovery of the pathogenic amoeba, Entamoeba histolytica, in the latter part of the nineteenth century, allowed a distinction to be made between the two main forms of dysentery (amoebic and bacillary). Emetine was shown to be active against the amoebic form of dysentery but ineffective against that caused by bacteria. Ipecacuanha, its root and the pure alkaloid emetine have now been abandoned on the grounds of toxicity. They have been replaced by safer, more effective compounds. Nevertheless, they deserve an honoured place in the history of medicine, especially in the search for an effective treatment for amoebic dysentery.


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[*] posted on 8-11-2013 at 14:33


Quote:
Forensic Science International 199 (2010) e9-e13

Two UK suicides using nicotine extracted from tobacco employing instructions available on the Internet

Tobacco is one of the most easily accessible and commonly abused drugs world-wide. Nicotine, one of its principal constituents, can cause serious or fatal overdoses. Whilst the deliberate ingestion of this substance appears to be relatively rare, often the important signs of its consumption are not recognised, sometimes with fatal results. Here we describe two cases of intentional fatal ingestion of nicotine. The nicotine was extracted from tobacco using instructions available on the Internet. The first case involved a male aged 19 who died in 2008. The post-mortem blood and urine levels of nicotine were 5.5 mg/l and >80 mg/l respectively; the blood level is in line with the generally recognised fatal level of >5 mg/l. The levels of nicotine’s main metabolite, cotinine, for this case were 2.5 mg/l and 7.9 mg/l for blood and urine respectively. A comparative case in 1999 involved a 32 year-old male. The level of post-mortem nicotine in his blood was 1.0 mg/l. These are believed to be the first UK suicides by nicotine using instructions from the Internet reported in the literature. Information that nicotine was the agent responsible only became apparent some time after death. There may be more deaths due to this cause that go unrecognised because quantification of nicotine and cotinine levels is not often conducted, due to the wide prevalence of smoking. It is important that all evidence at the scene of a sudden and unexplained death is carefully evaluated, including potential clues on PCs and lap-tops.


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[*] posted on 9-11-2013 at 15:20


Quote:
Forensic Science Review 5 (1993) 95

Illicit Production of Cocaine

The predominant methods currently used for illicit production of cocaine are described. For illicit natural cocaine (i.e., from coca leaf), this includes production of coca paste from coca leaf via both the solvent and acid extraction techniques, purification of coca paste to cocaine base, and conversion of cocaine base to cocaine hydrochloride. For illicit synthetic cocaine (i.e., synthesized from precursor chemicals), the classic five-step synthetic route used in all clandestine laboratories seized to date is summarized. The origins of the most common alkaloidal impurities and processing/synthetic by-products typically identified in illicit natural, illicit synthetic, and pharmaceutical cocaine are discussed. Forensic differentiation of exhibits arising from the various production methods are addressed both in terms of overall product purity and the presence/absence of these impurities and by-products.


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chemrox
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[*] posted on 9-11-2013 at 17:03


I asked a friend with psi-del expertise about ibogaine (I think an "M" is missing from the name) and he said with 3 chiral centers it was best to let the plant to the synthesis.



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[*] posted on 9-11-2013 at 17:41


Sure, laboratory production of structurally complex phytochemicals is usually economically unfeasible and is done for research purposes only. I think this is true even for nicotine, with one chiral center and no fused rings. One exception I recall now is ephedrine, made from benzaldehyde in two steps, fermentation then reductive amination.

Plants use CO2 as a synthon. Human chemists can't compete economically.
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[*] posted on 13-11-2013 at 13:17


Quote:
Economic Botany 23 (1969) 174

Tabernanthe iboga: an African narcotic plant of social importance

Tabernanthe iboga is an apocynaceous shrub native to the forests of Gabon and the northern Congo. First described in the late 1800's, it has been reasonably well studied by botanists. The roots of T. iboga contain several indole alkaloids, of which the most important, ibogaine, is a central stimulant and in large doses an hallucinogen. In Gabon, the roots are used in the initiation rites to a number of secret societies, of which the Bwiti is most famous. The plant remains to this day a central feature of local religion, and its spectacular effects have hampered native acceptance of Christianity in Gabon.


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[*] posted on 15-11-2013 at 14:51


Quote:
Mandragora: anesthetic of the Ancients

Anesthesia & Analgesia 115 (2012) 1437

Initial attempts at surgical anesthesia began many centuries ago, with the plants of antiquity. The mandragora, or mandrake, was used as a sedative and to induce pain relief for surgical procedures. It has been depicted in tablets and friezes since the 16th century before the common era (BCE) and used for its sedative effects by Hannibal (second century BCE) against his enemies. The Romans used the mandrake for surgery. The Arabs translated the scientific work of the Ancients and expanded on their knowledge. They developed the Spongia Somnifera, which contained the juice of the mandrake plant. After the fall of the Islamic cities of Europe to the Christians, scientific work was translated into Latin and the Spongia Somnifera was used in Europe until the discovery of the use of ether for surgical anesthesia.


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[*] posted on 15-11-2013 at 17:26


Hey Aggy, is iboga really in the Apocynaceae? Cool, interesting family! Uhhh.. if you "edit" your posts you can ad information without using so much space. Just a hint for a relative newcomer. Welcome! by the way..



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[*] posted on 16-11-2013 at 03:51


Quote: Originally posted by chemrox  
Hey Aggy, is iboga really in the Apocynaceae? Cool, interesting family! Uhhh.. if you "edit" your posts you can ad information without using so much space. Just a hint for a relative newcomer. Welcome! by the way..


That is what the author and some other sources say, chemrox. My formal education is in Chemistry only. By the way, there is a dude from Indonesia who sells iboga seeds. I hope you are enjoying the topic.

You mean one paper per post wastes space? Editing is not possible after some time has passed.
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[*] posted on 16-11-2013 at 10:48


Quote: Originally posted by Agricola  
By the way, there is a dude from Indonesia who sells iboga seeds.


I just a warning for anyone who thinks this is a good idea... Careful of your local laws regarding T. iboga.

Anyway, the Apocynaceae is an amazing family of plants - so much diversity. Especially in the subfamily Asclepiadoideae, one of my personal favorites, so many interesting succulent plants to grow.
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[*] posted on 16-11-2013 at 17:10


Quote: Originally posted by What  
Quote: Originally posted by Agricola  
By the way, there is a dude from Indonesia who sells iboga seeds.


I just a warning for anyone who thinks this is a good idea... Careful of your local laws regarding T. iboga.

Anyway, the Apocynaceae is an amazing family of plants - so much diversity. Especially in the subfamily Asclepiadoideae, one of my personal favorites, so many interesting succulent plants to grow.


The legal aspects of phytochemicals also belongs on this topic.

True, cultivation of iboga is regulated in some nations. Your local laws should be checked before carrying out the experiment. Amateur scientists of course are used to this kind of situation.
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[*] posted on 20-11-2013 at 15:10


Quote:
Economic Botany 26 (1972) 101

"Ayahuasca," the South American Hallucinogenic Drink: an Ethnobotanical and Chemical Investigation

The Sharanahua and Culina, small Indian tribes located in the south-western Amazon basin, use a hallucinogenic drink for medicinal and social purposes. This decoction, called "Ayahuasca" in Peru, is prepared from Banisteriopsis Caapi stems and Psychotria sp. leaves. These plants have been botanically identified on the basis of voucher herbarium specimens and investigated for alkaloid content by means of a gas chromatography-mass spectrometry technique. A list of other occasional plant admixtures is given. Harmine, Harmaline, Tetrahydroharmine, Harmol and 6-Methoxytryptamine have been found in Banisteriopsis Caapi. Dimethyltryptamine, Monomethyltryptamine and 2-methyl-1,2,3,4-tetrahydro-beta-carboline have been found in Psychotria viridis and Psychotria carthaginensis. Harmine, Harmaline, Tetrahydroharmine and Dimethyltryptamine have been found in the drink. Quantitative calculations show the amount of each alkaloid administered in the Ayahuasca drink.


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[*] posted on 29-1-2014 at 13:58


I believe that almost everything can be made from bacteria, plants or fungis. be it directly or indirectly. because, making things directly in the synthetic way is so expensive. and I would go further and say that bio is the way for a brightly future.



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[*] posted on 31-1-2014 at 13:23


Quote: Originally posted by What  
Quote: Originally posted by Agricola  
By the way, there is a dude from Indonesia who sells iboga seeds.


I just a warning for anyone who thinks this is a good idea... Careful of your local laws regarding T. iboga.

Anyway, the Apocynaceae is an amazing family of plants - so much diversity. Especially in the subfamily Asclepiadoideae, one of my personal favorites, so many interesting succulent plants to grow.


Iboga seeds in Indonesia ? 2 words: forget it!

Clear, clever chemists use phytochemicals as precursor, indeed :)




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