Medicinal compounds from plants Cheat Sheet

A Education › Chemistry cheat sheet in English by MJC3

UOP PHARMACY, MEDICINAL COMPOUNDS FROM PLANTS

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1. Collection & prepar­ation of plant material

1. Collection & prepar­ation of plant material:
Selecting the approp­riate plant species known for containing the target compound.
 
Harvesting the correct parts of the plant (leaves, roots, stems, etc) based on the phytoc­hem­icals of interest.
 
Drying & grinding the plant material to increase surface area for extrac­tion.
Isolating potential drugs from plants involves several systematic steps, dependent on the specific compou­nd/­class of compounds

4. Concen­tration

4.Conc­ent­ration:
Evapor­ating the solvent (using rotary evapor­ators) to concen­trate the extract, yielding a crude extract that contains a mixture of compounds.

7.Activity testing

7.Activity testing
Assessing the bioact­ivity of the isolated compounds through pharma­col­ogical tests to determine their potential medicinal properties

Poisonous Plants - Aconitine

Diterpene alkaloid obtained from Aconitum species (250 species) aka monkshood & wolfsbane – considered Britain’s most toxic plant (an orname­ntal) Used at one time to treat trigeminal neuralgia (sudde­n/s­evere facial pain).
Alkaloid content varies with growth stage Roots previously used for pain relief Roots have been mistaken for horser­adish  fatalities 5 mg considered enough to kill.
Aconitine & related structures are complex terpene esters & neurot­oxins acting on Na+ channels. No antidote available! Symptoms of poisoning include burning of the mouth & throat, abdominal pain, intense thirst, headache, slow pulse, paralysis, convul­sions, delirium & coma. Treatment would be sympto­matic.

2. Extraction

2.Extr­action
Using solvents (e.g., water, ethanol, methanol or hexane) to dissolve the desired compounds. Solvent depends on nature of the compounds (polar vs. non-po­lar).
 
Common extraction method:
   
Macera­tion:
Soaking plant material in solvent at room temper­ature for long period
   
Percol­ation:
allowing solvent to pass through the plant material in column­-like setup
   
Soxhlet extrac­tion:
Repeatedly washing the plant material with boiling solvent
   
Repeatedly washing the plant material with boiling solvent

5.Puri­fic­ation

5.Puri­fic­ation:
Separating specific compounds from the crude extract using techniques such as:
   
Chroma­tog­raphy:
column chroma­tog­raphy, thin-layer chroma­tog­raphy (TLC), high-p­erf­ormance liquid chroma­tog­raphy (HPLC) to separate, identify & purify compounds
   
Crysta­lli­sation:
recrys­tal­lising desired compound from solution to increase purity
   
Filtra­tio­n/d­ist­ill­ation:
depending on chemical nature of compounds

3. Filtration

3.Filt­ration:
Removing solid plant material from the liquid extract using gravit­y/v­acuum filtration

6.Char­act­eri­sation

6.Char­act­eri­sation
Analysing the isolated compounds to confirm their identity & purity using various techni­ques:
mass spectr­ometry (MS)
   
nuclear magnetic resonance (NMR) spectr­oscopy
   
infrared (IR) spectr­oscopy

Poisonous Plants

Poisonous plants & fungi may be divided into 3 groups:
 
Plants that are undoub­tedly toxic but have medical applic­ation in defined doses e.g., Deadly nightshade (Atropa bellad­onna)
 
Plants that are toxic & have no medicinal potential or not yet realised e.g., Hemlock water-­dro­pwort (aka deadman’s fingers) (Oenanthe crocata) – contains oenant­hotoxin – a polyyne compound; Death cap (Amanita phallo­ides) – contains amatoxins (peptides that inhibit RNA polymerase II that converts DNA to mRNA)
 
Plants & fungi that are toxic & are abused for their halluc­ino­genic properties e.g., nutmeg & liberty cap (Psilocybe species)

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