2. ORGIN , HISTORY AND INTRODUCTION
• THE TERM “ALKALOID” [ALKALI-LIKE] IS COMMONLY USED TO DESIGNATE BASIC HETEROCYCLIC
NITROGENOUS COMPOUNDS OF PLANT ORGIN THAT ARE PHYSIOLOGICALLY ACTIVE
• The term alkaloid of pflanzenlkalien was coined by Meissner a German Pharmacist in 1819
• The mankind has been using alkaloid for various purposes like poisons, medicines, teas etc.
• The French scientist Derosne in 1803 isolated Narcotine
3. DISTRIBUTION IN PLANTS
1. LEAVES: TOBACCO
2. LATEX : OPIUM
3. FRUIT : BLACK PEPPER
4. ALL PARTS: DATURA
4. DISTRIBUTION AND OCCURANCE
• Rare in lower plants
• Dicots are more rich in alkaloids than monocots
• Families rich in alkaloids : APOCYNACEAE,RUBIACEAE,SOLANACEAE AND PAPAVERACEAE
5. FUNCTION IN PLANTS
• They may act as protective against insects and herbivorous due to their bitterness
and toxicity.
• Act as source of nitrogen in the case of nitrogen deficiency.
• They sometimes act as growth regulators in certain metabolic system.
• They may be utilised as a source of energy in the case of deficiency in carbon
dioxide assimilation.
• In certain cases they are final products of detoxification.
6. EFFECT OF ALAKLOID IN HUMANS
• High biological activity
• Produce varying degree of physiological and psychological responses.
• Largely interfering with neurotransmitters.
• In large dose-highly toxic or fatal
• In small dose –many have therapeutic value eg.painkillers
8. CLASSIFICATIONS
A. TRUE (TYPICAL) ALKALOIDS that are derived from amino acids and have nitrogen
in a heterocyclic ring eg. Atropine
B. PROTOALKALOIDS that are derived from amino acids and do not have nitrogen in
a heterocyclic ring eg. Ephrdrine
C. PSUEDOALKALOIDS that are not derived from amino acid but have nitrogen in a
heterocyclic ring eg. Caffeine
D. FALSE ALKALOIDS are non alkaloids give false positive reaction with alkaloidal
reagents.
9. PHYSICAL PROPERTIES
• COLOURLESS
• CRYSTALLINE SOLIDS
• INSOLUBLE IN WATER
• SOLUBLE IN ORGANIC SOLVENTS
• TASTE : BITTER
• OPTICALLY ACTIVE (MOSTLY LEAVO ROTATORY)
10. CONDITION
• Most alkaloids are crystalline
solids.
• Few alkaloids are amorphous
solids eg. Emetine
• Some are liquids that are
either (A) VOLTILE eg. Nicotine
and coniine (B) NONVOLATILE
eg.pilocarpine and hyoscine
COLOUR
• The majority of alkaloids are
colourless
• EXEPTIONS : Colchicine and
Berberine are yellow
Canadine is orange
SOLUBILITY
• Both alkaloidal bases and their salts are soluble in alcohol
• Generally the bases are soluble in organic solvents and insoluble in
water.
• Exceptions:
Bases soluble in water : caffeine ,ephedrine ,codeine
Bases insoluble or sparingly soluble in certain organic solvents : morphine
in ether
• Salts are usually soluble in water and insoluble or sparingly soluble in
organic solvents
• Exceptions:
Salt insoluble in water – quinine monosulphate
Salts soluble in organic solvents – iobeline and apotropine hydrochlorides
are soluble in chloroform.
11. CHEMICAL PROPERTIES
• In addition to carbon ,nitrogen, and hydrogen most alkaloids contains oxygen in their molecules.
• Few alkaloids are oxygen free such as nicotine and coniine.
• Due to their basic character alkaloids with acids make salts.
• Strong bases form salts with very weak acids.
• Weak bases require strong acids
• Very weak bases form unstable salts.
• Amphoteric alkaloids can form salts with both acids and alkalies
• Alkaloids showing acidic character do not form salts with acids eg. rianine
12. CHEMICAL TEST
1. WAGNERS TEST : REDDISH BROWN PERCIPITATE
2. MAYERS TEST: CREAMY PERCIPITATE WITH
TRUEALKALOIDS
3. HAGGERS TEST:YELLOW PERCIPITATE WITH
TRUEALKALOIDS
4. DRAGENDOFF TEST : REDDISH BROWN PERCIPITATE
13. .
• CHEMICAL CHARECTORS
THE UNSHARED ELECTRON PAIR ON THE NITROGEN
ATOM IS RESPONSIBLE FOR ALKALOID BASICITY
SOME ALJKALOIDS LOSE WATER MOLECULES TO
FORM THE ANHYDRO-OR APOALKALOIDS EG.
MORPHINE AND APOMORPHINE
N OR O DEMETHYLATIONS OF CERTAIN ALAKLOIDS
CAN TAKE PLACE UPON HEATING WITH MINERAL
ACIDS EG. QUININE , NARCOTINE
• EFFECT OF HEAT AND ACID ON
ALKALOID STABILITY
• HEAT: ALAKALOIDS GENERALLY DECOMPOSE ON
HEATING WHILE SOME OF THEM SUBLIME
EG.CAFFINE
• ACID: COLD CONCENTRATED ACID MAY CAUSE
DRAMATIC CHANGES IN ALKALOIDS