TROPANE ALKALOIDS

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TROPANE ALKALOIDS:

TROPANE ALKALOIDS DR. NAUREEN SHEHZADI DEPARTMENT OF PHARMACEUTICAL SCIENCES, FACULTY OF PHARMACY, SUPERIOR UNIVERSITY

TROPANE RING:

TROPANE RING Tropane is a bicyclic amine that has a Pyrrolidine and a Piperidine ring sharing a common nitrogen atom and 2 carbon atoms. It is the common structural element of all Tropane alkaloids

PRECURSOR COMPOUNDS:

PRECURSOR COMPOUNDS Ornithine Phenyl alanine Tropane does not occur naturally in free form rather it is found as part of esters in plant species. Esters of Tropane are generally secondary metabolites of these plants. Almost all of the Tropane based pharmaceuticals are natural or semi-synthetic esters.

TROPANE ALKALOIDS:

TROPANE ALKALOIDS

IMPORTANCE OF TROPANE ALKALOIDS:

IMPORTANCE OF TROPANE ALKALOIDS Tropane derivatives are among the economically most important pharmaceuticals ( Rates 2001 ; Raskin 2002). Various pharmaceutical industries are manufacturing over 20 active Pharmaceutical ingredients ( APIs) containing the Tropane moiety in their structures; they are applied as Mydriatic (atropine, homatropine), Anti-emetics (scopolamine), Anti-spasmodics , Anesthetics (cocaine), and Bronchodilators (Ipratropium, tiotropium) (Grynkiewicz and Gadzikowska , 2008).

MEDICINAL USES:

MEDICINAL USES ATROPINE In ophthalmology, used to produce Mydriasis and cycloplegia prior to refraction. Treatment of spastic disorders of GI and lower urinary tract. Narcotic Used to suppress respiratory secretions prior to surgery As an antidote to organophosphate poisoning SCOPOLAMINE In obstetrics, with morphine to produce amnesia and sedation (more effect on CNS compared to atropine) Prevention of motion sickness

PHARMACOLOGY:

PHARMACOLOGY Competitive antagonist for the muscarinic receptor . Competes with acetylcholine for the binding site on the muscarinic receptor.

REPRESENTATIVE MEDICINAL PLANTS:

REPRESENTATIVE MEDICINAL PLANTS Belladonna Hyoscyamus Stramonium

BELLADONNA :

BELLADONNA

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BOTANICAL ORIGIN Atropa belladonna FAMILY Solanaceae SYNONYM Black cherry, Devil’s herb, deadly nightshade PART USED Dried leaves CHEMICAL CONSTITUENTS Solanaceous alkaloids e.g. Atropine Scopolamine Hyoscyamine

HYOSCYAMUS :

HYOSCYAMUS

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BOTANICAL ORIGIN Hyoscyamus niger FAMILY Solanaceae SYNONYM Hog’s bane PART USED Fresh and dried leaves, branching tops and branched seeds CHEMICAL CONSTITUENTS Solanaceous alkaloids e.g. Atropine Hyoscyamine Scopolamine

STRAMONIUM:

STRAMONIUM

PowerPoint Presentation:

BOTANICAL ORIGIN Datura stammonium FAMILY Solanaceae SYNONYM Thorne apple, Devil’s apple PART USED Dried leaves and seeds CHEMICAL CONSTITUENTS Solanaceous alkaloids e.g. Atropine Hyoscyamine Also contain potassium nitrate in the leaves

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