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Tropane alkaloids

Tropane alkaloids. 1- Solanaceous Tropane Alkaloids. Occurrence: Atropa, Datura, Hyoscyamus, Duboisia spp. Main Alkaloids are: 1- Atropine. 2- Hyoscyamine. 3. Hyoscine (Scopolamine). Hyoscyamine is the major natural alkaloid with negative optical rotation ( l - form).

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Tropane alkaloids

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  1. Tropane alkaloids

  2. 1- Solanaceous Tropane Alkaloids • Occurrence: Atropa, Datura, Hyoscyamus, Duboisia spp. • Main Alkaloids are: 1- Atropine. 2- Hyoscyamine. 3. Hyoscine (Scopolamine).

  3. Hyoscyamine is the major natural alkaloid with negative optical rotation (l- form). During extraction hyoscyamine racemizes to the optically inactive dl Atropine. Both alkaloids composed of tropine base and tropic acid. Hyoscyamine

  4. Hyoscine (Scopolamine) • Hyoscine is an ester of l-tropic acid with scopoline base. • Hyoscine is a syrupy liquid. Hyoscine

  5. Vitali-Morin’s test: Solid alkaloid + fuming HNO3 → Evaporate to dryness, dissolve residue in acetoVitali-Morin’s test: Solid alkaloid + fuming HNO3 → Evaporate to dryness, dissolve residue in acetone, add methanolic solution of KOH → Violet colour. P-dimethylaminobenzaldehyde: Alkaloid + reagent in porcelain dish and heat on boiling water path → Intense Red Colour → Cherry Red after cooling. Gerrard’s test: Alkaloid + 2% HgCl2 in 50% Ethanol → Red colour Atropine Red after warming Hyoscyamine White ppt Hyoscine

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