Fraenkel-Conrat, H

2018-09-13T15:55:20Z

2018-09-13T15:55:20Z

1936

The Solanaceae probably are the only family including species of very poisonous nature and others which are generally used as food plants. I need only mention those few names: Atropa belladonna (The deadly Nightshade), Hyoscyamus niger (The Henbane), and on the other hand Solanum lycopersicum (The Tomato) and Solanum tuberosum (.The Potato) . -Here I shall confine myself to the gem Solanum. It is now generally known that even Solanum tuberosum contains a toxic Alkaloid and we have learned how to avoid the danger of poisoning. A short survey of the history of the potato in Europe however will show us that that has not always been so.

Solanocapsine and solanocapsidine, the alkaloids of Solanum pseudocapsicum have been investigated. Solanocapsine appears to have the empirical formula C₂₅H₄₀O₄N₂. On selenium dehydrogenation it yields methylcyclopentenophenanthrene (Diels' hydrocarbon); from this the fundamental similarity of its carbon skeleton to that of the sterols is inferred.

Solanocapsidine is shown to have the empirical formula C₂₅H₄₂O₂N₂. In addition to a tertiary hydroxyl group it contains an amino- and an imino group. Two of these three groups are so situated in the molecule that they yield a condensation product with acetone. The second oxygen atom of solanocapsidine is probably present in the form of an ether linkage. Several derivatives and oxydation products have been obtained and analysed.

http://hdl.handle.net/1842/32210

The University of Edinburgh

Annexe Thesis Digitisation Project 2018 Block 20

Alkaloids of solanum pseudocapsicum

Thesis or Dissertation

Doctoral

PhD Doctor of Philosophy