TL;DR: The properties of proteins shown by the experiments seem to be in accord with the view that the protein monolayer is a two-dimensional network held together by strong elastic springs and are not in accordwith a structure consisting of polypeptide chains, but the structure of the globular proteins explains many of their striking characteristics.
Abstract: WE have naturally followed with much interest recent developments in the ‘cyclol’ hypothesis and the structure of the globular proteins1; but among other things we find difficulty in correlating the following two statements, presumably arrived at by applying the same theory to the same facts: (1) “The properties of proteins shown by our experiments seem to be in accord with the view that the protein monolayer is a two-dimensional network held together by strong elastic springs and are not in accord with a structure consisting of polypeptide chains” 2; (2) “This we interpret to mean that, in the formation of monolayers, some or all of the cyclol bonds are opened, few or none of the peptide links being broken, so that protein monolayers consist of polypeptide chains partially or wholly decyclized. This type of structure explains many of their striking characteristics: for example, viscosity, elasticity, etc.”3
TL;DR: In this paper, a stereospecific synthesis of ergotamine is described, which confirms the postulated formula containing a cyclol structure, and the previously unknown configurations at the asymmetric centers C-2′ and C-12′.
Abstract: A stereospecific synthesis of ergotamine is described which confirms the postulated formula containing a cyclol structure. During this work it was also possible to determine the previously unknown configurations at the asymmetric centers C-2′ and C-12′.
TL;DR: In this paper, it was shown that N-(α- or β-hydroxyacyl)-lactams can exist in an equilibrium with two tautomeric forms, the so-called cyclol and a large membered ring form.
TL;DR: The structure of cannabicyclol has been elucidated by X-ray analysis of its dibromo-derivative as discussed by the authors, which was solved by the heavy atom procedure and refined to R= 7·6%.
Abstract: The pyrano[2,3-c]acridine alkaloid acronycine (2) and its [2,3-b] isomer (6) have been synthesised via pyridinecatalysed condensation of 1,3-dihydroxyacridone with 4,4-dimethoxy-2-methylbutan-2-ol: mono- and bis-prenylogues have been prepared similarly by aldehyde condensations. The 3-(4-methylpent-3-enyl)pyrano[2,3-c]acridone (9) cyclises further to give products with one (14) or two [(13) and (37)] further rings. The acridone anils (15) and (16) have also been encountered.The structure of cannabicyclol (the ‘type’ structure of the ‘cyclol’ system) has been elucidated by X-ray analysis of its dibromo-derivative. Dibromocannabicyclol formed triclinic crystals with petroleum of crysallisation, space group P, a= 9·14(3), b= 10·20(3), c= 15·51(4)A, α= 112·9(4), β= 87·2(6), γ= 116·0(4)°, Z= 2. By using 2383 observed reflections the structure was solved by the heavy atom procedure and refined to R= 7·6%. In the light of the results, the structures of the carbazole alkaloids bicyclomahanimbine and bicyclomahanimbicine were revised to the 11,12-methanocyclopenta[5,6]pyrano[3,2-a]carbazole systems (35) and (36). Acid-catalysed cyclisation of (±)-mahanimbine (25) yields cyclomahanimbine (27) and its isomer (29): revision of structure (28) for curryanin to (27) is proposed.