Luciduline: a unique type of Lycopodium alkaloid

1968 ◽  
Vol 46 (23) ◽  
pp. 3631-3642 ◽  
Author(s):  
W. A. Ayer ◽  
N. Masaki ◽  
D. S. Nkunika

The isolation and determination of the structure of luciduline, C13H21ON, an alkaloid present among the weak bases of Lycopodium lucidulum Michx, is described. Chemical and physical evidence which suggests structure 9 for luciduline is presented. An X-ray diffraction study on O-p -bromobenzoyl-dihydroluciduline confirmed this hypothesis and defined the stereochemistry of the methyl group at C-8. The complete structure of luciduline, including absolute configuration, is thus represented by 1. A possible mode of biosynthesis of luciduline, which is a new type of Lycopodium alkaloid, is discussed. The mass spectra of luciduline and some of its derivatives are interpreted in terms of structure 1.

1979 ◽  
Vol 57 (13) ◽  
pp. 1691-1693 ◽  
Author(s):  
Jean-Claude Braekman ◽  
Claude Hootele ◽  
Noah Miller ◽  
Jean-Paul Declercq ◽  
Gabriel Germain ◽  
...  

The isolation of the novel pentacyclic base megastachine (1), representative of a new type of Lycopodium alkaloid, is reported. Its structure has been determined by X-ray diffraction analysis.


The Copley Medal is awarded to Sir Lawrence Bragg, O.B.E., M.C., F.R.S. Bragg’s career has precisely coincided with the growth of a major field of science—the X-ray diffraction analysis of crystal structures. This had its beginning in his own early researches, and he has throughout played a principal role by his leadership at a series of laboratories, at Manchester, at the National Physical Laboratory, at Cambridge and at the Royal Institution, and in many other ways. He was the first to determine the atomic arrangement in a crystal (sodium chloride), and this work marked the introduction of a technique which has since been successfully applied to increasingly complicated molecules, culminating in the complete structure determination of the protein lysozyme at the Royal Institution a year before his retirement. Bragg has been prominent in the development of methods, beginning with the Law named after him; he also pioneered or encouraged the application of these methods in several fields—ionic crystals, elementary oxides, silicates, metals and proteins. The striking characteristic of Bragg as a scientist has been his direct and simple approach to complicated physical situations; his solutions of problems have a lucidity and simplicity which, in retrospect, make one forget how baffling they often seemed in advance.


The Copley Medal is awarded to Sir Lawrence Bragg, O. B. E., M. C., F. R. S. Bragg’s career has precisely coincided with the growth of a major field of science─the X-ray diffraction analysis of crystal structures. This had its beginning in his own early researches, and he has throughout played a principal role by his leadership at a series of laboratories, at Manchester, at the National Physical Laboratory, at Cambridge and at the Royal Institution, and in many other ways. He was the first to determine the atomic arrangement in a crystal (sodium chloride), and this work marked the introduction of a technique which has since been successfully applied to increasingly complicated molecules, culminating in the complete structure determination of the protein lysozyme at the Royal Institution a year before his retirement. Bragg has been prominent in the development of methods, beginning with the Law named after him; he also pioneered or encouraged the application of these methods in several fields—ionic crystals, elementary oxides, silicates, metals and proteins. The striking characteristic of Bragg as a scientist has been his direct and simple approach to complicated physical situations; his solutions of problems have a lucidity and simplicity which, in retrospect, make one forget how baffling they often seemed in advance.


1987 ◽  
Vol 52 (10) ◽  
pp. 2508-2520 ◽  
Author(s):  
Jozef Gonda ◽  
Pavol Kristian ◽  
Ján Imrich

Reaction of 2-bromomethylphenyl isothiocyanates with triphenylphosphine afforded triphenyl-(2-isothiocyanatobenzyl)phosphonium salts. Their reaction with bases liberated the corresponding carbanions which on intramolecular addition to the N=C=S group gave substituted 3-triphenylphosphoniumindolyl-2-thiolates. These compounds did not react in the Wittig reaction but underwent electrophilic reactions on the sulfur atom or on the indol nitrogen atom. According to a detailed analysis of 1H, 13C, 31P NMR and mass spectra, the indole derivatives exist predominantly in the betaine form. X-Ray diffraction analysis of the unsubstituted betaine, 3-triphenylphosphoniumindolyl-2-thiolate, agrees well with the spectral results.


1988 ◽  
Vol 53 (8) ◽  
pp. 1761-1769 ◽  
Author(s):  
Jozef Gonda ◽  
Pavol Kristian

2-Bromomethylphenyl isothiocyanate (I) reacts with pyridines to give 2-isothiocyanatobenzylpyridinium bromides II. Deprotonation of these compounds with sodium ethoxide in ethanol of sodium hydride in dimethyl sulfoxide afforded novel type of functionalized indoles, 3-pyridiniumindolyl-2-thiolates. Reaction of II with KOH or KCN gave products of addition to the NCS group VII and VIII, respectively. Structure of the obtained compounds was proven by IR, 1H NMR, 13C NMR, and mass spectra and was confirmed by X-ray diffraction analysis of 3-pyridiniumindolyl-2-thiolate.


Author(s):  
R. J. Narconis ◽  
G. L. Johnson

Analysis of the constituents of renal and biliary calculi may be of help in the management of patients with calculous disease. Several methods of analysis are available for identifying these constituents. Most common are chemical methods, optical crystallography, x-ray diffraction, and infrared spectroscopy. The application of a SEM with x-ray analysis capabilities should be considered as an additional alternative.A scanning electron microscope equipped with an x-ray “mapping” attachment offers an additional dimension in its ability to locate elemental constituents geographically, and thus, provide a clue in determination of possible metabolic etiology in calculus formation. The ability of this method to give an undisturbed view of adjacent layers of elements in their natural state is of advantage in determining the sequence of formation of subsequent layers of chemical constituents.


Author(s):  
Süheyla Özbey ◽  
F. B. Kaynak ◽  
M. Toğrul ◽  
N. Demirel ◽  
H. Hoşgören

AbstractA new type of inclusion complex, S(–)-1 phenyl ethyl ammonium percholorate complex of R-(–)-2-ethyl - N - benzyl - 4, 7, 10, 13 - tetraoxa -1- azacyclopentadecane, has been prepared and studied by NMR, IR and single crystal X-ray diffraction techniques. The compound crystallizes in space group


2009 ◽  
Vol 59 (12) ◽  
Author(s):  
Mihaela Flondor ◽  
Ioan Rosca ◽  
Doina Sibiescu ◽  
Mihaela-Aurelia Vizitiu ◽  
Daniel-Mircea Sutiman ◽  
...  

In this paper the synthesis and the study of some complex compounds of Fe(III) with ligands derived from: 2-(4-chloro-phenylsulfanyl)-1-(2-hydroxy-3,5-diiodo-phenyl)-ethanone (HL1), 1-(3,5-dibromo-2-hydroxy-phenyl)-2-phenylsulfanyl-ethanone(HL2), and 2-(4-chloro-phenylsulfanyl)-1-(3,5-dibromo-2-hydroxy-phenyl)-ethanone (HL3) is presented. The characterization of these complexes is based on method as: the elemental chemical analysis, IR and ESR spectroscopy, M�ssbauer, the thermogravimetric analysis and X-ray diffraction. Study of the IR and chemical analysis has evidenced that the precipitates form are a complexes and the combination ratio of M:L is 1:2. The central atoms of Fe(III) presented paramagnetic properties and a octaedric hybridization. Starting from this precipitation reactions, a method for the gravimetric determination of Fe(III) with this organic ligands has been possible. Based on the experimental data on literature indications, the structural formulae of the complex compounds are assigned.


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