Alkaloids of Lycopodiumlucidulum Michx. Structure and properties of alkaloid L.23

1969 ◽  
Vol 47 (3) ◽  
pp. 449-455 ◽  
Author(s):  
W. A. Ayer ◽  
B. Altenkirk ◽  
R. H. Burnell ◽  
M. Moinas
Keyword(s):  
Absolute Configuration ◽  
Cotton Effect ◽  
Ultraviolet Spectrum ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory ◽  
Structure And Properties ◽  
The Absolute ◽  
Related Compounds ◽  
Circular Dichroic

The minor alkaloids present among the strong bases of Lycopodiumlucidulum have been reinvestigated. Manske and Marion's alkaloid L.23 has been shown to be epimeric with lycodoline at C-12 and the nitrogen. A correlation between the two alkaloids has been achieved. The presence of a σ-coupled p interaction in the ultraviolet spectrum of lycopodine, lycodoline, and related compounds is described. A Cotton effect due to this chromophore has been detected by means of circular dichroism. The optical rotatory dispersion and circular dichroic properties of lycopodine, 12-epilycopodine, lycodoline, and alkaloid L.23 are discussed in terms of the absolute configuration assigned to these alkaloids.

Optical rotatory dispersion and circular dichroism of diastereoisomers. I. The ephedrines and chloramphenicols

1969 ◽  
Vol 47 (11) ◽  
pp. 1957-1963 ◽  
Author(s):  
L. A. Mitscher ◽  
F. Kautz ◽  
J. LaPidus
Keyword(s):  
Circular Dichroism ◽  
Absorption Band ◽  
Absolute Configuration ◽  
Cotton Effect ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory ◽  
Apparent Correlation ◽  
Circular Dichroïsm ◽  
Erroneous Assignment

Optical rotatory dispersion (o.r.d.) and circular dichroism measurements are reported for all four diastereoisomers in both the ephedrine and chloramphenicol series. The Cotton effect associated with the 1Lb absorption band is a reliable guide to absolute configuration in both series whereas the 1La band is not. Circular dichroism measurements are preferred as the 1La band dominates the o.r.d. curves to such an extent that erroneous assignment is quite possible. An attempt to relate the sign and intensity of the 1Lb Cotton effect with rotamer population failed due to lack of apparent correlation.

Optical rotatory dispersion studies. XLI. The absolute configuration of plicatic acid

1967 ◽  
Vol 45 (3) ◽  
pp. 319-324 ◽  
Author(s):  
R. J. Swan ◽  
W. Klyne ◽  
H. MacLean
Keyword(s):  
Carboxylic Acid ◽  
Absolute Configuration ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory ◽  
Naturally Occurring ◽  
Dispersion Data ◽  
The Absolute

The absolute configuration of the naturally occurring lignan plicatic acid (I, 2,3,6-trihydroxy-7-methoxy-2-hydroxymethyl-4-(3′,4′-dihydroxy-5′-methoxyphenyl)-tetralin-3-carboxylic acid) is shown, by optical rotatory dispersion data, to be 2R,3S,4R.

scholarly journals The absolute configuration of cryptopleurine and tylocrebrine

1978 ◽  
Vol 31 (9) ◽  
pp. 2095 ◽  
Author(s):  
E Gellert ◽  
R Rudzats ◽  
JC Craig ◽  
SK Roy ◽  
RW Woodard
Keyword(s):  
Circular Dichroism ◽  
Absolute Configuration ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory ◽  
Circular Dichroism Spectra ◽  
The Absolute ◽  
Circular Dichroïsm

The absolute configurations of cryptopleurine and (-)-tylocrebrine have been established as R and S respectively by comparison of their optical rotatory dispersion and circular dichroism spectra with those of tylophorine.

scholarly journals Decandrinin, an unprecedented C9-spiro-fused 7,8-seco-ent-abietane from the Godavari mangrove Ceriops decandra

2014 ◽  
Vol 10 ◽  
pp. 276-281 ◽  
Author(s):  
Hui Wang ◽  
Min-Yi Li ◽  
Félix Zongwe Katele ◽  
Tirumani Satyanandamurty ◽  
Jun Wu ◽  
...  
Keyword(s):  
Quantum Chemical Calculations ◽  
Absolute Configuration ◽  
Quantum Chemical ◽  
Andhra Pradesh ◽  
Optical Rotatory Dispersion ◽  
Rotatory Dispersion ◽  
Optical Rotatory ◽  
Relative Configuration ◽  
Ceriops Decandra ◽  
The Absolute

Decandrinin (1), an unprecedented C9-spiro-fused 7,8-seco-ent-abietane, was obtained from the bark of an Indian mangrove, Ceriops decandra, collected in the estuary of Godavari, Andhra Pradesh. The constitution and the relative configuration of 1 were determined by HRMS (ESI) and extensive NMR investigations, and the absolute configuration by circular dichroism (CD) and optical-rotatory dispersion (ORD) spectroscopy in combination with quantum-chemical calculations. Decandrinin is the first 7,8-seco-ent-abietane.

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