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 ◽  
...  

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.

1969 ◽  
Vol 47 (3) ◽  
pp. 449-455 ◽  
Author(s):  
W. A. Ayer ◽  
B. Altenkirk ◽  
R. H. Burnell ◽  
M. Moinas

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.


1967 ◽  
Vol 45 (3) ◽  
pp. 319-324 ◽  
Author(s):  
R. J. Swan ◽  
W. Klyne ◽  
H. MacLean

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.


1978 ◽  
Vol 31 (9) ◽  
pp. 2095 ◽  
Author(s):  
E Gellert ◽  
R Rudzats ◽  
JC Craig ◽  
SK Roy ◽  
RW Woodard

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.


Molecules ◽  
2019 ◽  
Vol 24 (17) ◽  
pp. 3022 ◽  
Author(s):  
Ernesto Santoro ◽  
Giuseppe Mazzeo ◽  
Giulia Marsico ◽  
Marco Masi ◽  
Giovanna Longhi ◽  
...  

Radicinin and cochliotoxin (1 and 2) two phytotoxic pyranpyran-4,5-diones were isolated together with their close metabolites 3-epi-radicinin, radicinol, and its 3-epimer (3–5), from the culture filtrates of Cochliobolus australiensis, a fungus proposed as mycoherbcide for biocontrol of buffelgrass, a very noxious and dangerous weed. The absolute configuration of cochliotoxin was determined by chiroptical Optical Rotatory Dispersion (ORD), Electronic Circular Dichroism (ECD), and Vibrational Circular Dichroism (VCD)) and computational methods. The same methods were used to confirm that of radicinin, radicinol and their 3-epimers, previously determined with chemical, spectroscopic and ECD methods.


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