scholarly journals Expanding the Repertoire of Spongian-16-One Derivatives in Australian Nudibranchs of the Genus Goniobranchus and Evaluation of Their Anatomical Distribution

Marine Drugs ◽  
2021 ◽  
Vol 19 (12) ◽  
pp. 680
Author(s):  
Louise C. Forster ◽  
Jack K. Clegg ◽  
Karen L. Cheney ◽  
Mary J. Garson

Extracts of the mantle and viscera of the Indo-Pacific nudibranchs Goniobranchus aureopurpureus and Goniobranchus sp. 1 afforded 11 new diterpenoids (1–11), all of which possess a tetracyclic spongian-16-one scaffold with extensive oxidation at C-6, C-7, C-11, C-12, C-13, and/or C-20. The structures and relative configuration were investigated by NMR experiments, while X-ray crystallography provided the absolute configuration of 1, including a 2′S configuration for the 2-methylbutanoate substituent located at C-7. Dissection of animal tissue revealed that the mantle and viscera tissues differed in their metabolite composition with diterpenes 1–11 present in the mantle tissue of the two nudibranch species.

2019 ◽  
Vol 21 (36) ◽  
pp. 19879-19889
Author(s):  
María Mar Quesada-Moreno ◽  
Juan Ramón Avilés-Moreno ◽  
Juan Jesús López-González ◽  
Fco. Javier Zúñiga ◽  
Dolores Santa María ◽  
...  

4aα (chiral) and 4aβ (achiral) polymorphs of 1H-benzotriazole are studied by X-ray crystallography, SSNMR, IR, Raman, VCD, and quantum chemical calculations. The absolute configuration of the supramolecular structure of 4aα polymorph is determined.


2007 ◽  
Vol 63 (3) ◽  
pp. o1128-o1130 ◽  
Author(s):  
Kathrine V. Booth ◽  
David J. Watkin ◽  
Sarah F. Jenkinson ◽  
George W. J. Fleet

The relative configuration at C-2 of 2,4-dimethyl-3,4-O-isopropylidene-L-arabinono lactone, C10H16O5, which exists in the boat form, was unequivocally established by X-ray crystallographic analysis. The absolute configuration was determined by the use of 2-C-methyl-D-ribonolactone as a starting material.


2005 ◽  
Vol 117 (15) ◽  
pp. 2302-2305 ◽  
Author(s):  
Shunsuke Kuwahara ◽  
Kazuhiro Obata ◽  
Kazuhiro Yoshida ◽  
Takatoshi Matsumoto ◽  
Nobuyuki Harada ◽  
...  

1999 ◽  
Vol 64 (12) ◽  
pp. 2019-2034 ◽  
Author(s):  
Alexander Kasal ◽  
Miloš Buděšínský ◽  
Jan Pelnař ◽  
Michael A. Bruck ◽  
Michael F. Brown

X-Ray diffraction revealed the absolute configuration of 4aβ-methyl-4a-homo-7,19-dinor- 5α,10α-androstane-3,17-dione. Detailed NMR analysis suggested that the 5α configuration existed in the starting material, 3β-acetoxy-4a-methylidene-4a-homo-7,19-dinor- 5α-androst-9-en-17-one, and related compounds. Thus 5-methyl-5β-estr-9-ene derivatives with a leaving group in position 6β were found to react with nucleophiles to form rearranged 4a-homo-7,19-dinorandrostane derivatives with a 5α configuration.


1983 ◽  
Vol 36 (5) ◽  
pp. 1037 ◽  
Author(s):  
IRC Bick ◽  
MA Hai ◽  
VA Patrick ◽  
AH White

The crystal structure of the alkaloid aristoserratine,* C20H24N2O, has been determined by single-crystal X-ray diffraction methods at 295 K, the structure being refined to a residual of 0.034 for 1107 independent 'observed' reflections. Crystals are monoclinic, P21, a 14.836(5), b 8.568(3), c 6.633(3) �, β 98.05(3)�, Z 2. The relative configuration is established and, by inference, by comparison of the circular dichroism spectrum with that of aristoteline, the absolute configuration is assigned.


2005 ◽  
Vol 44 (15) ◽  
pp. 2262-2265 ◽  
Author(s):  
Shunsuke Kuwahara ◽  
Kazuhiro Obata ◽  
Kazuhiro Yoshida ◽  
Takatoshi Matsumoto ◽  
Nobuyuki Harada ◽  
...  

2007 ◽  
Vol 72 (12) ◽  
pp. 1697-1706 ◽  
Author(s):  
Galina L. Levit ◽  
Victor P. Krasnov ◽  
Dmitriy A. Gruzdev ◽  
Alexander M. Demin ◽  
Iliya V. Bazhov ◽  
...  

The N-[(3-amino-1,2-dicarba-closo-dodecaboran-1-yl)acetyl] derivatives of α-amino acids were prepared starting from N-protected (Ac, Form, Bz, and Boc) 3-amino-1-(carboxymethyl)-o-carboranes and alkyl esters of natural α-amino acids using the carbodiimide method of coupling and removing the ester groups. All the amides obtained were diastereoisomeric mixtures. Some diastereoisomers were separated and the assignment of the absolute configuration of aminocarborane fragments was performed by X-ray crystallography.


2007 ◽  
Vol 63 (3) ◽  
pp. o1409-o1411
Author(s):  
Michela Simone ◽  
George W. J. Fleet ◽  
Richard Bream ◽  
David J. Watkin

The relative configuration of the title compound, C9H14NO5, formed by catalytic hydrogenation of an azidolactone, has been established by X-ray crystallographic analysis. The absolute configuration was determined by the use of 2,3-O-isopropylidene-L-lyxono-1,4-lactone as the carbohydrate starting material.


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