Pigments of Fungi. XLVII. Cardinalic Acid, a New Anthraquinone Carboxylic Acid from the New Zealand Toadstool Dermocybe cardinalis and the Synthesis and X-Ray Crystal Structure of Methyl 1,7,8-Tri-O-methylcardinalate

1998 ◽  
Vol 51 (3) ◽  
pp. 213 ◽  
Author(s):  
Melvyn Gill ◽  
Peter M. Morgan ◽  
Jin Yu ◽  
Jonathan M. White

Cardinalic acid (1,7,8-trihydroxy-6-methoxy-3-methyl-9,10-dioxoanthracene-2-carboxylic acid) (4) and the known anthraquinone carboxylic acids endocrocin (1), dermolutein (2) and cinnalutein (3) have been isolated from the New Zealand toadstool Dermocybe cardinalis. Methyl 1,7,8-tri-O-methylcardinalate (5) has been prepared both by permethylation of the natural product (4) and from 2,6-dichloro-1,4-benzoquinone by two consecutive regioselective Diels–Alder cycloaddition reactions. A single-crystal X-ray structure analysis of the ester (5) corroborates the structure of the natural product (4) and confirms the outcome of both cycloaddition reactions.

1998 ◽  
Vol 51 (5) ◽  
pp. 347 ◽  
Author(s):  
Melvyn Gill ◽  
Malcolm S. Buchanan ◽  
Peter J. Steel ◽  
Nives M. Milanovic ◽  
Somphone Phonh-Axa

Clavorubin (1,5,6,8-tetrahydroxy-3-methyl-9,10-dioxoanthracene-2-carboxylic acid) (1), previously known only from the ascomycetious rye fungus Claviceps purpurea (‘ergot’), has been isolated from the fruit bodies of two Australasian basidiomycetes belonging to the genus Cortinarius and characterized by spectroscopic and chemical methods. A single-crystal X-ray structure analysis of the methyl ester (4) of 6-O-methylclavorubin establishes unequivocally, for the first time, the structure of the natural product.


Molecules ◽  
2017 ◽  
Vol 22 (7) ◽  
pp. 1182 ◽  
Author(s):  
Ji-Hun An ◽  
Alice Kiyonga ◽  
Woojin Yoon ◽  
Hyung Ryu ◽  
Jae-Sun Kim ◽  
...  

ChemInform ◽  
1987 ◽  
Vol 18 (22) ◽  
Author(s):  
G. ADMIRAAL ◽  
J. L. VAN DER VEER ◽  
R. A. G. DE GRAAFF ◽  
J. H. J. DEN HARTOG ◽  
J. REEDIJK

1998 ◽  
Vol 51 (9) ◽  
pp. 867 ◽  
Author(s):  
Daniel E. Lynch ◽  
Lisa C. Thomas ◽  
Graham Smith ◽  
Karl A. Byriel ◽  
Colin H. L. Kennard

The crystal structure of the 1 : 1 adduct of N-methylaniline with 5-nitrofuran-2-carboxylic acid has been determined by single-crystal X-ray diffraction. Crystals are monoclinic, space group P21/c with Z 4 in a cell of dimensions a 8·467(5), b 6·106(2), c 23·95(1) Å, β 94·48(3)°. The molecules associate in a tetrameric, proton-transfer formation which has potential as a new supramolecular synthon.


2005 ◽  
Vol 60 (5) ◽  
pp. 569-571 ◽  
Author(s):  
Ali Ramazani ◽  
Ali Morsali ◽  
Bijan Ganjeie ◽  
Ali Reza Kazemizadeh ◽  
Ebrahim Ahmadi ◽  
...  

Selenourea reacts with dialkyl acetylenedicarboxylates under solvent-free conditions to form 1:1 adducts, which undergo a cyclization reaction to produce alkyl Z-2-(2-amino-4-oxo-1,3-selenazol- 5(4H)-ylidene)acetates, in good yields. The stereochemistry of the ethyl Z-2-(2-amino-4-oxo-1,3- selenazol-5(4H)-ylidene)acetate was established by X-ray single crystal structure analysis. The reaction is completely stereoselective.


1993 ◽  
Vol 48 (7) ◽  
pp. 961-964 ◽  
Author(s):  
Otto Kumberger ◽  
Jürgen Riede ◽  
Hubert Schmidbaur

A discrete zinc bis[orotate(1—)] complex of the composition Zn(OrH)2·8 H2O has been isolated and characterized by a single-crystal X-ray structure analysis. The crystals are monoclinic, space group P21/c (No. 14), Z = 2, a = 10.884(2), b = 12.896(1), c = 6.954(1) Å, β = 98.27(1)°. The crystal lattice features hexaquo complexes of zinc, the Zn(H2O)62+ cations being associated with two hydrated OrH- ions only through hydrogen bonds. The results are relevant for applications of zinc orotates in medical treatment.


Author(s):  
H. J. Berthold ◽  
E. Vonholdt ◽  
R. Wartchow ◽  
T. Vogt

AbstractNHA single crystal structure analysis of NThe deuterated compound NThe structures of the ordered low temperature phases will be reported separately.


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