2-Hydroxyvirensic Acid, a New Depsidone from the Lichen Sulcaria sulcata.

2000 ◽  
Vol 53 (3) ◽  
pp. 233 ◽  
Author(s):  
John A. Elix ◽  
Judith H. Wardlaw ◽  
Walter Obermayer

The new depsidone 2-hydroxyvirensic acid (4-formyl-2,3,8-trihydroxy-1,6,9-trimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid) (6) has been isolated from a chemical race of the lichen Sulcaria sulcataand the structure (6) deduced from a combination of spectroscopic data.


2018 ◽  
Vol 13 (1) ◽  
pp. 1934578X1801300 ◽  
Author(s):  
Zhong Wang ◽  
Peng Fan ◽  
Tong-Dan Xue ◽  
Lin-Lin Meng ◽  
Wen-Bin Gao ◽  
...  

Two new isocoumarin derivatives, 6,8-dihydroxy-7-methyl-1-oxo-1H-isochromene-3-carboxylic acid (1) and 6,8-dihydroxy-3-methoxy-3,7- dimethyl-isochroman-1-one (2), together with five known compounds (3-7), were isolated from the endophytic fungus Pestalotiopsis coffeae derived from the Chinese plant fishtail palm. The structures of these compounds were determined mainly by analysis of their NMR spectroscopic data. The structure of compound 2 was further confirmed by X-ray diffraction.



2017 ◽  
Vol 13 (2) ◽  
pp. 5977-5988
Author(s):  
Amira A. El-Sayed ◽  
Maher A ◽  
El- Hashash ◽  
Sameh A. Rizk

Oxirane ring containing the carboxylic group in the α,β-position are useful intermediates in the synthesis of biologically active compounds. Epoxidation of 4-(4-acetylamino and/or bromophenyl)-4-oxo-but-2-enoic acids via ultrasound condition afforded α-oxirane carboxylic acid followed by regioselective diastereomeric adducts of camphor. The steric factor plays an important role in regioselectivity. Formation of oxirane and furan derivatives via ultrasonic condition was considered as key steps for synthesis of some important heterocyclic compounds. The structure of new synthesized compounds 2-9a,b were elucidated by elemental analysis and spectroscopic data. The antibacterial activity for the synthesized compounds was evaluated.



2002 ◽  
Vol 55 (8) ◽  
pp. 505 ◽  
Author(s):  
J. A. Elix ◽  
L. Xing-Wang ◽  
J. H. Wardlaw

The new depsidone subvirensic acid (4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]di-oxepin-7-carboxylic acid) (7) has been isolated from the lichen Flavoparmelia haysomii and the structure deduced from a combination of spectroscopic data.



2019 ◽  
Vol 10 (1) ◽  
pp. 57-63
Author(s):  
Tawassl Tajelsir Hassan Hajalsiddig ◽  
Ahmed Elsadig Mohammed Saeed

A synthesis of substituted quinolines has been achieved by the Doebner reaction which is a three component coupling of arylaldehyde, p-amino-acetophenone and phenyl pyruvic acid. The products of 2,3-diary-6-acetyl-quinoline-4-carboxylic acids were obtained by Claisen Schmidt condensation reaction with aldehydes in the presence of sodium hydroxide in order to give the corresponding α,β-unsaturated carbonyls. The substituted α,β-unsaturated carbonyls were condensed with urea, thiourea, hydrazine, phenyl hydrazine, semicarbazide hydrochloride and ethanolamine to synthesized 2-pyrimidinone, 2-pyrimidinethion, pyrazoline-1-phenyl, pyrazoline, pyrazoline-1-carboxamide and 1,4-oxazepines derivatives, respectively, with good yields. The purity and identities of products were elucidated through thin layer chromatography (TLC), melting point and spectroscopic data (IR, 1H NMR, 13C NMR and LC-Mass).



2002 ◽  
Vol 55 (10) ◽  
pp. 632 ◽  
Author(s):  
S. Shrestha ◽  
M. D. Manandhar ◽  
J. A. Elix

The new aliphatic acid (+)-myelochroic acid [2-(15-acetoxypentadecyl)-4-methylidene-5-oxo-2,5-tetrahydrofuran-3-carboxylic acid] (1) has been isolated from the lichen Myelochroa rhytidodes and the structure (1) deduced from a combination of spectroscopic data.



2000 ◽  
Vol 53 (9) ◽  
pp. 813 ◽  
Author(s):  
John A. Elix ◽  
Judith H. Wardlaw ◽  
Klaus Kalb

The new depsidone subpsoromic acid (4-formyl-3-hydroxy-8-methoxy-1-methyl-11-oxo-11H-dibenzo[b,e]-[1,4]dioxepin-6-carboxylic acid) (6) has been isolated from the lichen Ocellularia praestans and the structure (6) deduced from a combination of spectroscopic data.



2003 ◽  
Vol 56 (4) ◽  
pp. 315 ◽  
Author(s):  
John A. Elix ◽  
Klaus Kalb ◽  
Judith H. Wardlaw

Two new β-orcinol depsidones, neotricone (4,10-dihydroxy-5,8-dimethyl-3,7-dioxo-1,3-dihydro-7H-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carboxylic acid) (2) and norperistictic acid (1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-1,3-dihydro-7H-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carboxylic acid) (4) have been identified in the lichens Phaeographis syngraphizans and P. neotricosa. The structure of the new depsidones followed from a combination of partial syntheses, chromatographic comparisons, and spectroscopic data.



1997 ◽  
Vol 50 (7) ◽  
pp. 763 ◽  
Author(s):  
John A. Elix ◽  
Judith H. Wardlaw ◽  
Isao Yoshimura

The depsidones sublobaric acid (8-hydroxy-3-methoxy-11-oxo-1-propanoyl-6-pentyl-11H-dibenzo[b,e][1,4]- dioxepin-7-carboxylic acid) (6) and oxolobaric acid (1-(1′,4′-dioxopentyl)-8-hydroxy-3-methoxy-11-oxo-6-pentyl-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid) (7) have been isolated from the lichenAnzia hypoleucoides together with atranorin, chloroatranorin, divaricatic acid and lobaric acid (1). The structure of compounds (6) and (7) followed from a combination of spectroscopic data.



2011 ◽  
Vol 6 (9) ◽  
pp. 1934578X1100600
Author(s):  
Keisham Sarjit Singh ◽  
Werner Kaminsky

Ethyl acetate extract of the sponge Ircinia sp., collected by SCUBA divers off the coast of southern India, contained a cholest-based sterol of insignificant antimicrobial activity, with one carboxylic acid side chain (3α, 7β-dihydroxy-5β-cholan-24-oic acid, DCA). The structure of the compound was determined by spectroscopic data and single crystal X-ray diffraction studies. DCA crystallizes in the tetragonal space group P41212, chirality documented by solution optical rotation [α]D = +67.4° ( c 0.16, CHCl3).



Molecules ◽  
2019 ◽  
Vol 24 (9) ◽  
pp. 1709 ◽  
Author(s):  
Marina DellaGreca ◽  
Gaetano De Tommaso ◽  
Maria Michela Salvatore ◽  
Rosario Nicoletti ◽  
Andrea Becchimanzi ◽  
...  

In the course of investigations on the complex phenomenon of bee decline, Aspergillus flavus was isolated from the haemocoel of worker bees. Observations on the metabolomic profile of this strain showed kojic acid to be the dominant product in cultures on Czapek-Dox broth. However, an accurate review of papers documenting secondary metabolite production in A. flavus also showed that an isomer of kojic acid, identified as 5-(hydroxymethyl)-furan-3-carboxylic acid and named flufuran is reported from this species. The spectroscopic data of kojic acid were almost identical to those reported in the literature for flufuran. This motivated a comparative study of commercial kojic acid and 5-(hydroxymethyl)-furan-3-carboxylic acid, highlighting some differences, for example in the 13C-NMR and UV spectra for the two compounds, indicating that misidentification of the kojic acid as 5-(hydroxymethyl)-furan-3-carboxylic acid has occurred in the past.



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