Three New Benzoic Acid Derivatives from the Glandular Excretion of Eriodictyon sessilifolium (Hydrophyllaceae)

1988 ◽  
Vol 43 (5-6) ◽  
pp. 337-340 ◽  
Author(s):  
Francisco J. Arriaga-Giner ◽  
Eckhard Wollenweber ◽  
Ingrid Schober ◽  
George Yatskievych
Keyword(s):  
Natural Products ◽  
Carboxylic Acid ◽  
Methyl Ester ◽  
Benzoic Acid ◽  
Glandular Trichomes ◽  
Acid Methyl Ester ◽  
Spectroscopic Methods ◽  
Flavonoid Aglycones ◽  
Benzoic Acid Derivatives ◽  
Acid Methyl

Eriodictyon sessilifolium, an endemic Hydrophyllaceae of Baja California (Mexico), has been studied for the natural products exuded by glandular trichomes covering its leaves and stems. Major components of this exudate were isolated and identified by spectroscopic methods to be 4-hydroxy-3-(2,3-dihydroxy-3-methylbutyl)-benzoic acid methyl ester (1), the natural methyl ester of anodendroic acid (2), and 2,2-dimethyl-3-hydroxychroman-6-carboxylic acid methyl ester (3). Possible biosynthetic relations between these new natural products are considered. In addition, 9 known flavonoid aglycones were identified as exudate constituents.

Derivate des Benzo[1.3]dioxols, 431 Über Benzo [1.3] dioxolcarbonsäuren / Derivatives of 1,3-Benzodioxoles, 43 1,3-Benzodioxolecarboxylic Acids

1978 ◽  
Vol 33 (7-8) ◽  
pp. 465-471
Author(s):  
Franz Daliacker ◽  
Volker Mues ◽  
In-O Kim
Keyword(s):  
Carboxylic Acid ◽  
Methyl Ester ◽  
Benzoic Acid ◽  
Myristic Acid ◽  
Good Yield ◽  
Acid Ester ◽  
Acid Methyl Ester ◽  
Acid Methyl ◽  
Derivatives Of

Abstract We describe the possibilities of formation and preparation of the “natural” 1,3-benzodioxolecarboxylic acids 1, 2, 4, 6 b, and 7, already mentioned in literature. Myristic acid (3e) was prepared in good yield from 3-methoxy-4,5-dihydroxy-benzoic acid ester (3c) , which could be easily made from 3-methoxy-2,3-carbonyldioxy-benzoic acid methylester (3b). Myristicic acid methylester (3d) could be subjected to methylation and hydrolysis leading to 3e without any difficulties. 4.6-dimethoxy-1,3-benzodioxole-5-carboxylic acid (5b) was prepared in good yields by oxidation of 4,6-dimethoxy-1,3-benzodioxole-5-aldehyde (5a). 5.7-dimethoxy-1,3-benzodioxole-carboxylic acid (13f), one of the “unnatural” 1,3-benzodioxolecarboxylic acids, derivatives of o-ipiperonylic acid (8), was prepared from 5-amino-7-methoxy-1,3- benzodioxole-4carboxylic acid methyl ester (13b) by diazotisation, elimination of nitrogen, methylation, and hydrolysis. A comparison of our measured pkA-values showed the strongest acidity belonging to 5,6-dimethoxy-1,3-benzodioxole-4-carbocylic acid (11).

scholarly journals Thermodynamic Properties of Three Pyridine Carboxylic Acid Methyl Ester Isomers

2007 ◽  
Vol 52 (2) ◽  
pp. 580-585 ◽  
Author(s):  
Maria D. M. C. Ribeiro da Silva ◽  
Vera L. S. Freitas ◽  
Luís M. N. B. F. Santos ◽  
Michal Fulem ◽  
M. J. Sottomayor ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Methyl Ester ◽  
Thermodynamic Properties ◽  
Acid Methyl Ester ◽  
Pyridine Carboxylic Acid ◽  
Acid Methyl ◽  
Pyridine Carboxylic

3β-(4-Ethyl-3-iodophenyl)nortropane-2β- carboxylic Acid Methyl Ester as a High-Affinity Selective Ligand for the Serotonin Transporter

1997 ◽  
Vol 40 (24) ◽  
pp. 3861-3864 ◽  
Author(s):  
Bruce E. Blough ◽  
Philip Abraham ◽  
Andrew C. Mills ◽  
Anita H. Lewin ◽  
John W. Boja ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Methyl Ester ◽  
Serotonin Transporter ◽  
Acid Methyl Ester ◽  
High Affinity ◽  
Acid Methyl ◽  
Selective Ligand

scholarly journals Natural Products from Scorzonera aristata (Asteraceae)

2010 ◽  
Vol 5 (5) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Manuela Jehle ◽  
Johanna Bano ◽  
Ernst P. Ellmerer ◽  
Christian Zidorn
Keyword(s):  
Natural Products ◽  
Methyl Ester ◽  
Chlorogenic Acid ◽  
Caffeic Acid ◽  
Acid Methyl Ester ◽  
Quinic Acid ◽  
The South ◽  
Caffeic Acid Derivatives ◽  
Aerial Parts ◽  
Acid Methyl

The aerial parts of Scorzonera aristata Ramond ex DC., collected in the South Tyrolean Dolomites, yielded the flavonoids quercetin 3- O-glucoside, rutin, and isoorientin, and the caffeic acid derivatives chlorogenic acid, 4,5-dicaffeoyl quinic acid, and 3,5-dicaffeoyl quinic acid. Sub-aerial parts contained caffeic acid methyl ester, 3,5-dicaffeoyl quinic acid, and the triterpenes 3α-hydroxyolean-5-ene, lupeol, and magnificol. Chemosystematic implications of the isolated compounds are discussed briefly.

scholarly journals Arylsulfonamides From the Roots and Rhizomes of Tupistra chinensis Baker

2020 ◽  
Vol 15 (4) ◽  
pp. 1934578X2092166
Author(s):  
Yue Xu ◽  
Xiaofei Liang ◽  
Yuze Li ◽  
Zhuofei Liang ◽  
Wenli Huang ◽  
...  
Keyword(s):  
Benzoic Acid ◽  
Cell Lines ◽  
Human Cancer ◽  
Acid Methyl Ester ◽  
Spectroscopic Methods ◽  
Tumor Cell Lines ◽  
Human Cancer Cell Lines ◽  
Acid Methyl ◽  
Amino Benzoic Acid

One new arylsulfonamide (1) and a novel natural product (2) were isolated from the roots and rhizomes of Tupistra chinensis Baker. Their structures were characterized by physicochemical properties and spectroscopic methods, as 2-[2-([1,1′-biphenyl]-4-ylsulfonylamino)-benzoylamino]-benzoic acid methyl ester (1), 2-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-benzoic acid (2), respectively. Additionally, the cytotoxic activity of 1-2 was evaluated on human HCT116, HT29, A549, and H1299 tumor cell lines in vitro, respectively. Whereas, the result showed that these compounds displayed weak cytotoxicity in the human cancer cell lines.

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