Synthetic (S)-5-(benzoyloxy)-6-oxohexanoic acid ethyl ester and [S,S-(E)-3-(hydroxymethyl)oxiranebutanoic acid methyl ester, important synthons for leukotrienes B4 and A4, from D-arabinose

1988 ◽  
Vol 53 (4) ◽  
pp. 832-836 ◽  
Author(s):  
Hubert Maehr ◽  
Agostino Perrotta ◽  
Joanne Smallheer
Keyword(s):  
Methyl Ester ◽  
Ethyl Ester ◽  
Acid Methyl Ester ◽  
Acid Ethyl Ester ◽  
Acid Methyl

scholarly journals GC-MS ANALYSIS OF INVASIVE AQUATIC WEED, PISTIA STRATIOTES L. AND EICHHORNIA CRASSIPES (MART.) SOLMS

2017 ◽  
Vol 9 (3) ◽  
pp. 111 ◽  
Author(s):  
Tulika Tyagi ◽  
Mala Agarwal
Keyword(s):  
Methyl Ester ◽  
Ethyl Ester ◽  
Eichhornia Crassipes ◽  
Acid Methyl Ester ◽  
Acid Ethyl Ester ◽  
Pistia Stratiotes ◽  
Aquatic Weed ◽  
Hexadecenoic Acid ◽  
Hexadecanoic Acid ◽  
Acid Methyl

Objective: To investigate the bioactive components of an invasive aquatic weed, Pistia stratiotes L. and Eichhornia crassipes (Mart.) Solms vegetative parts by using Gas Chromatography-Mass Spectrometer (GC-MS).Methods: The chemical compositions of the ethanol extract of whole plant Pistia stratiotes L. and Eichhornia crassipes (Mart.) Solms was investigated using Agilent Technologies GC-MS (GC-7890A, MS 5975C).Results: The results of GC-MS analysis of the ethanolic extract revealed the existence of 28 phytochemical compounds in Pistia stratiotes L. n-Hexadecanoic acid,-11-Hexadecenoic acid, ethyl ester, Hexadecanoic acid, ethyl ester, Octadecanoic acid, ethyl ester, 2-Cyclopenten-1-one, 5-hydroxy-2,3-dimethyl, L-Glutamine, 2-Pentadecanone, 6,10,14-trimethyl, Linolelaidic acid, methyl ester, 9,12,15-Octadecatrienoic acid, methyl ester,(Z,Z,Z), Nonadecane, 12,15-Octadecadiynoic acid, methyl ester, Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester, Diisooctyl phthalate, Docosanoic acid, ethyl ester, Stigmasterol, Bis(2-ethylhexyl) phthalate, 1-Monolinoleoylglycerol trimethylsilyl ether, Ethyl iso-allocholate are the major compound.The ethanolic extract of Eichhornia crassipes (Mart.) Solms contains 43 phytochemical compounds of high and low molecular weight n-Hexadecanoic acid, E-11-Hexadecenoic acid, ethyl ester, Palmitic acid, Phytol, 9,12,15-Octadecatrienal, 9,12-Octadecadienoic acid, ethyl ester, Linolenic acid, ethyl ester, Stearic acid, ethyl ester, Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester, α-Glyceryl linolenate, 1-Monolinoleoylglycerol trimethylsilyl ether, Linoleic acid, 2,3-bis-(O-TMS)-propyl ester, Stigmasterol, Linolelaidic acid, methyl ester, 9,12,15-Octadecatrienoic acid, ethyl ester, (Z,Z,Z), Ethyl iso-allocholate, Cholesta-22,24-dien-5-ol, 4,4-dimethyl are the major compounds.These results indicates Pistia stratiotes L. and Eichhornia crassipes (Mart.) Solms possess potent antioxidant, anti-inflammatory, anticancer, antitumour, antiarthritic, cancer preventive, antibacterial effects so can be recommended as a plant of phytopharmaceutical importance.Conclusion: The ethanol extract of Pistia stratiotes L. and Eichhornia crassipes (Mart.) Solms proves as a potential source of bioactive compounds of pharmacological importance.

scholarly journals A flow-through enzymatic microreactor for the rapid conversion of triacylglycerols into fatty acid ethyl ester and fatty acid methyl ester derivatives for GC analysis

2015 ◽  
Vol 7 (14) ◽  
pp. 5898-5906 ◽  
Author(s):  
S. T. Anuar ◽  
S. M. Mugo ◽  
J. M. Curtis
Keyword(s):  
Fatty Acid ◽  
Methyl Ester ◽  
Fatty Acid Methyl Ester ◽  
Ethyl Ester ◽  
Acid Methyl Ester ◽  
Acid Ethyl Ester ◽  
Fatty Acid Ethyl Ester ◽  
Acid Methyl ◽  
Flow Through ◽  
Rapid Conversion

A flow-through enzymatic microreactor for the rapid conversion of triacylglycerols (TAG) into fatty acid ethyl ester (FAEE) or fatty acid methyl ester (FAME) derivatives was developed.

Study on Medicinal Properties of Red 1%NaOH Extractives of Castanopsis Fissa Wood by GC/MS

2008 ◽  
Vol 575-578 ◽  
pp. 1272-1275
Author(s):  
Zhong Feng Zhang ◽  
Wan Xi Peng ◽  
Kai Fu Li ◽  
Qing Zhi Ma
Keyword(s):  
Methyl Ester ◽  
Ethyl Ester ◽  
Octadecenoic Acid ◽  
Acid Methyl Ester ◽  
Acid Ethyl Ester ◽  
Ethyl Linoleate ◽  
Chemical Components ◽  
Hexadecanoic Acid ◽  
Acid Methyl ◽  
Medicinal Properties

The chemical components of red 1%NaOH extractives of Castanopsis fissa wood chips were separated and identified by GC/MS after enriching and dissolving in benzene-methanol. Relative content of each component was determined by area normalization. 24 compounds representing 71.87 % of the extractives were identified. The most abundant constituents were hexadecanoic acid,methyl ester(17.08%), 9-octadecenoic acid (z)-,methyl ester (cas) (15.08%), 2,3-diphenyl-5-(3-methoxyphenyl)pyrrole(7.05%), hexadecanoic acid,ethyl ester (cas) (7.02%), 9,12-octadecadienoic acid (z,z)-,methyl ester(4.82%), 9-octadecenoic acid (z)-,ethyl ester (cas) (4.70%), octadecanoic acid,methyl ester(2.66%), 10-methoxy-nb-à-methylcorynantheol(1.90%), di-(9-octadecenoyl)-glycerol(1.70%),ethyl linoleate(1.09%), 9-octadecenoic acid (z)-,methyl ester (cas) (1.03%), eicosanoic acid,methyl ester(1.01%), and so on.

Determination of Chemical Components of Red 1%NaOH Extractives of E. Urograndis Wood by GC-MS

2008 ◽  
Vol 575-578 ◽  
pp. 1325-1328
Author(s):  
Wan Xi Peng ◽  
Kai Fu Li ◽  
Dang Quan Zhang ◽  
Yi Qiang Wu
Keyword(s):  
Methyl Ester ◽  
Ethyl Ester ◽  
Octadecenoic Acid ◽  
Pollution Prevention ◽  
Acid Methyl Ester ◽  
Acid Ethyl Ester ◽  
Ethyl Linoleate ◽  
Chemical Components ◽  
Hexadecanoic Acid ◽  
Acid Methyl

The extractives from the fresh E. urograndis wood were obtained through red 1%NaOH solution. The chemical components for the extractives were identified by GC-MS. Relative content of each chemical component was determined by area normalization. Ninteen kinds of compounds representing 52.99% of the extractives which take on 36 peaks were identified. The result showed that the principal constituents were 9-octadecenoic acid (z)-, methyl ester (cas) (11.34%), 3-diphenyl-5-(3-methoxyphenyl)pyrrole(10.77%), hexadecanoic acid, methyl ester (cas) (6.23%), 9,12-octadecadienoic acid (z,z)-, methyl ester(6.16%), 9-octadecenoic acid (z)-, ethyl ester (cas) (3.17%), di-(9-octadecenoyl)-glycerol(3.14%), hexadecanoic acid, ethyl ester (cas) (1.93%), ethyl linoleate(1.81%), 3-acetoxychol-5-ene(1.62%), ethyl linoleate(1.60%), octadecanoic acid, methyl ester(1.05%)and so on. Therefore, this result reported in the present study for the first time provides the scientific basis for the further exploitation and development of E. urograndis wood. At the same time, the pollution prevention of the waste water of paper mill, wood industry would being realized from the results.

scholarly journals Bioactive Phenolic Compounds from the Roots of Danshen (Salvia miltiorrhiza)

2018 ◽  
Vol 13 (10) ◽  
pp. 1934578X1801301
Author(s):  
Nguyen Huu Tung ◽  
Le Quoc Hung ◽  
Ha Van Oanh ◽  
Duong Thi Ly Huong ◽  
Phuong Thien Thuong ◽  
...  
Keyword(s):  
Phenolic Compounds ◽  
Methyl Ester ◽  
Ethyl Ester ◽  
Rosmarinic Acid ◽  
Salvia Miltiorrhiza ◽  
Chemical Constituents ◽  
Acid Methyl Ester ◽  
Acid Ethyl Ester ◽  
Salvianolic Acid ◽  
Salvianolic Acid A

Danshen ( Salvia miltiorrhiza Bunge) is one of the most used medicinal plants in the Oriental medicine and has been well studied for application in modern medicine. In our continuing study on chemical constituents of danshen cultivated in Vietnam, using chromatography separation resulted in the isolation of six phenolic compounds including a benzophenone, iriflophenone 2- O- α-L-rhamnopyranoside (1), and five phenolic acids including rosmarinic acid (2), rosmarinic acid methyl ester (3), rosmarinic acid ethyl ester (4), salvianolic acid A methyl ester (5) and salvianolic acid A ethyl ester (6) from the butanol portion of the danshen crude extract. Beside the typically main phenolic acid components, to our knowledge, iriflophenone 2- O- α-L-rhamnopyranoside (1) was first isolated from salvia sp. On biological testing, compound 1 showed strong antiproliferative activity on HL-60 leukemia cells with the IC50 of 8.9 μM; compounds 1 and 3–6 inhibited markedly nitric oxide production in lipopolysaccharide-treated RAW 264.7 cells.

Stereochemistry and Tautomerism of Amino Acid Antagonists: α,γ-Diketo Acids and Esters and their Cyclisation Products

1983 ◽  
Vol 38 (2) ◽  
pp. 220-225 ◽  
Author(s):  
W. S. Sheldrick ◽  
W. Trowitzsch
Keyword(s):  
Amino Acid ◽  
Methyl Ester ◽  
Glyoxylic Acid ◽  
Acid Methyl Ester ◽  
Acid Ethyl Ester ◽  
Enolic Form ◽  
X Ray ◽  
Acid Methyl ◽  
Acid Proton ◽  
Amino Acid Antagonists

Abstract X-ray structural analyses of two α,γ-diketo esters and one α,γ-diketo acid, which are amino acid antagonists, have shown them all to be present in the solid state in the α,β-unsaturated γ-keto enolic form. The structures of the esters β-acetyl-pyruvic acid methyl ester (1) and 2-oxo-cyclopentyl-glyoxylic acid ethyl ester (3) are stabilized by intra-molecular O···H(-O) hydrogen bonds involving the enol proton. In the case of camphor oxalic acid (4) an intramolecular O···H-O hydrogen bond between the γ-keto oxygen and the acid proton is observed. The bond lengths and angles in 1 indicate a significant contribution from the mesomeric β,γ-unsaturated enol form. For comparison purposes the structure of the γ-enol methyl ether of 1, (4-methoxy-2-oxo-pentene)carboxylic acid methyl ester (2) has also been determined. The X-ray structures of the cyclization products of respectively an α,γ-diketo acid and an α,γ-diketo ester are reported.

Ferrocen-Derivate der Quadrat- und Propiolsäure. Synthesen und Reaktionen / Ferrocene Derivatives of Squaric Acid and Propiolic Acid. Syntheses and Reactions

1993 ◽  
Vol 48 (11) ◽  
pp. 1524-1532 ◽  
Author(s):  
Herwig Schottenberger ◽  
Michael Buchmeiser ◽  
Johann Polin ◽  
Karl-Eberhard Schwarzhans
Keyword(s):  
Methyl Ester ◽  
Acid Chloride ◽  
Acid Methyl Ester ◽  
Acid Ethyl Ester ◽  
Secondary Amines ◽  
Squaric Acid ◽  
Ethyl Chloroformate ◽  
Ferrocene Derivatives ◽  
Acid Methyl ◽  
Acid Dichloride

Concepts for linking ferrocene derivatives with conjugated squarate and propiolate based spacer systems have been investigated. Coupling of 3,4-dichlorocyclobut-3-ene-1,2-dione (squaric acid dichloride) with cuproferrocene • dimethylsulfide resulted in 3-chloro-4-ferrocenylcyclobut-3-ene-1,2-dione (ferrocenylsemisquaric acid chloride) and 3,4-diferrocenylcyclobut-3-ene-1,2-dione. Ferrocenylsemisquaric acid chloride was further treated with ethynylferrocene and 4-ethynyl-4-(ferrocenylethynyl)tolan, respectively, to form the corresponding mixed squaric diketones, which required Zn/Pd mediated coupling conditions for sufficient conversion. The symmetrically substituted derivative of ferrocenylacetylene was prepared by the same method.Cupration and subsequent coupling of dilithioferrocene with one equivalent of iodopropiolic acid methyl ester yielded 1′-iodo- 1 -ferrocenylpropiolic acid methyl ester, and with two equivalents 1,16-bis(methoxycarbonylethynyl)biferrocene. Nucleophilic addition of secondary amines to ferrocenylpropiolic acid ethyl ester gave aminoacrylates as intermediates, which rapidly converted to ketoesters during workup. Only in the case of morpholine the corresponding adduct (ferrocenylmorpholino acrylate) could be isolated. 1,3-Diferrocenylprop-2-ene-1-one has been obtained in a Bénary reaction of lithioferrocene with 3-diethylaminoethyl acrylate in quantitative yield.In order to provide alternative syntheses of already known compounds the substitution behavior of different metallated ferrocene intermediates has also been evaluated by reaction with other acid halides (oxalyl chloride, thiophosgene, ethyl chloroformate).All new compounds, 3-chloro-4-ferrocenylcyclobut-3-ene-1,2-dione (1); 3,4-diferrocenylcyclobut-3-ene-1,2-dione (2); 3,4-diferrocenylethynylcyclobut-3-ene-1,2-dione (3); 3-ferrocenyl-4-ferrocenylethynylcyclobut-3-ene-1,2-dione (4); 3-ferrocenyl-4-ferrocenylethynylphenylethynylphenylethynylcyclobut-3-ene-1,2-dione (5); 3-(N-morpholino)-3-ferrocenylethyl acrylate (6); 3-ferrocenyl-3-ketoethyl propanoate (7); iodoferrocenylpropargylic acid methyl ester (8); 1,16-bis(methoxycarbonylethynyl)biferrocene (9) and trans-1,3-diferrocenylprop-2-ene-1-one [105 404-21-5], have been characterized by IR, MS and NMR and in several cases by UV/VIS and DSC.

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