Synthetic hydroxymethyl-porphyrins for protection of carboxy group

2007 ◽  
Vol 11 (06) ◽  
pp. 434-441 ◽  
Author(s):  
Hitoshi Tamiaki ◽  
Kouji Kumon ◽  
Reiko Shibata
Keyword(s):  
Liquid Phase ◽  
Carboxylic Acid ◽  
Thin Layer ◽  
Peptide Synthesis ◽  
Phenyl Group ◽  
Coupling Reagents ◽  
Protective Groups ◽  
Simple Filtration ◽  
Meso Position ◽  
Layer Chromatography

Hydroxymethyl-porphyrins were prepared by modifying tetraarylporphyrin possessing a p-(methoxycarbonyl)phenyl group at the meso-position and octaethylporphyrin. The synthetic alcohols reacted with carboxylic acids by the use of coupling reagents, to give the corresponding esters quantitatively. Due to the porphyrin dye moiety, the esterification was easily monitored on thin layer chromatography, and the resulting esters were highly soluble in most organic solvents and easily handled. The esters were readily cleaved by the action of an acid to give the original carboxylic acid and hydroxymethyl-porphyrin. Separation of the two species was performed by simple filtration: the carboxylic acid was soluble (filtrate) and the porphyrins were precipitates in methanol. These protective groups for carboxy groups were useful for peptide synthesis in the liquid phase.

Isolation and Characterization of Metabolites fromPseudomonas syringae-strain 3366 and their Phytotoxicity Against Certain Weed and Crop Species

Weed Science ◽  
1996 ◽  
Vol 44 (2) ◽  
pp. 383-392 ◽  
Author(s):  
David R. Gealy ◽  
S. Gurusiddaiah ◽  
Alex G. Ogg
Keyword(s):  
Organic Matter ◽  
Carboxylic Acid ◽  
Thin Layer ◽  
Ethyl Acetate ◽  
Shoot Growth ◽  
Silt Loam ◽  
Downy Brome ◽  
Crop Species ◽  
Layer Chromatography ◽  
Ethyl Acetate Extracts

Phytotoxic effects of metabolites from a naturally occurring rhizobacterial isolate,Pseudomonas syringaestrain 3366, were determined on downy brome and ‘Hill 81’ winter wheat, along with 10 other weed and crop species. Centrifuged supernatant and concentrated ethyl acetate extracts from aerobic shake cultures of strain 3366 suppressed germination of seeds and reduced root and shoot growth in agar diffusion assays, soil assays, and under field conditions. Generally, root growth was inhibited more than shoot growth. Strain 3366 metabolites applied in soil inhibited all species tested. Crude ethyl acetate extracts in soil inhibited downy brome at concentrations that had little effect on winter wheat. Inhibitory activity was greater in Palouse silt loam (pH 5.8, 3.6% organic matter) than in Shano silt loam (pH 9.0, 0.8% organic matter). Activity of extracted metabolites decreased rapidly in wet soil but remained high in dry soil. Active metabolites were isolated and purified from the ethyl acetate extract using column chromatography, thin-layer chromatography, and crystallization. Chemical analysis revealed the presence of phenazine-1-carboxylic acid, 2-amino phenoxazone, and 2-amino phenol. Activity of these metabolites against downy brome was confirmed in agar assays. Phenazine-1-carboxylic acid, the major identifiable metabolite present in ethyl acetate extracts (20% by weight), inhibited downy brome root growth by 99% at concentrations of 5.7 mg L−1. Production of these metabolites in field soil by live bacteria of strain 3366 was confirmed with thin-layer chromatography.

scholarly journals Synthesis of new 6-substituent 2-phenyl and 2-(furan-2-yl)-3-phenyl-quinoline-4-carboxylic acid derivatives

2019 ◽  
Vol 10 (1) ◽  
pp. 57-63
Author(s):  
Tawassl Tajelsir Hassan Hajalsiddig ◽  
Ahmed Elsadig Mohammed Saeed
Keyword(s):  
Melting Point ◽  
Carboxylic Acid ◽  
Thin Layer ◽  
Spectroscopic Data ◽  
Condensation Reaction ◽  
Phenyl Hydrazine ◽  
Substituted Quinolines ◽  
Unsaturated Carbonyls ◽  
Semicarbazide Hydrochloride ◽  
Layer Chromatography

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).

Analysis by HPLC – mass spectrometry of the indole compounds released by the ectomycorrhizal fungus Hebeloma hiemale in pure culture

1986 ◽  
Vol 64 (9) ◽  
pp. 1893-1897 ◽  
Author(s):  
R. Rouillon ◽  
G. Gay ◽  
J. Bernillon ◽  
J. Favre-Bonvin ◽  
G. Bruchet
Keyword(s):  
Mass Spectrometry ◽  
Acetic Acid ◽  
Carboxylic Acid ◽  
Thin Layer ◽  
Thin Layer Chromatography ◽  
Pure Culture ◽  
Preparative Thin Layer Chromatography ◽  
Ectomycorrhizal Fungus ◽  
Indole Compounds ◽  
Layer Chromatography

Indole compounds released by Hebeloma hiemale Bres. in pure culture were studied by cultivating the fungus on a nutrient solution supplemented or not with 1 mM tryptophan. Analytical thin-layer chromatography revealed numerous indole compounds in 7-week-old culture filtrates obtained in the presence of tryptophan. Such compounds were isolated by preparative thin-layer chromatography and purified by high performance liquid chromatography. The most abundant of them, i.e., indolyl-3-acetic acid, indolyl-3-carboxylic acid, and indole-3-aldehyde, were identified by mass spectrometry. Indole-3-aldehyde and indolyl-3-carboxylic acid, which were detected in filtrates throughout the culture period, might result from breakdown of indolyl-3-acetic acid by fungal exocellular enzymes.

Thin layer chromatography of carboxylic acid

1972 ◽  
Vol 6 (9) ◽  
pp. 609-610
Author(s):  
L. I. Serova ◽  
V. B. Korchagin ◽  
I. M. Vagina ◽  
N. I. Kotova
Keyword(s):  
Carboxylic Acid ◽  
Thin Layer ◽  
Thin Layer Chromatography ◽  
Layer Chromatography

scholarly journals The Synthesis of Quinidine Salicylate Ester Compound

2019 ◽  
Vol 20 (2) ◽  
pp. 98-102
Author(s):  
Intan Nurjaya ◽  
Muhammad Hanafi ◽  
Puspa D.N Lotulung ◽  
Teni Ernawati ◽  
Sri Mursiti
Keyword(s):  
Carboxylic Acid ◽  
Thin Layer ◽  
Thin Layer Chromatography ◽  
Esterification Reaction ◽  
Target Compound ◽  
Esi Ms ◽  
Layer Chromatography

Quinidine a compound isolated from quinine plants, one of the species of quinine plants is (Chincona ledgereriana) From PT SIL Lembang. The purpose of this study was obtain quinidine salicylate ester through esterification reaction. In this study, the synthesis of quinidine ester compound by esterification reaction was conducted. Esterification reaction was conducted by using DCC activator and DMAP catalyst with one carboxylic acid namely salicylate acid producing new compound namely quinidine salicylate, Subsequent Quinidine salicylate was obtained in the form of oil with 97% yield. The compound obtained from the synthesis was then identified using Thin Layer Chromatography continue analyzed using with Spectrophotometer, LC-ESI-MS spectroscopy. Results show that the target compound has been successfully synthesized.

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