The chemistry of pyrrolic compounds. XIV. meso-Hydroxyprotoporphyrin IX and its derivatives

1970 ◽  
Vol 23 (12) ◽  
pp. 2477 ◽  
Author(s):  
PS Clezy ◽  
AJ Liepa
Keyword(s):  
Protoporphyrin Ix ◽  
Bile Pigment ◽  
General Properties ◽  
Biliverdin Ix ◽  
Hydrolysis Of ◽  
Derivatives Of ◽  
Benzoate Derivatives

The preparation of the acetate and benzoate derivatives of �-hydroxy-protoporphyrin IX is described and the hydrolysis of these enolic esters examined. The general properties of these porphyrins are discussed together with the oxidation of this system to a bile pigment identical with biliverdin IX�: with regard to spectroscopic and chromatographic characteristics.

Theoretical Study of the Process of Passage of Glycoside Amides through the Cell Membrane of Cancer Cell

2020 ◽  
Vol 20 ◽  
Author(s):  
Vasil Tsanov ◽  
Hristo Tsanov
Keyword(s):  
Cell Membrane ◽  
Cancer Cells ◽  
Cancer Cell ◽  
Quantum Chemical ◽  
Density Functional ◽  
Enzyme Regulation ◽  
Amide Derivatives ◽  
Pass Through ◽  
Hydrolysis Of ◽  
Derivatives Of

Background:: This article concentrates on the processes occurring in the medium around the cancer cell and the transfer of glycoside amides through their cell membrane. They are obtained by modification of natural glycoside-nitriles (cyano-glycosides). Hydrolysis of starting materials in the blood medium and associated volume around physiologically active healthy and cancer cells, based on quantum-chemical semi-empirical methods, is considered. Objective:: Based on the fact that the cancer cell feeds primarily on carbohydrates, it is likely that organisms have adapted to take food containing nitrile glycosides and / or modified forms to counteract "external" bioactive activity. Cancers, for their part, have evolved to create conditions around their cells that eliminate their active apoptotic forms. This is far more appropriate for them than changing their entire enzyme regulation to counteract it. In this way, it protects itself and the gene sets and develops according to its instructions. Methods:: Derived pedestal that closely defines the processes of hydrolysis in the blood, the transfer of a specific molecular hydrolytic form to the cancer cell membrane and with the help of time-dependent density-functional quantum- chemical methods, its passage and the processes of re-hydrolysis within the cell itself, to forms causing chemical apoptosis of the cell - independent of its non-genetic set, which seeks to counteract the process. Results:: Used in oncology it could turn a cancer from a lethal to a chronic disease (such as diabetes). The causative agent and conditions for the development of the disease are not eliminated, but the amount of cancer cells could be kept low for a long time (even a lifetime). Conclusion:: The amide derivatives of nitrile glycosides exhibit anti-cancer activity, the cancer cell probably seeks to displace hydrolysis of these derivatives in a direction that would not pass through its cell membrane and the amide- carboxyl derivatives of nitrile glycosides could deliver extremely toxic compounds within the cancer cell itself and thus block and / or permanently damage its normal physiology.

Cyclization and acid-catalyzed hydrolysis of O-benzoylbenzamidoximes

1986 ◽  
Vol 51 (12) ◽  
pp. 2786-2797
Author(s):  
František Grambal ◽  
Jan Lasovský
Keyword(s):  
Reaction Rate ◽  
Kinetic Isotope ◽  
Acid Base Equilibrium ◽  
Mineral Acids ◽  
Kinetics Of Formation ◽  
Acid Catalyzed ◽  
Ph Scale ◽  
Kinetics Of ◽  
Hydrolysis Of ◽  
Derivatives Of

Kinetics of formation of 1,2,4-oxadiazoles from 24 substitution derivatives of O-benzoylbenzamidoxime have been studied in sulphuric acid and aqueous ethanol media. It has been found that this medium requires introduction of the Hammett H0 function instead of the pH scale beginning as low as from 0.1% solutions of mineral acids. Effects of the acid concentration, ionic strength, and temperature on the reaction rate and on the kinetic isotope effect have been followed. From these dependences and from polar effects of substituents it was concluded that along with the cyclization to 1,2,4-oxadiazoles there proceeds hydrolysis to benzamidoxime and benzoic acid. The reaction is thermodynamically controlled by the acid-base equilibrium of the O-benzylated benzamidoximes.

scholarly journals Novel Amino Acid Derivatives of Quinolines as Potential Antibacterial and Fluorophore Agents

2020 ◽  
Vol 88 (4) ◽  
pp. 57
Author(s):  
Oussama Moussaoui ◽  
Rajendra Bhadane ◽  
Riham Sghyar ◽  
El Mestafa El Hadrami ◽  
Soukaina El Amrani ◽  
...  
Keyword(s):  
Amino Acid ◽  
Methyl Esters ◽  
Amino Acid Derivatives ◽  
Bacterial Strains ◽  
Fluorescent Properties ◽  
Topoisomerase Iv ◽  
Microdilution Method ◽  
Hydrolysis Of ◽  
Derivatives Of

A new series of amino acid derivatives of quinolines was synthesized through the hydrolysis of amino acid methyl esters of quinoline carboxamides with alkali hydroxide. The compounds were purified on silica gel by column chromatography and further characterized by TLC, NMR and ESI-TOF mass spectrometry. All compounds were screened for in vitro antimicrobial activity against different bacterial strains using the microdilution method. Most of the synthesized amino acid-quinolines show more potent or equipotent inhibitory action against the tested bacteria than their correspond esters. In addition, many of them exhibit fluorescent properties and could possibly be utilized as fluorophores. Molecular docking and simulation studies of the compounds at putative bacterial target enzymes suggest that the antimicrobial potency of these synthesized analogues could be due to enzyme inhibition via their favorable binding at the fluoroquinolone binding site at the GyrA subunit of DNA gyrase and/or the ParC subunit of topoisomerase-IV.

THE YELLOW COLORING MATTER OF KHAPLI WHEAT, TRITICUM DICOCCUM: II. THE CONSTITUTION OF TRICETIN

1932 ◽  
Vol 7 (3) ◽  
pp. 285-292 ◽  
Author(s):  
J. Ansel Anderson
Keyword(s):  
Melting Point ◽  
Related Compound ◽  
Mixed Melting Point ◽  
Water Soluble ◽  
Wheat Varieties ◽  
Wheat Leaves ◽  
Coloring Matter ◽  
Color Reactions ◽  
Hydrolysis Of ◽  
Derivatives Of

Khapli wheat leaves contain a very small quantity of a trihydroxydimethoxyflavone, tricin. Marquis yields a trace of the same compound. These two varieties also contain water-soluble coloring matters which are apparently glucosides of tricin or of a closely related compound. Dyeing tests carried out with six other wheat varieties indicate that all contain essentially the same coloring matters.Methylation of tricin and hydrolysis of the resulting O-trimethyltricin yielded 3,4,5-trimethoxybenzoic acid and 2-hydroxy-4,6-dimethoxyacetophenone. It was therefore assumed that tricetin, the pentahydroxyflavone derived from tricin, was 5,7,3′,4′,5′-pentahydroxyflavone. This was synthesized from 3,4,5-trimethoxybenzoic acid and phloracetophenone by the Allan-Robinson method. Mixed melting-point determinations showed that its O-pentamethyl and O-penta-acetyl derivatives are identical with the corresponding derivatives of tricetin. The dyeing properties and color reactions of synthetic and natural tricetin are identical and are in fair agreement with those described by Badhwar, Kang and Ventkataraman (3, p. 1111) who recently reported the synthesis of the same compound.

Biliverdin IX α, Intermediate and End Product of Tetrapyrolle Biosynthesis

1982 ◽  
Vol 37 (11-12) ◽  
pp. 1057-1063 ◽  
Author(s):  
Hans-Peter Köst ◽  
Eva Benedikt
Keyword(s):  
Aminolevulinic Acid ◽  
Chromic Acid ◽  
Protoporphyrin Ix ◽  
Chloroform Extract ◽  
Cyanidium Caldarium ◽  
Green Pigment ◽  
Acid Degradation ◽  
Turdus Merula ◽  
Egg Shells ◽  
Biliverdin Ix

Abstract Dark-grown cells of the unicellular rhodophyte Cyanidium caldarium were incubated with 17 mmol/l 5-aminolevulinic acid in the dark. The excreted pigments were extracted with chloroform and butanol. The presence of biliverdin IX α in the chloroform-extract (besides phycocyanobilin and other pigments) was demonstrated using TLC, HPLC and chromic acid degradation. A pathway leading to phycocyanobilin is discussed. A green pigment from egg shells of Turdus merula (black bird) was also identified as biliverdin IX α with small amounts of protoporphyrin IX, using the same methods as above.

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