Chemistry of non-enzymic browning. V. The preparation of Aldose-Potassium bisulphite addition compounds and some amine derivatives

1959 ◽  
Vol 12 (1) ◽  
pp. 97
Author(s):  
DL Ingles
Keyword(s):  
Addition Compound ◽  
Sodium Bisulphite ◽  
Enzymic Browning ◽  
New Compounds

From the reaction of potassium bisulphite with D-glucose the glucose-potassium bisulphite addition compound, D-glycero-D-ido-1,2,3,4,5,6-hexahydroxyhexyl potassium sulphonate was prepared pure and crystalline. Similar new compounds were prepared from the reaction of potassium bisulphite with D-galactose, L-rhamnose, D-mannose, and L-arabinose. The reaction of the glucose-potassium bisulphite addition compound with aniline, gave pure crystalline D-glycero-D-ido-1-anilino-2,3,4,5,6-pentahydroxyhexyl potassium sulphonate. Similar derivatives were prepared from p-toluidine, p-anisidine, and o-phenylenediamine. The aniline and p-toluidine derivatives were also prepared from the glucose-sodium bisulphite addition compound.

Chemistry of Non-Enzymic Browning. VI. The reaction of Aldoses with Amine Bisulphites

1959 ◽  
Vol 12 (2) ◽  
pp. 275 ◽  
Author(s):  
DL Ingles
Keyword(s):  
Cation Exchange ◽  
Exchange Resin ◽  
Cation Exchange Resin ◽  
Addition Compound ◽  
Enzymic Browning ◽  
New Compounds

The crystalline glucose-aniline bisulphite addition compound, D-glycero-D-ido-1-anilino-2,3,4,5,6-pentahydroxyhexyl anilinium sulphonate, was prepared from the reaction of D-glucose with aniline bisulphite in water and in methanol. The D-glycero-D-ido-1-anilino-2,3,4,5,6-pentahydroxyhexyl piperidinium sulphonate was prepared by adding piperidine bisulphite to preformed N-phenyl-D-glucosylamine. Other new compounds of similar structure were prepared from the reaction of aniline bisulphite with D -galactose and D-mannose. cycloHexylamine bisulphite reacted with D-glucose to form crystalline D-glycero-D-ido-1,2,3,4,5,6-hexahydroxyhexyl cyclohexylammonium sulphonate. When treated with aniline this compound formed D-glycero-D-ido-1-anilino-2,3,4,5,6-pentahydroxyhexyl cyclohexylammonium sulphonate. The D-glycero-D-ido-1-anilino-2,3,4,5,6-pentahydroxyhexyl potassium and anilinium sulphonates were interconverted by use of a cation-exchange resin. Acetylation of the anilinium sulphonate in pyridine gave the tetra-acetate of N-phenyl-D-glucosylamine.

Chemistry of non-enzymic browning. III. Effect of Bisulphite, Phosphate, and Malate on the reaction of Glycine and glucose

1959 ◽  
Vol 12 (2) ◽  
pp. 265 ◽  
Author(s):  
TM Reynolds
Keyword(s):  
Cation Exchange Resin ◽  
Dihydrogen Phosphate ◽  
Sodium Bisulphite ◽  
Quantitative Studies ◽  
Rate Of Reaction ◽  
Dried Fruit ◽  
Enzymic Browning ◽  
Ph Range ◽  
Alkaline Ferricyanide ◽  
By Products

1-Deoxy-1-glycino-D-fructose was obtained in good yield from the reaction of glycine and glucose in the presence of sodium bisulphite and 10 per cent. of water. Small quantities of by-products with similar properties were formed. The results were not affected qualitatively by the reaction temperature or the presence of salts of phosphoric or malic acids. For quantitative studies deoxyglycinofructose was separated from neutral reducing compounds on a cation-exchange resin and determined with alkaline ferricyanide.�The yield of deoxyglycinofructose was dependent on the proportion of glucose and bisulphite to glycine and decreased as the water content of the mixture was increased above 10 per cent. The rate of reaction of glycine and glucose in the presence of bisulphite was studied over the pH range 3.5-5.6 and the temperature range 25 to 100 �C. Pseudo first-order rate constants obtained for pH 3.6 and 4.7 fitted the Arrhenius equation.�The addition of phosphate at pH 3.6 and malate at pH 3.5 increased the rate of reaction of glycine and glucose ; the increase was proportional to the square root of the concentration of dihydrogen phosphate or hydrogen malate ion. The implications of these results in the non-enzymic browning of dried fruit are discussed.

scholarly journals Jatrophane Diterpenoids from the Seeds of Euphorbia peplus with Potential Bioactivities in Lysosomal-Autophagy Pathway

2021 ◽  
Author(s):  
Yan-Ni Chen ◽  
Xiao Ding ◽  
Dong-Mei Li ◽  
Qing-Yun Lu ◽  
Shuai Liu ◽  
...  
Keyword(s):  
Spectroscopic Analysis ◽  
Addition Compound ◽  
X Ray ◽  
Euphorbia Peplus ◽  
Autophagy Pathway ◽  
New Compounds

Abstract Euphopepluanones F − K (1 − 4), four new jatrophane type diterpenoids were isolated from the seeds of Euphorbia peplus, along with eight known diterpenoids (5 − 12). Their structures were established on the basis of extensive spectroscopic analysis and X-ray crystallographic experiments. The new compounds 1 − 4 were assessed for their activities to induce lysosomal biogenesis through LysoTracker Red staining. Compound 2 significantly induced lysosomal biogenesis. In addition, compound 2 could increase the number of LC3 dots, indicating that it could activate the lysosomal-autophagy pathway. Graphic Abstract

Reaction of amines with the bisulphite addition compound of 5-Amino-5-deoxy-D-xylose: Conversion to piperidine derivatives

1966 ◽  
Vol 19 (4) ◽  
pp. 675 ◽  
Author(s):  
DL Ingles
Keyword(s):  
Formic Acid ◽  
Sulphur Dioxide ◽  
Sodium Periodate ◽  
Membered Ring ◽  
Compound Viii ◽  
Barium Salt ◽  
Addition Compound ◽  
Piperidine Derivative ◽  
Enzymic Browning ◽  
Pyridine Salt

The bisulphite addition compound (1) of 5-amino-5-deoxy-D-xylose reacted with cyclohexylamine to form the acyclic derivative (11). With ammonia, benzylamine, morpholine, and piperidine, corresponding salts (IV) of the piperidine derivative D-ido(gluco)-3,4,5-trihydroxy-2-sulphopiperidine (VIII), were isolated. Removal of the amine yielded the crystalline bisulphite addition compound (VIII). Acetylation in the presence of pyridine of the different amine salts (11, IV) and of (VIII) gave an identical acetate (VII), l-acetyl-D-ido(gluco)-3,4,5-triacetoxy-2-sulphopiperidine, isolated as the pyridine salt. Deacetylation of (VII) with barium methoxide gave the barium salt (IX). Oxidation of (IX) with sodium periodate liberated one mole of formic acid, confirming the presence of a six-membered ring containing nitrogen. The significance of these results in the inhibition of non-enzymic browning by sulphur dioxide is discussed.

Crystal chemistry of high-Tc superconductors

1990 ◽  
Vol 48 (4) ◽  
pp. 1118-1119
Author(s):  
Maryvonne Hervieu
Keyword(s):  
Oxygen Deficiency ◽  
Large Family ◽  
Copper Oxides ◽  
High Tc Superconductors ◽  
High Tc ◽  
Single Mechanism ◽  
Square Planar ◽  
History Of ◽  
Bismuth Cuprates ◽  
New Compounds

Four years after the discovery of superconductivity at high temperature in the Ba-La-Cu-O system, more than thirty new compounds have been synthesized, which can be classified in six series of copper oxides: La2CuO4 - type oxides, bismuth cuprates, YBa2Cu3O7 family, thallium cuprates, lead cuprates and Nd2CuO4 - type oxides. Despite their quite different specific natures, close relationships allow their structures to be simply described through a single mechanism. The fifth first families can indeed be described as intergrowths of multiple oxygen deficient perovskite slabs with multiple rock salt-type slabs, according to the representation [ACuO3-x]m [AO]n.The n and m values are integer in the parent structures, n varying from 0 to 3 and m from 1 to 4; every member of this large family can thus be symbolized by [m,n]. The oxygen deficient character of the perovskite slabs involves the existence or the co-existence of several types of copper environment: octahedral, pyramidal and square planar.Both mechanisms, oxygen deficiency and intergrowth, are well known to give rise easily to nonstoichiometry phenomena. Numerous and various phenomena have actually been characterized in these cuprates, strongly depending on the thermal history of the samples.

Evaluation of New Compounds for Opioid Activity: Annual Report (1993)

1994 ◽  
Author(s):  
J. C. Woods ◽  
◽  
C. P. France ◽  
F. Medzihradsky ◽  
C. B. Smith ◽  
...  
Keyword(s):  
Annual Report ◽  
Opioid Activity ◽  
New Compounds

SYNTHESIS AND CYTOTOXICITY OF POLYHYDROXYLATED CHOLESTEROL DERIVATIVES

2018 ◽  
Vol 56 (4) ◽  
pp. 467
Author(s):  
Thu Thuy Thi Tran ◽  
Ha Thi Dinh ◽  
Phương Lan Doan ◽  
Long Quoc Pham ◽  
Quang Dai Ngo
Keyword(s):  
Hepatocellular Carcinoma ◽  
Cell Line ◽  
Cell Lines ◽  
Carcinoma Cell ◽  
Addition Compound ◽  
Hep G2 ◽  
Physical Methods ◽  
Hepatocellular Carcinoma Cell Line ◽  
Human Hepatocellular Carcinoma Cell ◽  
Hepatocellular Carcinoma Cell

Eight polyhydroxylated cholesterol derivatives (1-8) were prepared from cholesterol, using oxidative reagents as SeO2, OsO4/NMO, HCOOH/H2O2 and BH3/ H2O2. Their structures were elucidated by using physical methods including NMR 1D and 2D. These compounds were evaluated against two cancer cell lines (Hep-G2, T98). Compounds 2, 4 and 8 inhibits human hepatocellular carcinoma cell line (Hep-G2) with IC50 4.69, 4.98 and 2.89 µg/mL, respectively. In addition, compound 8 exhibited strong cytotoxicity against T98 cell line (glioblastoma) with IC50 = 2.28 μM.

A common mechanism links activities of butyrate in the colon

2017 ◽  
Author(s):  
Mohit S. Verma ◽  
Michael J. Fink ◽  
Gabriel L Salmon ◽  
Nadine Fornelos ◽  
Takahiro E. Ohara ◽  
...  
Keyword(s):  
Stem Cells ◽  
Histone Deacetylases ◽  
Biological Activities ◽  
Short Chain Fatty Acids ◽  
Common Mechanism ◽  
Epithelial Stem Cells ◽  
Degree Of Unsaturation ◽  
Structure Activity ◽  
Starting Point ◽  
New Compounds

Two biological activities of butyrate in the colon (suppression of proliferation of colonic epithelial stem cells and inflammation) correlate with inhibition of histone deacetylases. Cellular and biochemical studies of molecules similar in structure to butyrate, but different in molecular details (functional groups, chain-length, deuteration, oxidation level, fluorination, or degree of unsaturation) demonstrated that these activities were sensitive to molecular structure, and were compatible with the hypothesis that butyrate acts by binding to the Zn<sup>2+</sup> in the catalytic site of histone deacetylases. Structure-activity relationships drawn from a set of 36 compounds offer a starting point for the design of new compounds targeting the inhibition of histone deacetylases. The observation that butyrate was more potent than other short-chain fatty acids is compatible with the hypothesis that crypts evolved (at least in part), to separate stem cells at the base of crypts from butyrate produced by commensal bacteria.

Sign in / Sign up

Export Citation Format

Share Document