Month: November 2022

Recommanded Product: rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraolOn March 31, 2022, Wan, Jiang; Jiang, Chun-Xiao; Tang, Yu; Ma, Guang-Lei; Tong, Ying-Peng; Jin, Ze-Xin; Zang, Yi; E. A. Osman, Ezzat; Li, Jia; Xiong, Juan; Hu, Jin-Feng published an article in Bioorganic Chemistry. The article was 《Structurally diverse glycosides of secoiridoid, bisiridoid, and triterpene-bisiridoid conjugates from the flower buds of two Caprifoliaceae plants and their ATP-citrate lyase inhibitory activitiesã€? The article mentions the following:

The ethanolic extracts of the dried flower buds of two Caprifoliaceae plants, Lonicera japonica and Abelia x grandiflora, showed considerable inhibitory activities against ATP (ATP)-citrate lyase (ACL), a new promising drug target for the treatment of metabolic disorders. Bioassay-guided purification in conjunction with HPLC-PDA profiling led to the isolation and characterization of thirty-five (1-35) and fourteen (1-14) structurally diverse compounds from the above two plant extracts, resp. Compounds 1-9 and 1-6 are previously undescribed glycosides. Their structures were elucidated on the basis of spectroscopic data, electronic CD (ECD), and single crystal X-ray diffraction analyses. In particular, lonicejaposide A (1) has an unprecedented skeleton generated through the coupling of C-7 in secologanin with C-2 in phenylacetaldehyde via an aldol condensation. Abeliflorosides A (1) and B (2) are hitherto unknown glycosides of triterpene and bisiridoid conjugates constructed through the formation of a 1,3-dioxane moiety. All the isolates were evaluated for their inhibitory activities against ACL. Compounds 9, 25-28, 31, 1, 2, and 14 displayed significant inhibitory effects, with IC50 values ranging from 0.1 to 14.2 μM. The interactions of selected compounds possessing different structure features (e.g., 9, 25, 31, and 2) with ACL were thereafter performed by employing mol. docking studies. In addition, compound 2, the most complex triterpene-bisiridoid conjugate glycoside reported herein, also inhibited acetyl-CoA carboxylase 1 (ACC1), with an IC50 value of 7.9 μM. The dried material of the flower buds of L. japonica (honeysuckle) is a well-known traditional oriental medicine (i.e., Flos Lonicerae Japonicae, FLJ) and has long been used in large quantities. The above findings not only provide new insights for the development of multipurpose utilization of FLJ in healthcare community, but also provide profitable clues indicating that the flower buds of A. x grandiflora might be a potential alternative to FLJ in the traditional Chinese medicine market.rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1Recommanded Product: rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol) was used in this study.

rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1) is oxidized in various tissues under either aerobic or anaerobic conditions through glycolysis; the oxidation reaction produces carbon dioxide, water, and ATP.Recommanded Product: rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Category: alcohols-buliding-blocksOn November 20, 2020 ,《Photochemical C-H Silylation and Hydroxymethylation of Pyridines and Related Structures: Synthetic Scope and Mechanismsã€?appeared in ACS Catalysis. The author of the article were Rammal, Fatima; Gao, Di; Boujnah, Sondes; Hussein, Aqeel A.; Lalevee, Jacques; Gaumont, Annie-Claude; Morlet-Savary, Fabrice; Lakhdar, Sami. The article conveys some information:

Described herein is an efficient approach for C-H silylation and hydroxymethylation of pyridines and related heterocycles by the combination of silanes or methanol with readily available N-methoxypyridinium ions with a low catalyst loading (2 mol %) under blue light irradiation The synthetic importance of the developed reactions is demonstrated by the synthesis of biol. relevant compounds ESR spectroscopy, quantum yield measurements, and d.-functional theory calculations allowed to understand reaction mechanisms of both photocatalytic reactions. In the experiment, the researchers used many compounds, for example, (4-Phenylpyridin-2-yl)methanol(cas: 55218-73-0Category: alcohols-buliding-blocks)

(4-Phenylpyridin-2-yl)methanol(cas: 55218-73-0) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group.Category: alcohols-buliding-blocks Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 63012-03-3On March 20, 2014, Farhadi, Saeed; Jahanara, Kosar published an article in Cuihua Xuebao. The article was 《ZnAl2O4@SiO2 nanocomposite catalyst for the acetylation of alcohols, phenols and amines with acetic anhydride under solvent-free conditionsã€? The article mentions the following:

A ZnAl2O4@SiO2 nanocomposite was prepared from metal nitrates and tetra-Et orthosilicate by the sol-gel process, and characterized by X-ray diffraction, Fourier transform IR, transmission electron microscopy, and N2 adsorption-desorption measurements. The nanocomposite was tested as a heterogeneous catalyst for the acetylation of alcs., phenols, and amines under solvent-free conditions. Under optimized conditions, efficient acetylation of these substrates with acetic anhydride over the ZnAl2O4@SiO2 nanocomposite was obtained. Acetylation of anilines and primary aliphatic amines proceeded rapidly at room temperature, while the reaction time was longer for the acetylation of alcs. and phenols, showing that an amine NH2 group can be selectively acetylated in the presence of alc. or phenolic OH groups. The catalyst can be reused without obvious loss of catalytic activity. The catalytic activity of the ZnAl2O4@SiO2 nanocomposite was higher than that of pure ZnAl2O4. The method gives high yields, and is clean, cost effective, compatible with substrates having other functional groups and it is suitable for practical organic synthesis. The experimental part of the paper was very detailed, including the reaction process of (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Application of 63012-03-3)

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group.Application of 63012-03-3 Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Abdel-Wahhab, Mosaad A.; El-Nekeety, Aziza A.; Hathout, Amal S.; Salman, Asmaa S.; Abdel-Aziem, Sekena H.; Sabry, Bassem A.; Hassan, Nabila S.; Abdel-Aziz, Mohamed S.; Aly, Soher E.; Jaswir, Irwandi published an article in Toxicon. The title of the article was 《Bioactive compounds from Aspergillus niger extract enhance the antioxidant activity and prevent the genotoxicity in aflatoxin B1-treated ratsã€?HPLC of Formula: 54-17-1 The author mentioned the following in the article:

This study aimed to identify the bioactive compounds of the Et acetate extract of Aspergillus niger SH2-EGY using GC-MS and to evaluate their protective role against aflatoxin B1 (AFB1)-induced oxidative stress, genotoxicity and cytotoxicity in rats. Six groups of male Sprague-Dawley rats were treated orally for 4 wk included the control group, AFB1-treated group (80μg/kg b.w); fungal extract (FE)-treated groups at low (140) or high dose (280) mg/kg b.w and the groups treated with AFB1 plus FE at the two tested doses. The in vivo results showed that AFB1 significantly increased serum ALT, AST, creatinine, uric acid, urea, cholesterol, triglycerides, LDL, carcinoembryonic antigen, alpha-fetoprotein, interleukin-6, Malondialdehyde, nitric oxide, Bax, caspase-3 and P53 mRNA expression, chromosomal aberrations and DNA fragmentation. It decreased serum TP, albumin, HDL, Bcl-2 mRNA expression, hepatic and renal TAC, SOD and GPx content and induced histol. changes in the liver and kidney. FE prevented these disturbances in a dosage-dependent manner. It could be concluded that A. niger SH2-EGY extract is safe a promising agent for pharmaceutical and food industries. In the experimental materials used by the author, we found rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1HPLC of Formula: 54-17-1)

rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1) is the monohydrate form of the alpha isoform of D-glucopyranose, a synthetic simple monosaccharide that is used as an energy source.HPLC of Formula: 54-17-1

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Jingping; Yu, Dan; Yang, Yong; You, Huichao; Sun, Minzhi; Wang, Yaxin; Shen, Xu; Liu, Zhong-Quan published an article in Organic Letters. The title of the article was 《Free-Radical-Promoted Dehydrogenative Coupling of Polyfluorinated Alcohol with Quinone, Chromone, and Coumarin》.Safety of 3,3,3-Trifluoropropan-1-ol The author mentioned the following in the article:

A free-radical-mediated dehydrogenative cross-coupling reaction of polyfluorinated alc. with quinone, coumarin, and chromone was developed. It provides a sustainable and practical strategy for installation of fluorine atom into organic mols. by using polyfluorinated alcs. In the experimental materials used by the author, we found 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2Safety of 3,3,3-Trifluoropropan-1-ol)

3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2) is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.Safety of 3,3,3-Trifluoropropan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Nickel-catalyzed C-N bond activation: activated primary amines as alkylating reagents in reductive cross-coupling》 were Yue, Huifeng; Zhu, Chen; Shen, Li; Geng, Qiuyang; Hock, Katharina J.; Yuan, Tingting; Cavallo, Luigi; Rueping, Magnus. And the article was published in Chemical Science in 2019. Application In Synthesis of 4,4-Diethoxybutan-1-amine The author mentioned the following in the article:

Nickel-catalyzed reductive cross coupling of activated primary amines with aryl halides under mild reaction conditions has been achieved for the first time. Due to the avoidance of stoichiometric organometallic reagents and external bases, the scope regarding both coupling partners is broad. Thus, a wide range of substrates, natural products and drugs with diverse functional groups are tolerated. Moreover, exptl. mechanistic investigations and d. functional theory (DFT) calculations in combination with wavefunction anal. have been performed to understand the catalytic cycle in more detail. The results came from multiple reactions, including the reaction of 4,4-Diethoxybutan-1-amine(cas: 6346-09-4Application In Synthesis of 4,4-Diethoxybutan-1-amine)

4,4-Diethoxybutan-1-amine(cas: 6346-09-4) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Application In Synthesis of 4,4-Diethoxybutan-1-amine

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xu, Xianjun; Feng, Huangdi; Zhang, Xiaoyong; Song, Liangliang; Van Meervelt, Luc; Van der Eycken, Johan; Harvey, Jeremy N.; Van der Eycken, Erik V. published an article on February 11 ,2022. The article was titled 《Pd-Catalyzed Ring Restructuring of Oxazolidines with Alkenes Leading to Fused Polycyclic Indolizines》, and you may find the article in Organic Letters.Product Details of 157142-48-8 The information in the text is summarized as follows:

A palladium-catalyzed reaction of N-propargyl oxazolidines with alkenes for the synthesis of indolizidines has been developed. Through a sequential 6-exo-dig cyclization/proton transfer/[3+2] cycloaddition/cycloreversion/aromatization process, a series of fused polycyclic indolizines are obtained in moderate to good yields with high functional group tolerance. Exptl. and theor. studies suggest that the [3+2] cycloaddition/cycloreversion of the oxazolidine ring probably involves C-C and C-O bond cleavage, providing a new ring restructuring approach for the synthesis of heterocycles. The experimental process involved the reaction of 2-Amino-2-(4-methylphenyl)ethan-1-ol(cas: 157142-48-8Product Details of 157142-48-8)

2-Amino-2-(4-methylphenyl)ethan-1-ol(cas: 157142-48-8) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Product Details of 157142-48-8

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2012,Ishida, Naoki; Yuhki, Tatsuya; Murakami, Masahiro published 《Synthesis of Enantiopure Dehydropiperidinones from α-Amino Acids and Alkynes via Azetidin-3-ones》.Organic Letters published the findings.Application of 18621-18-6 The information in the text is summarized as follows:

Chiral dehydropiperidinones were synthesized in enantiopure form from α-amino acids and alkynes via nickel-catalyzed insertion into azetidin-3-one intermediates. After reading the article, we found that the author used Azetidin-3-ol hydrochloride(cas: 18621-18-6Application of 18621-18-6)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Application of 18621-18-6 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2013,Zheng, Xuhua; Gao, Xu; Zheng, Lu published 《Study on determination of industrial casein content by biuret-spectrophotometric method》.Guangdong Huagong published the findings.Safety of Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate The information in the text is summarized as follows:

The paper studied the determination of content of casein produced from milk residue by biuret-spectrophotometric method. The results showed almost the same as those by Kjeldahl determination method. In the experiment, the researchers used many compounds, for example, Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate(cas: 6381-59-5Safety of Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate)

Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate(cas: 6381-59-5) is a ferroelectric crystal with a high piezoelectric effect and electromechanical coupling coefficient. Safety of Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate As a Biuret reagent, it is used to measure the protein concentration. Furthermore, it is used as laxative and is also used in food industry.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts