Category: alcohols-buliding-blocks

Gao, Jieming published the artcileNovel Monodisperse PEGtide Dendrons: Design, Fabrication, and Evaluation of Mannose Receptor-Mediated Macrophage Targeting, Category: alcohols-buliding-blocks, the publication is Bioconjugate Chemistry (2013), 24(8), 1332-1344, database is CAplus and MEDLINE.

Novel PEGtide dendrons of generations 1 through 5 (G1.0-5.0) containing alternating discrete poly(ethylene glycol) (dPEG) and amino acid/peptide moieties were designed and developed. To demonstrate their targeting utility as nanocarriers, PEGtide dendrons functionalized with mannose residues were developed and evaluated for macrophage targeting. PEGtide dendrons were synthesized using 9-fluorenylmethyloxycarbonyl (Fmoc) solid-phase peptide synthesis (SPPS) protocols. The N-α-Fmoc-N-ε-(5-carboxyfluorescein)-l-lysine (Fmoc-Lys(5-FAM)-OH) and monodisperse Fmoc-dPEG₆-OH were sequentially coupled to Fmoc-β-Ala-resin to obtain the resin-bound intermediate Fmoc-dPEG₆-Lys(5-FAM)-β-Ala (1). G1.0 dendrons were obtained by sequentially coupling Fmoc-Lys(Fmoc)-OH, Fmoc-β-Ala-OH, and Fmoc-dPEG₆-OH to 1. Dendrons of higher generation, G2.0-5.0, were obtained by repeating the coupling cycles used for the synthesis of G1.0. Dendrons containing eight mannose residues (G3.0-mannose₈) were developed for mannose receptor (MR) mediated macrophage targeting by conjugating α-d-mannopyranosylphenyl isothiocyanate to G3.0 dendrons. In the present study PEGtide dendrons up to G5.0 were synthesized. The mol. weights of the dendrons determined by MALDI-TOF were in agreement with calculated values. The hydrodynamic diameters measured using dynamic light scattering (DLS) ranged from 1 to 8 nm. Cell viability in the presence of G3.0 and G3.0-mannose₈ was assessed using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay and was found to be statistically indistinguishable from that of untreated cells. G3.0-mannose₈ exhibited 12-fold higher uptake than unmodified G3.0 control dendrons in MR-expressing J774.E murine macrophage-like cells. Uptake was nearly completely inhibited in the presence of 10 mg/mL mannan, a mannose analog and known MR substrate. Confocal microscopy studies demonstrated the presence of significant intracellular punctate fluorescence colocalized with a fluid endocytosis marker with little surface fluorescence in cells incubated with G3.0-mannose₈. No significant cell-associated fluorescence was observed in cells incubated with G3.0 dendrons that did not contain the targeting ligand mannose. The current studies suggest that PEGtide dendrons could be useful as nanocarriers in drug delivery and imaging applications.

Bioconjugate Chemistry published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Lin, Haotong published the artcileCharacterization of rheological properties and aging performance of bitumen modified by bio-oil from bamboo charcoal production, COA of Formula: C9H12O, the publication is Journal of Cleaner Production (2022), 130678, database is CAplus.

As a waste stream from charcoal production, the liquid bio-oil has not been properly used, leading to both environmental and economic issues. In this study, this deleterious waste was explored as a promising additive for petroleum-based bitumen. Raw bio-oil was pretreated through distillation under different temperature to remove undesirable components. The resulting medium and heavy bio-oil fractions were blended with petroleum-based bitumen by weight ratios up to 12% to obtain bio-bitumen. The rheol. and aging properties of the bio-bitumen were further evaluated with various test means. The results showed that the addition of bio-oil had softening effect on bitumen. Bio-bitumen performed better brittleness resistance with smaller Glover-Rowe parameters and better fatigue crack resistance at shorter crack length than that of base bitumen. The lower non-recoverable creep compliance of the heavy fraction modified bio-bitumen indicated its better rutting resistance, compared to that of the base bitumen. Characterization of the carbonyl and sulfoxide functional groups in the aged bitumen showed comparative aging performance of the bio-bitumen modified with heavy fraction. The findings of this study indicate that the promising potential of bio-oil heavy fraction to replace petroleum-based bitumen for generating sustainable road paving material.

Journal of Cleaner Production published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C9H12O, COA of Formula: C9H12O.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yan, Jun published the artcileIntestinal toxicity of micro- and nano-particles of foodborne titanium dioxide in juvenile mice: Disorders of gut microbiota-host co-metabolites and intestinal barrier damage, Recommanded Product: 3-Hydroxyphenylacetic acid, the publication is Science of the Total Environment (2022), 153279, database is CAplus and MEDLINE.

The wide use of TiO2 particles in food and the high exposure risk to children have prompted research into the health risks of TiO2. We used the microbiome and targeted metabolomics to explore the potential mechanism of intestinal toxicity of foodborne TiO2 micro-/nanoparticles after oral exposure for 28 days in juvenile mice. Results showed that the gut microbiota-including the abundance of Bacteroides, Bifidobacterium, Lactobacillus, and Prevotella-changed dynamically during exposure. The organic inflammatory response was activated, and lipopolysaccharide levels increased. Intestinal toxicity manifested as increased mucosal permeability, impaired intestinal barrier, immune damage, and pathol. changes. The expression of antimicrobial peptides, occludin, and ZO-1 significantly reduced, while that of JNK2 and Src/pSrc increased. Compared with micro-TiO2 particles, the nano-TiO2 particles had strong toxicity. Fecal microbiota transplant confirmed the key role of gut microbiota in intestinal toxicity. The levels of gut microbiota-host co-metabolites, including pyroglutamic acid, L-glutamic acid, phenylacetic acid, and 3-hydroxyphenylacetic acid, changed significantly. Significant changes were observed in the glutathione and propanoate metabolic pathways. There was a significant correlation between the changes in gut microbiota, metabolites, and intestinal cytokine levels. These, together with the intestinal barrier damage signaling pathway, constitute the network mechanism of the intestinal toxicity of TiO2 particles.

Science of the Total Environment published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C11H11NO2, Recommanded Product: 3-Hydroxyphenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Thiruvengetam, Prabaharan published the artcileControlled and Predictably Selective Oxidation of Activated and Unactivated C(sp³)-H Bonds Catalyzed by a Molybdenum-Based Metallomicellar Catalyst in Water, Recommanded Product: 4-Propylphenol, the publication is Journal of Organic Chemistry (2022), 87(6), 4061-4077, database is CAplus and MEDLINE.

The synthesis of carbonyl derivatives from renewable feedstocks, by direct oxidation/functionalization of activated and unactivated C(sp³)-H bonds under a controlled and predictably selective fashion, especially in late stages, remains a formidable challenge. Herein, for the first time, cost-effective and widely applicable protocols for controlled and predictably selective oxidation of petroleum waste and feedstock ingredients like methyl-/alkylarenes to corresponding value-added carbonyls have been developed, using a surfactant-based oxodiperoxo molybdenum catalyst in water. The methodologies use hydrogen peroxide (H₂O₂) as an environmentally benign green oxidant, and the reactions preclude the need of any external base, additive, or cocatalyst and can be operated under mild eco-friendly conditions. The developed protocols show a wide substrate scope and eminent functional group tolerance, especially oxidation-liable and reactive boronic acid groups. Upscaled multigram synthesis of complex steroid mols. by late-stage oxidation proves the robustness and practical utility of the current protocol since it employs an inexpensive recyclable catalyst and an easily available oxidant. A plausible mechanism has been proposed with the help of few controlled experiments and kinetic and computational studies.

Journal of Organic Chemistry published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C12H10FeO4, Recommanded Product: 4-Propylphenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sengupta, Debasis published the artcileStudies on the Norrish type II reactions of aliphatic α-diketones and the accompanying cyclization and disproportionation of 1 : 4 biradicals, Safety of 1-Methylcyclobutan-1-ol, the publication is Journal of Photochemistry and Photobiology, A: Chemistry (1993), 75(2), 151-62, database is CAplus.

The Norrish type II process of several alkyl diketones was examined using the AM1 semi-empirical MO method with complete geometry optimization at the CI level in the RHF frame. UHF calculations of the triplet state of the diketone lead to a decrease in symmetry and strong localization of excitation on one carbonyl. The results of RHF+CI reveal that diketones have much lower reactivities than monoketones and the barriers to conformational change in diketones play an important role in the triplet reaction. The cyclization and disproportionation reactions of the resulting 1:4 biradicals were studied in the UHF frame and the results were compared with those derived from alkyl monoketones. In many respects, the reactions of 1:4 biradicals derived from alkyl monoketones parallel those derived from diketones. The free valence indexes on the radical sites correlate qual. with the radical-like reactivities.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about 20117-47-9. 20117-47-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic cyclic hydrocarbon,Alcohol, name is 1-Methylcyclobutan-1-ol, and the molecular formula is C16H25BO2, Safety of 1-Methylcyclobutan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Turdi, Huji published the artcileScreening Hit to Clinical Candidate: Discovery of BMS-963272, a Potent, Selective MGAT2 Inhibitor for the Treatment of Metabolic Disorders, Name: 3,3,3-Trifluoropropan-1-ol, the publication is Journal of Medicinal Chemistry (2021), 64(19), 14773-14792, database is CAplus and MEDLINE.

MGAT2 inhibition is a potential therapeutic approach for the treatment of metabolic disorders. High-throughput screening of the BMS internal compound collection identified the aryl dihydropyridinone compound 1 (hMGAT2 IC₅₀ = 175 nM) as a hit. Compound 1 had moderate potency against human MGAT2, was inactive vs mouse MGAT2 and had poor microsomal metabolic stability. A novel chem. route was developed to synthesize aryl dihydropyridinone analogs to explore structure-activity relationship around this hit, leading to the discovery of potent and selective MGAT2 inhibitors 21f, 21s, and 28e that are stable to liver microsomal metabolism After triaging out 21f due to its inferior in vivo potency, pharmacokinetics, and structure-based liabilities and tetrazole 28e due to its inferior channel liability profile, 21s (BMS-963272) was selected as the clin. candidate following demonstration of on-target weight loss efficacy in the diet-induced obese mouse model and an acceptable safety and tolerability profile in multiple preclin. species.

Journal of Medicinal Chemistry published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C18H20N2O12, Name: 3,3,3-Trifluoropropan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Urban, Frank J. published the artcileLipophilic 1,3-xylyl-21-crown-6 macrocyclic polyether 2-carboxylic acids as biological mimics of the ionophore antibiotics, Product Details of C14H22O2, the publication is Journal of Medicinal Chemistry (1990), 33(2), 765-71, database is CAplus and MEDLINE.

Twelve lipophilic 1,3-xylyl-21-crown-6 macrocyclic polyether 2-carboxylic acids, e.g. I (R = H, Me, PhCH₂; n = 1), two lariat ether 1,3-xylyl-21-crown-6 macrocyclic polyether 2-carboxylic acids II (R¹ = H, Me₃C) and two 1,3-xyly-28-crown-8 macrocyclic polyether 2-carboxylic acids I (R = H, Me, n = 2) were synthesized and tested for in vitro antibacterial activity, in vitro stimulation of rumen propionic acid production, and in vivo anticoccidial activity in chickens. These are biol. screens relevant to animal health areas where the ionophore antibiotics such as monensin have found application. While the parent structure without lipophilic substituents was biol. inactive, the lipophilic macrocycles were active in the two in vitro tests but not against chicken coccidiosis. One compound I (R = Me, n = 1) was tested in cattle and was found to increase levels of propionic acid in the rumen fermentation This effect is considered an important factor for increasing the efficiency of feed utilization in cattle exhibited by the ionophore antibiotic monensin. The alkali ion salts of these lipophilic macrocyclic polyether carboxylic acids are very soluble in organic solvents and insoluble in water. These compounds are proposed to act as ion-transport agents and functional mimics of the ionophore antibiotics in the biol. systems described above.

Journal of Medicinal Chemistry published new progress about 1139-46-4. 1139-46-4 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol, and the molecular formula is C9H8FNO2, Product Details of C14H22O2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sun, Jianghao published the artcileStudy on Human Urinary Metabolic Profiles after Consumption of Kale and Daikon Radish using a High-resolution Mass Spectrometry-Based Non-targeted and Targeted Metabolomic Approach, Formula: C8H8O3, the publication is Journal of Agricultural and Food Chemistry (2020), 68(48), 14307-14318, database is CAplus and MEDLINE.

In the present study, urine samples were collected from healthy human volunteers to determine the metabolic fates of phenolic compounds and glucosinolates after a single meal of kale and daikon radish. The major glucosinolates and phenolic compounds in kale and daikon radish were measured. The urinary metabolome after feeding at different time periods was investigated. A targeted metabolite anal. method was developed based on the known metabolic pathways for glucosinolates and phenolic compounds Using a targeted approach, a total of 18 metabolites were found in urine: 4 from phenolic compounds and 14 from glucosinolates. Among these metabolites, 4-methylsulfinyl-3-butenyl isothiocyanate, 4-methylsulfinyl-3-butenyl isothiocyanate-cysteine, and 4-methylsulfinyl-3-butenylglucosinolate-N-acetyl cysteine were reported for the first time in human urine. The combination of non-targeted and targeted metabolomic approaches can gain a full metabolite profile for human dietary intervention studies.

Journal of Agricultural and Food Chemistry published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C5H9IO2, Formula: C8H8O3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Mahale, Rajendra D. published the artcileCorey-Itsuno Reduction of Ketones: A Development of Safe and Inexpensive Process for Synthesis of Some API Intermediates, Related Products of alcohols-buliding-blocks, the publication is Organic Process Research & Development (2012), 16(4), 710-713, database is CAplus.

A safe and inexpensive procedure for asym. reduction of ketones using in situ prepared N,N-diethylaniline borane (DEANB) and oxazaborolidine catalyst from sodium borohydride, N,N-diethylaniline hydrochloride and (S)-α,α-diphenylprolinol is described. This protocol is demonstrated successfully to manufacture enantiopure dapoxetine at the plant scale.

Organic Process Research & Development published new progress about 156453-53-1. 156453-53-1 belongs to alcohols-buliding-blocks, auxiliary class Chiral,Benzene,Naphthalene,Alcohol,Ether, name is (R)-3-(Naphthalen-1-yloxy)-1-phenylpropan-1-ol, and the molecular formula is C19H18O2, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Rej, Supriya published the artcileTransient Imine as a Directing Group for the Metal-Free o-C-H Borylation of Benzaldehydes, Safety of 4-Hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde, the publication is Journal of the American Chemical Society (2021), 143(7), 2920-2929, database is CAplus and MEDLINE.

Organoboron reagents are important synthetic intermediates and have wide applications in synthetic organic chem. The selective borylation strategies that are currently in use largely rely on the use of transition-metal catalysts. Hence, identifying much milder conditions for transition-metal-free borylation would be highly desirable. The authors herein present a unified strategy for the selective C-H borylation of electron-deficient benzaldehyde derivatives using a simple metal-free approach, using an imine transient directing group. The strategy covers a wide spectrum of reactions and (i) even highly sterically hindered C-H bonds can be borylated smoothly, (ii) despite the presence of other potential directing groups, the reaction selectively occurs at the o-C-H bond of the benzaldehyde moiety, and (iii) natural products appended to benzaldehyde derivatives can also give the appropriate borylated products. Also, the efficacy of the protocol was confirmed by the fact that the reaction proceeds even in the presence of external impurities.

Journal of the American Chemical Society published new progress about 1883607-86-0. 1883607-86-0 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester, name is 4-Hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde, and the molecular formula is C13H17BO4, Safety of 4-Hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts