Author: tianli

Wu, Huaimo published the artcileAn efficient approach for the synthesis of 1,2-dihydroxanthones enabled by one-pot Claisen condensation/cyclization reactions, Name: 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is Organic & Biomolecular Chemistry (2021), 19(18), 4126-4131, database is CAplus and MEDLINE.

In this report, a mild, efficient and green method for the synthesis of 1,2-dihydroxanthones (DHXs) I (R = H, Me, 3-methylbut-2-en-1-yl; R¹ = H, Me; R² = Me, Ph, 2,2,2-trifluoroethyl, but-3-en-1-yl, etc.; R³ = H, Me; R⁴ = H, F, OMe, Cl, Br, I; R⁵ = H, Me, OMe, Cl, CF₃, F; R⁴R⁵ = -CH:CHCH:CH-; R⁶ = H, Cl, Me, prop-2-en-1-yl) and II (R⁷ = H, OMe) has been developed in one pot through Claisen condensation and O-cyclization under waste-induced relay catalysis with min. organic solvents. The byproduct (HMDS or NH₃·H₂O) of the first step turned out to be the promoter for the second step, which could efficiently proceed in aqueous media without the addition of other catalysts. The reactions using trifluoroethyl salicylates 2-OH-3-R⁶-4-R⁵-5-R⁴-6-R³C₆HC(O)OCH₂CF₃ could be performed under mild conditions to ensure the generation of vulnerable DHXs I and II in high yields. The substrate scope is very broad regardless of the substituent type and its position on the structure. Specifically, the versatility of DHXs I (R = R¹ = R³ = R⁴ = R⁵ = R⁶ = H; R² = Me) was demonstrated by their conversion to xanthones I (R = 3-methylbut-2-en-1-yl; R¹ = R³ = R⁴ = R⁵ = R⁶ = H; R² = Me)/II (R⁷ = H) and other complex structures III/IV.

Organic & Biomolecular Chemistry published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C18H28BNO2, Name: 2-Hydroxy-4-(trifluoromethyl)benzoic acid.

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

Gao, Zhangshan published the artcileTesticular toxicity of bisphenol compounds: Homeostasis disruption of cholesterol/testosterone via PPARα activation, Recommanded Product: 4,4′-Sulfonyldiphenol, the publication is Science of the Total Environment (2022), 155628, database is CAplus and MEDLINE.

The widespread application of bisphenols (BPs) has made them ubiquitous in the environment. Although the side effects of bisphenol A (BPA) substitutes have received increasing attention, studies on their reproductive toxicity remain lacking. In this research, the effects of BPA and its substitutes, including bisphenol S (BPS), bisphenol F (BPF), and bisphenol AF (BPAF), on the male reproductive system were evaluated. Results proved that these BPs disturbed germ cell proliferation, induced germ cell apoptosis, and perturbed sperm physiologies and spermatogenesis, which resulted from the disruption of testosterone (T) biosynthesis in Leydig cells (LCs). Importantly, in vitro and in vivo studies indicated that the exhausted cholesterol in LCs accounted for the reduced T production Furthermore, the knockdown of peroxisome proliferator-activated receptor alpha (PPARα) remarkably ameliorated the downregulation of cholesterogenesis-related genes (i.e., Hmgcs1, Hmgcr, and Srebf2), indicating that PPARα played a critical role in BPs-induced testicular dysfunction. Overall, our studies indicated that BPS, BPF, and BPAF could induce testicular toxic effects similar to that of BPA, which were associated with the PPARα pathway.

Science of the Total Environment published new progress about 80-09-1. 80-09-1 belongs to alcohols-buliding-blocks, auxiliary class Ploymers, name is 4,4′-Sulfonyldiphenol, and the molecular formula is C12H10O4S, Recommanded Product: 4,4′-Sulfonyldiphenol.

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

Zong, Xinlong published the artcileFluoride Anion-Catalyzed Mukaiyama-aldol Reaction: Rapid Access to α-Fluoro-β-Hydroxy Esters, Synthetic Route of 106-25-2, the publication is Journal of Organic Chemistry (2022), 87(10), 6918-6926, database is CAplus and MEDLINE.

A protocol of fluoride anion-mediated Mukaiyama aldol reaction with low catalytic loading in short reaction time to incorporate fluorine at α position into β-hydroxy esters was reported. The method shown good functional-group tolerance and scale-up potential, moreover, was applicable to the late-stage modification of natural products and small mol. drugs.

Journal of Organic Chemistry published new progress about 106-25-2. 106-25-2 belongs to alcohols-buliding-blocks, auxiliary class Natural product, name is cis-3,7-Dimethyl-2,6-Octadien-1-Ol, and the molecular formula is C37H30ClIrOP2, Synthetic Route of 106-25-2.

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

Yan, Si-Shun published the artcileVisible-light photoredox-catalyzed selective carboxylation of C(sp³)-F bonds with CO₂, COA of Formula: C6H16OSi, the publication is Chem (2021), 7(11), 3099-3113, database is CAplus.

A novel selective carboxylation of C(sp³)-F bonds with CO₂ via visible-light photoredox catalysis. A variety of mono-, di-, and trifluoroalkylarenes as well as α,α-difluorocarboxylic esters and amides undergo such reactions to give important aryl acetic acids and α-fluorocarboxylic acids, including several drugs and analogs, under mild conditions. Notably, mechanistic studies and DFT calculations demonstrate the dual role of CO₂ as an electron carrier and electrophile during this transformation. The fluorinated substrates would undergo single-electron reduction by electron-rich CO₂ radical anions, which were generated in situ from CO₂ via sequential hydride-transfer reduction and hydrogen-atom-transfer processes.

Chem published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C18H12ClNO, COA of Formula: C6H16OSi.

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

Liu, Lulu published the artcileDesign, synthesis and biological evaluation of tyrosine derivatives as Mcl-1 inhibitors, Computed Properties of 518303-20-3, the publication is European Journal of Medicinal Chemistry (2020), 112142, database is CAplus and MEDLINE.

The upregulation of the protein myeloid cell leukemia-1 (Mcl-1) is closely associated with various human cancers, which can result in the evasion of apoptosis and a low survival rate. Therefore, developing Mcl-1 inhibitors has become a promising paradigm for cancer therapy. Herein, we designed and synthesized a novel series of tyrosine derivatives, among which compounds (I) (R¹ = 3,5-di-Me-4-Cl-Ph, X = H, R² = OBut, n = 2; R¹ = 3,5-di-Me-4-Cl-Ph, X = H, R² = Ph, n = 1; R¹ = naphthyl, X = Br, R² = 4-Me-benzyl, n = 1) exhibited very high binding affinity to Mcl-1 with K_i values of 0.18, 0.27 and 0.23μM, resp. Interestingly, compound I (R¹ = 3,5-di-Me-4-Cl-Ph, X = H, R² = Ph, n = 1) showed not only potent activity against Mcl-1 but also considerable selectivity over Bcl-2 and Bcl-xL, which was rationalized by mol. docking and fragment-centric topog. mapping (FCTM). It is worth noting that compounds I (R¹ = 3,5-di-Me-4-Cl-Ph, X = H, R² = OBut, n = 2; R¹ = 3,5-di-Me-4-Cl-Ph, X = H, R² = Ph, n = 1; R¹ = naphthyl, X = Br, R² = 4-Me-benzyl, n = 1) displayed potent antiproliferative activity against several cancer cell lines and could induce apoptosis of KM3 and HepG2 cells in a dose-dependent manner.

European Journal of Medicinal Chemistry published new progress about 518303-20-3. 518303-20-3 belongs to alcohols-buliding-blocks, auxiliary class Apoptosis,Bcl-2, name is 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, and the molecular formula is C18H14BrNO5S2, Computed Properties of 518303-20-3.

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

Zhou, Yi published the artcileEfficient Oxidation of Paracetamol Triggered by Molecular-Oxygen Activation at β-Cyclodextrin-Modified Titanate Nanotubes, Formula: C12H10O4S, the publication is Chemistry – An Asian Journal (2022), 17(13), e202200352, database is CAplus and MEDLINE.

Titanate nanotubes (TNTs) were coated with a cyclic oligosaccharide (carboxymethyl-β-cyclodextrin, CM-β-CD) to obtain a photocatalyst (CM-β-CD-TNT) for efficiently activating mol. oxygen and removing the target contaminant. The hydrophobic cavity and the large sp. surface area of the photocatalyst provide abundant active sites for activating mol. oxygen. The free radical capture experiment and quenching experiment showed that cyclodextrin could facilitate adsorption and activation of mol. oxygen to produce O₂.-. Therefore, compared with the pristine TNT, CM-β-CD-TNT accelerated the oxidation efficiency of paracetamol (APAP) by 3.4 times. Moreover, the ring cleavage reaction induced by CM-β-CD-TNT effectively reduced the acute toxicity of wastewater containing APAP. Furthermore, 100% of bisphenol A (BPA), bisphenol S (BPS), phenol, 2,4-dichlorophen (2,4-DCP), and carbamazepine (CBZ) were degraded by CM-β-CD-TNT after 2.5 h UV light irradiation This strategy provides a new dimension for the advanced treatment of organic wastewater by organic macrocyclic mol.-modified materials.

Chemistry – An Asian Journal published new progress about 80-09-1. 80-09-1 belongs to alcohols-buliding-blocks, auxiliary class Ploymers, name is 4,4′-Sulfonyldiphenol, and the molecular formula is C4H5NS2, Formula: C12H10O4S.

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

Tsai, Charng-Sheng published the artcileDevelopment of trifunctional probes for glycoproteomic analysis, Safety of 3-(Methylamino)phenol, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(30), 5575-5577, database is CAplus and MEDLINE.

Here the authors examine the applications of two trifunctional probes with different linkers for their abilities in both target detection via 3-azido-7-aminocoumarin and enrichment via biotin, when reacting with alkynyl sugars. Probe I carries an azido group for both conjugation and fluorescent triggering. When the 1,2,3-triazole ring was formed by Cu(I)-catalyzed Azide-Alkyne (3 +2) Cycloaddition, it activated the fluorescent property of 3-azido-7-aminocoumarin to provide a high fluorescent signal for rapid and sensitive target detection, while the biotin group in probe I offered the advantage of glycoprotein enrichment. To increase the elution yield of labeled targets that bind to streptavidin matrixes, the authors further introduced a cleavable linker (cystamine) between 3-azido-7-aminocoumarin and biotin in probe II. Thus after binding to streptavidin matrixes, the labeled targets can be recovered by treatment with reducing agents such as dithiothreitol or tris(2-carboxyethyl)phosphine to break the disulfide bond and give fluorescent labeled biomols.

Chemical Communications (Cambridge, United Kingdom) published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C6H12O2, Safety of 3-(Methylamino)phenol.

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

Wang, Ce published the artcileLymphatic-targeted cationic liposomes: A robust vaccine adjuvant for promoting long-term immunological memory, Name: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, the publication is Vaccine (2014), 32(42), 5475-5483, database is CAplus and MEDLINE.

Although retaining antigens at the injection site (the so-called “depot effect”) is an important strategy for vaccine development, increasing evidence showed that lymphatic-targeted vaccine delivery with liposomes could be a promising approach for improving vaccine efficacy. However, it remains unclear whether antigen depot or lymphatic targeting would benefit long-term immunol. memory, a major determinant of vaccine efficacy. In the present study, OVA antigen was encapsulated with DOTAP cationic liposomes (LP) or DOTAP-PEG-mannose liposomes (LP-Man) to generate depot or lymphatic-targeted liposome vaccines, resp. The result of in vivo imaging showed that LP mostly accumulated near the injection site, whereas LP-Man not only effectively accumulated in draining lymph nodes (LNs) and the spleen, but also enhanced the uptake by resident antigen-presenting cells. Although LP vaccines with depot effect induced anti-OVA IgG more potently than LP-Man vaccines did on day 40 after priming, they failed to mount an effective B-cell memory response upon OVA re-challenge after three months. In contrast, lymphatic-targeted LP-Man vaccines elicited sustained antibody production and robust recall responses three months after priming, suggesting lymphatic targeting rather than antigen depot promoted the establishment of long-term memory responses. The enhanced long-term immunol. memory by LP-Man was attributed to vigorous germinal center responses as well as increased Tfh cells and central memory CD4⁺ T cells in the secondary lymphoid organs. Hence, lymphatic-targeted vaccine delivery with LP-Man could be an effective strategy to promote long-lasting immunol. memory.

Vaccine 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 C13H26N2, Name: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol.

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

Lai, Yiang published the artcilePotential application of BC₃ nanotube for removal of bisphenol from water; density functional theory study, Formula: C12H10O4S, the publication is Journal of Molecular Liquids (2022), 119147, database is CAplus.

Using d. functional theory, the current study reported stability, structures, inter-mol. forces, and the electronic characteristics in the solution of complexes which was formed between bisphenol S (BPS) and the BC₃ nanotube (BC₃NT). The potential application of BC₃NT in removing BPS was investigated. BPS had an interaction with B atom of BC₃NT with its S atom and the energy of adsorption was approx. -29.31 kcal/mol. The electronic characteristics of BC₃NT were significantly affected by BPS, which facilitated the adsorption process. Moreover, the donor-acceptor interaction mainly controlled the adsorption mechanism of BPS. In addition to promoting the development of sustainable and cheap heteroatom carbon-based materials (HCBMs), the current study systematically investigated the adsorption mechanism of HCBMs for BPS.

Journal of Molecular Liquids published new progress about 80-09-1. 80-09-1 belongs to alcohols-buliding-blocks, auxiliary class Ploymers, name is 4,4′-Sulfonyldiphenol, and the molecular formula is C12H10O4S, Formula: C12H10O4S.

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

Zou, Wei published the artcileStructure, mechanism and regulation of an artificial microbial ecosystem for vitamin C production, COA of Formula: C6H10O7, the publication is Critical Reviews in Microbiology (2013), 39(3), 247-255, database is CAplus and MEDLINE.

A review. At present, the modern two-step fermentation process is one of the major approaches for the industrial production of vitamin C. The key step in this process is the conversion of L-sorbose to 2-keto-L-gulonic acid (2-KLG), the vitamin C precursor, which is accomplished by an artificial microbial ecosystem consisting of Ketogulonicigenium vulgare and Bacillus megaterium. This review describes current progress in understanding this ecosystem, not only the individual physiol. characteristics of the two strains, but also the interactions between them. Special emphasis is placed on recent systems biol. studies of the ecosystem. We also discuss the regulation and improvement of this ecosystem, including anal. of the fermentation medium components and genetic engineering and optimum fermentative strategies. Finally, perspectives on the knowledge and engineering of this important artificial microbial ecosystem are discussed.

Critical Reviews in Microbiology published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C20H17FO4S, COA of Formula: C6H10O7.

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