Month: October 2022

Meng, Fan-Bing; Zhou, Li; Li, Jia-Jia; Li, Yun-Cheng; Wang, Meng; Zou, Long-Hua; Liu, Da-Yu; Chen, Wei-Jun published the artcile< The combined effect of protein hydrolysis and Lactobacillus plantarum fermentation on antioxidant activity and metabolomic profiles of quinoa beverage>, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is Lactobacillus plantarum fermentation antioxidant activity metabolomic profiles quinoa beverage; Antioxidant activity; Lactobacillus plantarum fermentation; Nontargeted metabolomics; Protein hydrolysis; Quinoa beverage.

Lactic acid bacteria fermentation is a commonly applied technique to produce nutritional, functional, and organoleptic enhanced foods. In the present study, protein hydrolysis and Lactobacillus plantarum fermentation were coupled to develop quinoa beverages. Protein hydrolysis effectively promoted the growth and fermentation of L. plantarum. Fermentation alone did not significantly improve antioxidant activity, but the combined use of protein hydrolysis and L. plantarum fermentation significantly improved the antioxidant activity of the quinoa beverage. Nontargeted metabolomics based on UHPLC-Q Exactive HF-X/MS and multivariate statistical anal. were performed to reveal the metabolite profile alterations of the quinoa beverage by different processing methods. A total of 756 metabolites were identified and annotated, which could be categorized into 12 different classes. The significant differentially abundant metabolites were mainly involved in primary metabolite metabolism and secondary metabolite biosynthesis. Many of these metabolites were proven to be vitally important to the function and taste formation of the quinoa beverage. Most importantly, the coupled use of protein hydrolysis and L. plantarum fermentation significantly increased some functional ingredients compared with protein hydrolysis and L. plantarum fermentation alone. The above results indicate that protein hydrolysis coupled with L. plantarum fermentation is an effective strategy to develop functional quinoa beverages.

Food Research International published new progress about Amino acids Role: FFD (Food or Feed Use), BIOL (Biological Study), USES (Uses). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wang, Dan; Cheng, Shiping; Zou, Guoming; Ding, Xiongfei published the artcile< Paeoniflorin inhibits proliferation and migration of psoriatic keratinocytes via the lncRNA NEAT1/miR-3194-5p/Galectin-7 axis>, COA of Formula: C19H34O2, the main research area is keratinocyte proliferation migration paeoniflorin lncRNA NEAT1 microRNA3194 5p Galectin7.

To investigate the mechanism underlying the effect of paeoniflorin (PF) on the proliferation and migration of psoriatic keratinocytes. The expressions of long noncoding RNA NEAT1, miR-3194-5p and Galectin-7 in skin tissues from psoriatic patients and healthy controls were detected. Psoriatic HaCat cells were used to investigate the function of NEAT1 and Galectin-7 as well as the effect and mechanism of PF in psoriasis. MTT, colony formation and scratch assays were used to assess the proliferation and migration of psoriatic HaCat cells. Dual-luciferase reporter assay was used to validate the interactions among NEAT1, miR-3194-5p and Galectin-7. NEAT1 and Galectin-7 were lowly expressed and miR-3194-5p was highly expressed in psoriatic patients. PF suppressed the proliferation and migration of psoriatic HaCat cells by elevating the expressions of NEAT1 and Galectin-7. NEAT1 pos. mediated the expression of Galectin-7 by targeting miR-3194-5p. PF controls the proliferation and migration of psoriatic HaCat cells via the NEAT1/miR-3194-5p/Galectin-7 axis.

Anti-Cancer Drugs published new progress about Cell migration. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, COA of Formula: C19H34O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Guo, Yinping; Mao, Xin; Xiong, Liang; Xia, Anjie; You, Jing; Lin, Guifeng; Wu, Chengyong; Huang, Luyi; Wang, Yiwei; Yang, Shengyong published the artcile< Structure-Guided Discovery of a Potent and Selective Cell-Active Inhibitor of SETDB1 Tudor Domain>, Synthetic Route of 252932-48-2, the main research area is cell active SETDB1 tudor domain inhibitor structure guided discovery; SETDB1; epigenetics; structure-based optimization; tool compound; tudor domain.

SET domain bifurcated protein 1 (SETDB1) is a histone lysine methyltransferase that promotes the silencing of some tumor suppressor genes and is overexpressed in many cancers. SETDB1 contains a unique tandem tudor domain (TTD) that recognizes histone H3 sequences containing both methylated and acetylated lysines. Beginning with the identification of a hit compound (Cpd1, I), we discovered the first potent and selective small mol. SETDB1-TTD inhibitor (R,R)-59 (II) through stepwise structure-guided optimization. (R,R)-59 showed a KD value of 0.088±0.045μM in the ITC assay. The high potency of (R,R)-59 was well explained by the cocrystal structure of the (R,R)-59-TTD complex. (R,R)-59 is an endogenous binder competitive inhibitor. Evidence has also demonstrated its cellular target engagement. Interestingly, the enantiomer (S,S)-59 did not show activity in all the assays, highlighting the potential of (R,R)-59 as a tool compound in exploring the biol. functions of SETDB1-TTD.

Angewandte Chemie, International Edition published new progress about Antitumor agents. 252932-48-2 belongs to class esters-buliding-blocks, and the molecular formula is C7H10N2O2, Synthetic Route of 252932-48-2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Delayre, Bastien; Piemontesi, Cyril; Wang, Qian; Zhu, Jieping published the artcile< TiCl3-Mediated Synthesis of 2,3,3-Trisubstituted Indolenines: Total Synthesis of (+)-1,2-Dehydroaspidospermidine, (+)-Condyfoline, and (-)-Tubifoline>, Reference of 30095-98-8, the main research area is titanium chloride mediated synthesis indolenine; dehydroaspidospermidine total synthesis; condyfoline total synthesis; tubifoline total synthesis; 1,2-rearrangements; indole alkaloids; natural products; titanium trichloride; total synthesis.

2,3,3-Trisubstituted indolenine constitutes an integral part of many biol. important monoterpene indole alkaloids. We report herein an unprecedented access to this skeleton by a TiCl3-mediated reductive cyclization of tetrasubstituted alkenes bearing a 2-nitrophenyl substituent. The proof of concept is demonstrated firstly by accomplishing a concise total synthesis of (+)-1,2-dehydroaspidospermidine (I) featuring a late-stage application of this key transformation. A sequence of reduction of nitroarene to nitrosoarene followed by 6π-electron-5-atom electrocyclization and a 1,2-alkyl shift of the resulting nitrone intermediate was proposed to account for the reaction outcome. A subsequent total synthesis of (+)-condyfoline (II) not only illustrates the generality of the reaction, but also provides a mechanistic insight into the nature of the 1,2-alkyl shift. The exclusive formation of (+)-condyfoline indicates that the 1,2-alkyl migration follows a concerted Wagner-Meerwein pathway, rather than a stepwise retro-Mannich/Mannich reaction sequence. Conditions for almost quant. conversion of (+)-condyfoline to (-)-tubifoline (III) by way of a retro-Mannich/1,3-prototropy/transannular cyclization cascade are also documented.

Angewandte Chemie, International Edition published new progress about Biomimetic synthesis. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Reference of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yang, Jian; Wang, Xin; El-Harairy, Ahmed; Bai, Rongxian; Gu, Yanlong published the artcile< Bronsted acid-catalyzed facile synthesis of α-substituted N-arylaminoacetals and their downstream conversions to functionalized pyrroles>, Synthetic Route of 94-02-0, the main research area is glyoxal dimethyl acetal arylamine ketone Mannich Bronsted acid catalyst; aryl aminoacetal preparation dicarbonyl compound cyclization; pyrrole preparation.

The α-substituted N-arylaminoacetals RNHCH(CH(OCH3)2)CH2C(O)R1 (R = Ph, 3,4-difluorophenyl, 2-chlorophenyl, etc.; R1 = Me, Ph, thiophen-2-yl, etc.) are important building blocks for organic synthesis, which can be synthesized via Mannich reaction by using glyoxal di-Me acetal as a key precursor. As the acetal fragment was known to be susceptible to acid, in literature methods, the Mannich reaction was performed under either neutral or gently acidic conditions. As a result, only a few kinds of α-substituted N-arylaminoacetals have been synthesized via Mannich reaction until now. The Mannich adducts of glyoxal di-Me acetal, arylamines RNH2 and ketones CH3C(O)R1 are quite stable toward strong Bronsted acid. This led to use successfully p-toluenesulfonic acid as the acid catalyst to synthesize a broad range of α-substituted N-arylaminoacetals. The Mannich adducts could be obtained in good to excellent yields. Particularly, these products were demonstrated to be able to react with 1,3-dicarbonyl compounds R2C(O)CH2C(O)R3 [R2 = OCH3, Me, (4-methoxyphenyl)aminyl, etc.; R3 = H, Me, n-Bu, Ph, i-Pr] in the presence of Sc(OTf)3 catalyst. A special class of multi-substituted pyrroles I (R1 = Me, Ph) was thus synthesized and can be converted to some important heterocyclic compounds including Me 2,6-dimethyl-1-(4-methylphenyl)-5-phenyl-1H-indole-3-carboxylate and Me 5-formyl-2-methyl-1-(4-methylphenyl)-1H-pyrrole-3-carboxylate. Di-Me acetals of quinoline-2-carbaldehydes II (R4 = OCH3, H; R5 = H, OCH3; R6 = OCH3; R6R7 = -CH=CH-CH=CH-; R5R6 = -CH=CH-CH=CH-) were also synthesized via one-pot three-component reactions of glyoxal di-Me acetal, electron-rich anilines 3-R4-4-R5-5-R6-6-R7CHNH2 and acetone.

Molecular Catalysis published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Synthetic Route of 94-02-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Thio, Joanne P.; Liang, Christopher; Bajwa, Alisha K.; Wooten, Dustin W.; Christian, Bradley T.; Mukherjee, Jogeshwar published the artcile< Synthesis and evaluation of mefway analogs as ligands for serotonin 5HT1A receptors>, Reference of 112-63-0, the main research area is mefway analog preparation serotonin 5HT1A receptor ligand; Mefway; PET imaging; Serotonin.

18F-Mefway (N-{2-[4-(2′-methoxyphenyl)piperazinyl]ethyl}-N-(2-pyridyl)-N-(4′-18F-fluoro-methylcyclohexane)carboxamide) (I) was developed and evaluated for use as a PET ligand for imaging 5-HT1A receptors. Ongoing studies of 18F-Mefway have shown it to be an effective PET radiotracer. We have synthesized isomers of Mefway by changing the position of the Me group in attempts to evaluate stability for imaging purposes. 2-Methyl-, 3-methyl-, and 4-methyl-cyclohexane-1-carboxylic acids and 3-carbomethoxy-, 4-carbomethoxycyclohexane-1-carboxylic acids were coupled with WAY-100634 to provide the methylcyclohexyl derivatives (2-, 3-, and 4-methyl). Mefway and 3-Mefway analogs were prepared by reduction of carbomethoxy- derivatives followed by fluorination. In vitro binding affinities for the methylated derivatives in rat brain homogenates were found to be 10.4 nM (2-methyl), 77 nM (3-methyl), and 21.5 nM (4-methyl). Binding affinity of 3-Mefway and 4-Mefway was found to be 17.4 nM and 6.26 nM, resp. Our results suggest that 3-methyl/3-fluoromethyl substituent has approx. threefold lower affinities compared to the 4-methyl/4-fluoromethyl substituent.

Medicinal Chemistry Research published new progress about 5-HT1A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Reference of 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Gadekar, Santosh C.; Dhayalan, Vasudevan; Nandi, Ashim; Zak, Inbal L.; Mizrachi, Meital Shema; Kozuch, Sebastian; Milo, Anat published the artcile< Rerouting the Organocatalytic Benzoin Reaction toward Aldehyde Deuteration>, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is aldehyde deuteration rerouting organocatalytic benzoin reaction.

Herein, studies aimed at stabilizing reactive intermediates in the N-heterocyclic carbene (NHC) catalytic cycle was described, which enabled the full shutdown of the known benzoin coupling pathway, while rerouting its intermediates toward deuteration. The reversible nature of NHC catalysis and the selective stabilization of reaction intermediates facilitated clean hydrogen-deuterium exchange reactions of aromatic aldehydes by D2O, even for challenging electron-withdrawing substrates. In several cases, the addition of catalytic amounts of Ph boronic acid was used to further stabilize highly reactive intermediates and mitigate the formation of benzoin coupling byproducts. The mechanistic understanding at the foundation of this work resulted in unprecedented mild conditions with base and catalyst loadings as low as 0.1 mol %, and a scalable deuteration reaction applicable to a broad substrate scope with outstanding functional group tolerance. More importantly, adopting this approach enabled the construction of a guideline for identifying the appropriate catalyst and conditions for different substrates. Exptl. studies combined with machine learning and computational methods shed light on the nontrivial mechanistic underpinnings of this reaction.

ACS Catalysis published new progress about Aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Demarchi, Gianina; Valla, Sofía; Perrone, Sofía; Chimento, Agustina; Bonadeo, Nadia; Vitale, Daiana Luján; Spinelli, Fiorella Mercedes; Cervio, Andrés; Sevlever, Gustavo; Alaniz, Laura; Berner, Silvia; Cristina, Carolina published the artcile< β-Catenin is reduced in membranes of human prolactinoma cells and it is inhibited by temozolomide in prolactin secreting tumor models.>, Electric Literature of 112-63-0, the main research area is Prolactinomas; Wnt; pituitary tumors; temozolomide; β-Catenin.

INTRODUCTION: Prolactinomas are the most frequent pituitary tumor subtype. Despite most of them respond to medical treatment, a proportion are resistant and become a challenge in clinical management. Wnt/β-Catenin pathway has been implicated in several cancers including pituitary tumors and other sellar region malignancies. Interestingly, Wnt/β-Catenin inhibition augments the cytotoxicity of the chemotherapeutic agent Temozolomide (TMZ) in different cancers. TMZ is now being implemented as rescue therapy for aggressive pituitary adenoma treatment. However, the molecular mechanisms associated with TMZ action in pituitary tumors remain unclear. OBJECTIVES: Our aims in the present study were to evaluate differential β-Catenin expression in human resistant prolactinomas and Wnt/β-Catenin signaling activation and involvement in Prolactin (PRL) secreting experimental models treated with TMZ. RESULTS: We first evaluated by immunohistochemistry β-Catenin localization in human resistant prolactinomas in which we demonstrated reduced membrane β-Catenin in prolactinoma cells compared to normal pituitaries, independently of the Ki-67 proliferation indexes. In turn, in vivo 15 mg/kg of orally administered TMZ markedly reduced PRL production and increased prolactinoma cell apoptosis in mice bearing xenografted prolactinomas. Intratumoral β-Catenin strongly correlated with Prl and Cyclin D1, and importantly, TMZ downregulated both β-Catenin and Cyclin D1, supporting their significance in prolactinoma growth and as candidates of therapeutic targets. When tested in vitro, TMZ directly reduced MMQ cell viability, increased apoptosis and produced G2/M cell cycle arrest. Remarkably, β-Catenin activation and VEGF secretion were inhibited by TMZ in vitro. CONCLUSIONS: We concluded that dopamine resistant prolactinomas undergo a β-Catenin relocalization in relation to normal pituitaries and that TMZ restrains experimental prolactinoma tumorigenicity by reducing PRL production and β-Catenin activation. Together, our findings contribute to the understanding of Wnt/β-Catenin implication in prolactinoma maintenance and TMZ therapy, opening the opportunity of new treatment strategies for aggressive and resistant pituitary tumors.

Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine published new progress about 112-63-0. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Electric Literature of 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Du, Zheng-Cai; Xia, Zhong-Shang; Huang, Yan-Feng; Peng, Yi; Cao, Bing-Bing; Li, Chun-Qi; Liang, Yun-Fei; Zhao, Fang-Hui; Zhang, Ming-Zhe; Chen, Zhang-Mei; Hou, Xiao-Tao; Hao, Er-Wei; Deng, Jia-Gang published the artcile< Cardiotoxicity induced by Cochinchina momordica seed extract in zebrafish>, Synthetic Route of 112-63-0, the main research area is zebrafish cardiotoxicity cochinchina momordica seed extract; CMSE; apoptosis; cardiotoxicity; inflammation; oxidative stress; zebrafish.

Momordica cochinchinensis (Lour.) Spreng is an indigenous South Asian edible fruit, and seeds of Momordica cochinchinensis have been used therapeutically in traditional Chinese medicine. Previous studies have shown that M. cochinchinensis seed (Momordicae Semen) has various pharmaceutical properties such as antioxidant and anti-ulcer effects as well as contains secondary metabolites with potential anticancer activities such as triterpenoids and saponins. Recent studies reported that water extract and ethanol extract of M. cochinchinensi seed were tested on mammals using an acute toxic classic method as OECD guidelines 420. No matter injected i.v. or i.m., animals died within several days. In this study, zebrafish embryos were exposed to various doses of Cochinchina momordica seed extract (CMSE) from 2 dpf (days post fertilization, dpf) to 3 dpf. CMSE-induced cardiotoxicity such as pericardial edema, cardiac apoptosis, increased ROS production, cardiac neutrophil infiltration, decreased blood flow velocity, and reduced expression of three marker genes of cardiac functions were found in zebrafish roughly in a dose-dependent manner. These results suggest that CMSE may induce cardiotoxicity through pathways involved in inflammation, oxidative stress, and apoptosis.

Journal of Applied Toxicology published new progress about Antioxidants. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Synthetic Route of 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Ohkubo, Mitsuru; Kuno, Atsushi; Nakanishi, Isao; Takasugi, Hisashi published the artcile< Studies on cerebral protective agents. VIII. Synthesis of 2-aminothiazoles and 2-thiazolecarboxamides with anti-anoxic activity>, Application of C19H34O2, the main research area is antianoxic aminothiazole thiazolecarboxamide structure cerebral protection; aminothiazole preparation antianoxic cerebral protection structure; thiazolecarboxamide preparation antianoxic cerebral protection structure.

Various 2-aminothiazoles and 2-thiazolecarboxamides, possessing a nitrogenous basic moiety at the C-2 position of the thiazole ring, were prepared and tested for anti-anoxic (AA) activity in mice. Among them, N-[2-(4-morpholinyl)ethyl]-4-(3-trifluoromethylphenyl)-2-thiazolecarboxyamide hydrochloride (FR108143) (min. EDs of 3.2 mg/kg i.p. and 10 mg/kg p.o., resp.) exhibited more potent AA activity than either FK360 or FR75039, each of which has a nitrogenous basic moiety at the C-5 position. The structure-activity relationships with regard to AA activity of this series of compounds are discussed, and the three-dimensional electrostatic potentials (3D-MEP) around the basic nitrogen atom of FK360 and the thiazole derivative (FR108143) are compared.

Chemical & Pharmaceutical Bulletin published new progress about Electrostatic potential. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Application of C19H34O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics