Day: December 6, 2022

Cho, Hanna published the artcileIdentification of Novel Resorcinol Amide Derivatives as Potent and Specific Pyruvate Dehydrogenase Kinase (PDHK) Inhibitors, Application of 1-Methylurea, the main research area is neoplasm antitumor resorcinol amide pyruvate dehydrogenase kinase combination chemotherapy; satraplatin.

Pyruvate dehydrogenase kinases (PDHKs) promote abnormal respiration in cancer cells. Studies with novel resorcinol amide derivatives based on VER-246608 (6) led to the identification of 19n(I) and 19t(II) containing 5-membered heteroaromatic ring as unique structural features. These substances possess single-digit nanomolar activities against PDHKs. II exhibits higher potencies against PDHK1/2/4 than does 6 and inhibits only PDHKs among 366 kinases. Moreover, 19g, 19l and 19s were found to be isotype-selective PDHK inhibitors. Mol. dynamics simulations provide a better understanding how the heteroaromatic rings affect the activities of I and II on PDHK1/2/3/4. Moreover, I possesses a much higher antiproliferative activity against cancer cells than does 6. We demonstrated that the results of PDH assays better correlate with cellular activities than do those of PDHK kinase assays. Furthermore, I induces apoptosis of cancer cells via mitochondrial dysfunction, suppresses tumorigenesis and displays a synergistic effect on satraplatin suppression of cancer cell proliferation.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 598-50-5 belongs to class isoquinoline, name is 1-Methylurea, and the molecular formula is C2H6N2O, Application of 1-Methylurea.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ristovski, Jovana published the artcileChitosan nanobeads loaded with Biginelli hybrids as cell-selective toxicity systems with a homogeneous distribution of the cell cycle in cancer treatment, Safety of 1-Methylurea, the main research area is Biginelli reaction homogeneous cell cycle distribution antitumor activity selectivity; cytotoxic effect chitosan nanoparticle.

Tetrahydropyrimidines are a class of azaheterocycles, also called Biginelli hybrids (obtained from the Biginelli reaction), that have attracted an enormous interest in the medicinal chem. community in recent years, due to a broad biol. activity, such as anticancer, antiviral, anti-inflammatory, antidiabetic, antituberculosis activities, etc. According to SciFinder, more than 70 000 different Biginelli-like compounds have been covered in publications. However, although the Biginelli reaction can yield a large number of compounds with a broad range of activities, none of them have been captured in a carrier. In this study, chitosan-based (Ch) nanoparticles (NPs) containing three different mols. (Biginelli hybrids) were developed and tested for the first time as simple and promising vehicles for anticancer Biginelli-based drugs. The key features of NPs, such as size, surface morphol., drug encapsulation efficiency, and in vitro release were systematically investigated. Rather weak cell selectivity of pure Biginelli hybrids (A-C) to selected cancer cell lines has improved and this has been accompanied with two-to-four times stronger cytotoxic effect of A-C loaded Ch NPs, with a triple reduction in toxicity to healthy cells (MRC-5). It has been observed that the examined NPs induce apoptosis. The cell cycle anal. has confirmed the influence of A-loaded Ch (A-Ch), B-loaded Ch (B-Ch), and C-loaded Ch (C-Ch) on the cell cycle distribution, which was homogeneously affected. This is the difference with regard to the effect of A, B, and C on the cell cycle. It has been established that the increased selectivity and antitumor activity of NPs are related to the presence of the carrier.

RSC Advances published new progress about Antitumor agents. 598-50-5 belongs to class isoquinoline, name is 1-Methylurea, and the molecular formula is C2H6N2O, Safety of 1-Methylurea.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Yang, Lifang published the artcileDesign, synthesis and biological evaluation of a series of new resveratrol analogues as potential anti-cancer agents, SDS of cas: 104-01-8, the main research area is benzeneacetic acid benzaldehyde Perkin condensation reaction; diphenylpropenoic acid preparation antitumor SAR apoptosis mol docking; anti-cancer; molecular docking; resveratrol; synthesis of resveratrol analogues; tubulin.

A series of novel resveratrol derivatives I [R1 = 3,4-Cl2, 2-OCF3O, 2-NO2-5-Cl, etc; R2 = 3,4,5-(MeO)3, 4-MeO, 3,5-Me2] were designed, synthesized and evaluated as anti-cancer agents. Most of compounds I showed significant anti-proliferative activities against three human cancer cell lines (HepG2, A549 and Hela). Among these compounds, compound I [R1 = 2-Cl-5-CF3, R2 = 4-MeO (II)] displayed the most potent inhibitory activity and showed low cytotoxic activity. Cell apoptosis and cell cycle assays demonstrated that compound II significantly induced apoptosis (p < 0.001) and arrested cell cycle at S phase. Immunofluorescence microscopy anal. showed compound II disrupted the tubulin network. Docking simulations supported the pharmacol. results of compound II. It was believed that this work was very useful for designing a new series of tubulin inhibitors. Royal Society Open Science published new progress about Antitumor agents. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, SDS of cas: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Yang, Kun published the artcileSynthesis, mitochondrial localization of fluorescent derivatives of cinnamamide as anticancer agents, COA of Formula: C9H10O3, the main research area is cinnamamide preparation anticancer fluorescent mitochondrial localization human; Cinnamamide; Cytotoxicity; Fluorescent image; Targeting mitochondria; Thia-Michael addition; Uptake.

The mitochondria-targeted derivatives, e.g., I were designed by the incorporation of cinnamamides into a fluorophore carrier of coumarin-3-carboxamide with a 1:1 stoichiometry. Using the amide linkers, twenty-one compounds were synthesized and the cytotoxicity against a panel of cancer cells (MCF-7, Hela, HepG2, HL-60) was tested. In particular, compound I displayed the potent cytotoxicity toward HL-60 leukemia cells, which could quickly and efficiently entry into HL-60 cells and specifically localize within mitochondria. And compound I preferred enrichment in HL-60 cells than in PBMC normal cells, accounting for the higher toxicity to cancer cells than to normal cells. Moreover, the dissipations of mitochondrial membrane potential and enhancement of cellular ROS level were also preceded upon compound I treatment, leading to cell cycle arrest and apoptosis/necrosis in HL-60 cells. Besides, acted as a Michael acceptor, compound I initiated a thia-Michael addition reaction toward cysteamine (1:2 stoichiometry), detecting by the UV-Vis spectrum and HRMS anal. This could result in the blue emission of compound I in mitochondria after the procedure of cell fixation, owing to the formation of covalent bond with mitochondrial thiols. This study reported compound I might be useful for the further development into a mitochondria-targeted anti-leukemia agent and the Michael acceptor might be a versatile functional group.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Luo, Guoshun published the artcile3,9-di-O-substituted coumestrols incorporating basic amine side chains act as novel apoptosis inducers with improved pharmacological selectivity, COA of Formula: C9H10O3, the main research area is neoplasm antitumor coumestrol pharmacokinetics; Apoptosis; Cell cycle; Coumestrol; Estrogenic activity; Tubulin polymerization inhibitor.

There is much interest in the use of phytoestrogens such as coumestrol in breast cancer intervention due to their antiestrogenic activity and multiple modes of tumor cell death. However, the clear beneficial effects of naturally occurring estrogen mimetic coumestrol remain controversial due to exptl. evidence that it has been shown to stimulate MCF-7 cell proliferation via agonist effect on estrogen receptor at low concentration Herein, to disconnect the ER interaction and apoptosis-specific mechanism of coumestrol, various 3, 9-di-O-substituted coumestrols (7a-7e) and their furan ring-opened analogs (5a-5e) were synthesized and assessed for antiproliferative properties. Attachment of a dimethylamine-containing side chain to 3-O of coumestrol led to the most promising compound 7e (I) with improved antiproliferative activity (1.7-fold increase) against MCF-7 cells, decreased estrogen activity (>20 times weaker ERα binder) and a novel action to induce apoptosis. Mechanistic studies revealed that I is a tubulin polymerization inhibitor, which could arrest cell cycle at G2/M phase and induce apoptosis along with the decrease of mitochondrial membrane potential. In summary, such subtle modifications to the 3, 9-di-hydroxyl groups of coumestrol allow the generation of a novel apoptosis inducer with distinct pharmacol. properties, providing an excellent starting point to future development of novel tumor-vascular disrupting agents targeting tubulin.

Bioorganic Chemistry published new progress about Antitumor agents. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Dai, Fang published the artcileA promising redox cycle-based strategy for designing a catechol-type diphenylbutadiene as a potent prooxidative anti-melanoma agent, Safety of 2,3-Dimethoxybenzaldehyde, the main research area is melanoma antitumor catechol type diphenylbutadiene oxidative stress ROS; tyrosinase NQO1; Hydrogen peroxide; NQO1; Prooxidant; Redox; Tyrosinase.

Developing anti-melanoma agents with increased activity and specificity is highly desirable due to the increasing incidence, highly metastatic malignancy, and high mortality rate of melanoma. Abnormal redox characteristics such as higher levels of tyrosinase, NAD(P)H: quinone oxidoreductase-1 (NQO1) and reactive oxygen species (ROS) observed in melanoma cells than in other cancer cells and normal cells illustrate their redox vulnerability and have opened a window for developing prooxidative anti-melanoma agents (PAAs) to target the vulnerability. However, how to design PAAs which promote selectively the ROS accumulation in melanoma cells remains a challenge. This work describes a promising redox cycle-based strategy for designing a catechol-type diphenylbutadiene as such type of PAA. This mol. is capable of constructing an efficient catalytic redox cycle with tyrosinase and NQO1 in melanoma B16F1 cells to induce selectively the ROS (mainly including hydrogen peroxide, H2O2) accumulation in the cells, resulting in highly selective suppression of melanoma B16F1 cells over tyrosinase-deficient HeLa and normal L-02 cells.

Free Radical Biology & Medicine published new progress about Antitumor agents. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Safety of 2,3-Dimethoxybenzaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Pioli, Renan Moraes published the artcileComparison of the effect of N-methyl and N-aryl groups on the hydrolytic stability and electronic properties of betalain dyes, SDS of cas: 5961-59-1, the main research area is betalain dye synthesis hydrolytic stability electronic property methyl acryl.

Betalains are antioxidant secondary metabolites that emerged as safe color additives for food and cosmetics, fluorescent dyes, and redox mediators. Herein, we describe the semisynthesis of N-Me phenylbetalain (mepBeets) and N-aryl phenylbetalain (dipBeets) dyes and compare the effect of the structure on their hydrolytic stability and electronic properties. Eight model compounds were semisynthesized by coupling betalamic acid with either N-Me anilines or N-aryl anilines in Et acetate using p-toluenesulfonic acid as catalyst. The presence of electron-withdrawing substituents in the aryl moiety of mepBeets and dipBeets results in faster hydrolysis, lower anodic potentials and increased fluorescence quantum yields compared to the corresponding unsubstituted parent compounds The results are rationalized by considering the charge distribution in the 1,7-diazaheptamethinium chromophore and are useful for the development of new hydrolytically stable betalain dyes with tunable redox and optical properties.

Dyes and Pigments published new progress about Anodic potential. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, SDS of cas: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Tak, Jun-Hyung published the artcileScreening for enhancement of permethrin toxicity by plant essential oils against adult females of the yellow fever mosquito (Diptera: Culicidae), Synthetic Route of 1205-17-0, the main research area is Diptera Culicidae fever permethrin toxicity essential oil screening; chlorpyrifos-methyl; cucumber seed oil; insecticide synergism; plant essential oils.

Aedes aegypti L. (Diptera: Culicidae) is one of the most medically important mosquito species, due to its ability to spread viruses of yellow fever, dengue fever, and Zika in humans. In this study, the insecticidal activity of 17 plant essential oils was evaluated via topical application against two strains of Ae. aegypti mosquito, Orlando (insecticide-susceptible) and Puerto Rico (pyrethroid-resistant). Initial screens with the Orlando strain showed that cucumber seed oil (2017 sample) was the most toxic, followed by sandalwood and thyme oil. When the essential oils were mixed with permethrin, they failed to show any significant synergism of insecticidal activity. Sandalwood and thyme oils displayed consistently high mortality against the resistant Puerto Rico strain, with low resistance ratios of 2.1 and 1.4, resp. In contrast, cucumber seed oil showed significantly less activity against Puerto Rico mosquitoes, with a resistance ratio of 45. Bioactivity-guided fractionation of the 2017 sample of cucumber seed oil sample via flash column chromatog. produced 11 fractions, and gas-chromatog./mass spectrometry anal. revealed that the three active fractions were contaminated with 0.33, 0.36, and 0.33% of chlorpyrifos-Me, an organophosphorus insecticide, whereas inactive fractions did not show any trace of it. These results suggested that the insecticidal activity of cucumber seed oil was probably due to the presence of the insecticide, later confirmed with a clean batch of cucumber seed oil obtained in 2018, which showed negligible insecticidal activity. These findings demonstrate clearly the need for essential oil anal. to confirm purity before any claims are made about pesticidal potency.

Journal of Medical Entomology published new progress about Adult, mammalian. 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Synthetic Route of 1205-17-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Yang, Huilin published the artcileExploring functional core bacteria in fermentation of a traditional Chinese food, Aspergillus-type douchi, Product Details of C13H16O, the main research area is Aspergillus douche traditional Chinese food fermentation bacteria.

Douchi is a type of traditional Chinese flavoring food that has been used for thousands of years and is produced by multispecies solid-state fermentation However, the correlation between the flavor, the microbiota, and the functional core microbiota in Aspergillus-type douchi fermentation remains unclear. In this study, Illumina MiSeq sequencing and chromatog. were used to investigate the bacterial community and flavor components in Aspergillus-type douchi fermentation The dominant phyla were Firmicutes, Proteobacteria, and Actinobacteria, and the dominant genera were Weissella, Bacillus, Anaerosalibacter, Lactobacillus, Staphylococcus, and Enterococcus. A total of 58 flavor components were detected during fermentation, including two alcs., 14 esters, five pyrazines, three alkanes, four aldehydes, three phenols, six acids, and five other compounds Bidirectional orthogonal partial least square modeling showed that Corynebacterium_1, Lactococcus, Atopostipes, Peptostreptococcus, norank_o__AKYG1722, Truepera, Gulosibacter, norank_f__Actinomycetaceae, and unclassified_f__Rhodobacteraceae are the functional core microbiota responsible for the formation of the flavor components during douchi fermentation This is the first study to investigate the functional core microbiota in douchi fermentation using Illumina MiSeq sequencing and chromatog. techniques. Our findings extend our understanding of the relationships between flavor, the microbiota, and the functional core microbiota during Aspergillus-type douchi fermentation

PLoS One published new progress about Actinomycetaceae. 21834-92-4 belongs to class isoquinoline, name is 5-Methyl-2-phenylhex-2-enal, and the molecular formula is C13H16O, Product Details of C13H16O.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Destro, Gianluca published the artcileTransition-Metal-Free Carbon Isotope Exchange of Phenyl Acetic Acids, COA of Formula: C9H10O3, the main research area is transition metal free carbon isotope exchange phenylacetic acid; carbon dioxide; carbon-11; carbon-14; isotope exchange; isotope labeling.

A transition-metal-free carbon isotope exchange procedure on Ph acetic acids is described. Utilizing the universal precursor CO2, this protocol allows the carbon isotope to be inserted into the carboxylic acid position, with no need of precursor synthesis. This procedure enabled the labeling of 15 pharmaceuticals and was compatible with carbon isotopes [14C] and [13C]. A proof of concept with [11C] was also obtained with low molar activity valuable for distribution studies.

Angewandte Chemie, International Edition published new progress about Exchange reaction. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem