Category: isoquinoline

Yuan, Xu published the artcileDesign, synthesis and in vitro evaluation of 6-amide-2-aryl benzoxazole/benzimidazole derivatives against tumor cells by inhibiting VEGFR-2 kinase, Computed Properties of 104-01-8, the main research area is amide aryl benzoxazole preparation antitumor antiangiogenesis VEGFR2 tyrosine kinase; benzimidazole amide aryl preparation antitumor antiangiogenesis VEGFR2 tyrosine kinase; Angiogenesis; Antitumor activity; Benzimidazole; Benzoxazole; VEGFR-2.

A library of thirty-seven 6-amide-2-aryl benzoxazoles I (R1 = H, F, Br, Cl and MeO; R2 = F, Br, Cl, Me and MeO; R3 = H and MeO; X = O; X1 = H and Cl; X2 = H, 2-F, 2-Cl, 2-Br and 3-Br; n = 0, 1)/benzimidazoles I (R1 = H, F, Br and MeO; R2 = Cl, Me and MeO; R3 = H and MeO; R3 = Cl, Me and OMe; X = NH; X1 = Cl; X2 = H; n = 0, 1) has been designed and synthesized based on the highly conserved active site of VEGFR-2. Several title compounds I exhibited selective inhibitory activities against VEGFR-2 than EGFR kinases, which also displayed selective anti-proliferation potency against the HUVEC and HepG2 than the A549 and MDA-MB-231 cancer cell lines. The newly synthesized compounds I were evaluated for anti-angiogenesis capability by chick chorioallantoic membrane (CAM) assay. Among them, compounds I (R1 = R3 = H; R2 = OMe; n = 1; X = NH; X1 = Cl; X2 = H) showed the most potent anti-angiogenesis ability (79% inhibition at 10 nM/eggs), the efficient cytotoxic activities (in vitro against the HUVEC and HepG2 cell lines with IC50 values of 1.47 and 2.57 μM, resp.), and excellent VEGFR-2 kinase inhibition (IC50 = 0.051 μM). The mol. docking anal. revealed that compound I (R1 = R3 = H; R2 = OMe; n = 1; X = NH; X1 = Cl; X2 = H) is a Type II inhibitor of VEGFR-2 kinase. These results indicated that the 6-amide-2-arylbenzoxazoles and 6-amide-2-aryl benzimidazoles I are promising inhibitors of VEGFR-2 kinase for the potential treatment of anti-angiogenesis.

European Journal of Medicinal Chemistry published new progress about Angiogenesis. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Computed Properties of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Cong published the artcileDiscovery of chalcone-modified estradiol analogs as antitumour agents that Inhibit tumour angiogenesis and epithelial to mesenchymal transition, Name: 2,3-Dimethoxybenzaldehyde, the main research area is estradiol chalcone analog preparation antitumor antiangiogenic; 2-Methoxyestradiol; Angiogenesis; Antitumour; EMT; Migration.

Angiogenesis plays an essential role in tumorigenesis and tumor progression, and anti-angiogenesis therapies have shown promising antitumor effects in solid tumors. 2-Methoxyestradiol (2ME2), an endogenous metabolite of estradiol, has been regarded as a potential antitumor agent mainly targeting angiogenesis. Here we synthesized a novel series of chalcones based on 2-methoxyestradiol and evaluated their potential activities against tumors. Compound I was demonstrated to have potent antiangiogenic activity. Further studies showed that I suppressed tumor growth in human breast cancer (MCF-7) xenograft models without obvious side effects. Evaluation of the mechanism revealed that I targeted the epithelial to mesenchymal transition (EMT) process in MCF-7 cells and inhibited HUVEC migration and then contributed to hindrance of angiogenesis. Thus, I may be a promising antitumor agent with excellent efficacy and low toxicity.

European Journal of Medicinal Chemistry published new progress about Angiogenesis. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Name: 2,3-Dimethoxybenzaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Smirnova, Irina published the artcileHollongdione arylidene derivatives induce antiproliferative activity against melanoma and breast cancer through pro-apoptotic and antiangiogenic mechanisms, Application of 2,3-Dimethoxybenzaldehyde, the main research area is melanoma breast cancer hollongdione arylidene derivative antiangiogensis; Antiproliferative activity; Arylidene; CAM assay; Claisen-Schmidt aldol condensation; Cytotoxicity; Dammarane triterpenoids; Dipterocarpol; Hollongdione; NCI-60; rtPCR.

The use of natural compounds as starting point for semisynthetic derivatives has already been proven as a valuable source of active anticancer agents. Hollongdione (4,4,8,14-tetramethyl-18-norpregnan-3,20-dion), obtained by few steps from dammarane type triterpenoid dipterocarpol, was chem. modified at C2 and C21 carbon atoms by the Claisen-Schmidt aldol condensation to give a series of arylidene derivatives The anticancer activity of the obtained compounds was assessed on NCI-60 cancer cell panel, revealing strong antiproliferative effects against a large variety of cancer cells. 2,21-Bis-[3-pyridinyl]-methylidenohollongdione 9 emerged as the most active derivative as indicated by its GI50 values in the micromolar range which, combined with its high selectivity index values, indicated its suitability for deeper biol. investigation. The mechanisms involved in compound 9 antiproliferative activity, were investigated through in vitro (DAPI staining) and ex vivo (CAM assay) tests, which exhibited its apoptotic and antiangiogenic activities. In addition, compound 9 showed an overall inhibition of mitochondrial respiration. rtPCR anal. identified the more intimate activity at pro-survival/pro-apoptotic gene level. Collectively, the hollongdione derivative stand as a promising therapeutic option against melanoma and breast cancer provided that future in vivo anal. will certify its clin. efficacy.

Bioorganic Chemistry published new progress about Angiogenesis. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Application of 2,3-Dimethoxybenzaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Bhagat, Kavita published the artcileMicrowave-assisted synthesis of 11-substituted-3,3-dimethyl-2,3,4,5,10,11-hexahydrodibenzo[b,e][1,4]diazepin-1-one derivatives catalysed by silica supported fluoroboric acid as potent antioxidant and anxiolytic agents, Recommanded Product: 2,3-Dimethoxybenzaldehyde, the main research area is dimethyl hexahydrodibenzodiazepinone preparation antioxidant anxiolytic activity green chem; phenylenediamine dimedone aldehyde fluoroboric acid catalyst cyclocondensation microwave irradiation.

A novel series of benzodiazepine derivatives I [R = Ph, 4-chlorophenyl, 4-bromophenyl, etc.] as antioxidant and anxiolytic agents were synthesized. All the compounds were obtained in good yield by facile synthesis. To check their antioxidant potential, DPPH (2,2-diphenyl-1-picrylhydrazyl) free radical scavenging assay was performed. Among all the synthetics seven derivatives I [R = 3-methoxyphenyl, 4-nitrophenyl, 3-methyl-2-thienyl, cinnamyl, 1-naphthyl 3,4-dichlorophenyl, 3-bromophenyl] exhibited IC50 values ranging from 76 to 489 nM. These seven compounds were further evaluated to check their binding abilities towards the benzodiazepine binding site on GABAA receptors. Three best-fit ligands I [R = 3-methoxyphenyl, 1-naphthyl, 3,4-dichlorophenyl] were further evaluated for their anxiolytic effect by using three in-vivo mice models i.e. Elevated Plus Maze, Light & Dark box, and Mirror Chamber model. The study revealed that compounds I [R = 3,4-dichlorophenyl, 1-naphthyl] showed the best anxiolytic effect as compared to standard drug diazepam even at an oral dose of 1.0 mg/kg.

Medicinal Chemistry Research published new progress about Antioxidants. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Recommanded Product: 2,3-Dimethoxybenzaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jerkovic, I. published the artcileContribution to the characterisation of honey-based Sardinian product abbamele: Volatile aroma composition, honey marker compounds and antioxidant activity, Recommanded Product: 5-Methyl-2-phenylhex-2-enal, the main research area is honey abbamele aroma marker antioxidant.

Sardinian abbamele is a typical product obtained from the honey recuperation from combs (traditional procedure) or by concentration of the honey diluted in water (industrial procedure). Seven abbamele samples were obtained to study the volatiles’ composition, the presence of honey marker compounds and their relationship with the production procedures. The long thermal treatment applied in abbamele production caused very high (1007.0-4405.8 mg/kg) HMF content (HPLC-DAD), while glucose and fructose amounts were quite similar to the honey ones (HPLC-RI). Total antioxidant activity (FRAP assay) of the samples ranged between 13.3 and 71.2 mmol Fe2+/kg, while antiradical activity (DPPH assay) ranged between 3.8 and 23.3 mmol TEAC/kg. Such high antioxidant values were linearly correlated with total phenol amount (1297.8-4469.5 mg GAE/kg) determined by Folin-Ciocalteau method. Thermally derived furan derivatives and terpenes were abundant among the headspace volatiles (HS-SPME), particularly limonene (0.5-76.0%) that probably originated from citrus rinds’ addition during abbamele production GC and GC-MS analyses of USE isolates revealed HMF predominance as well as the honey marker compounds (if/when existing) such as Me syringate (up to 49.2%), marker of Asphodelus microcarpus honey. High isophorone percentage (up to 30.9%) determined by HS-SPME followed by minor percentage of 4-ketoisophorone and norisoprenoids in one sample indicated Arbutus unedo L. honey use in the production HPLC-DAD anal. confirmed the presence of specific honey markers: two samples showed high Me syringate concentrations (150.4-120.1 mg/kg) while homogentisic acid and other specific markers of A. unedo honey were found in one sample. The compared GC-MS and HPLC-DAD data proved to be useful to obtain information about the use of specific honey in the production and to verify citrus addition

Food Chemistry published new progress about Antioxidants. 21834-92-4 belongs to class isoquinoline, name is 5-Methyl-2-phenylhex-2-enal, and the molecular formula is C13H16O, Recommanded Product: 5-Methyl-2-phenylhex-2-enal.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Chandrashekhara, S. published the artcileThiazolidin-4-one derivatives on human lung fibroblast shows oxygen free radical scavenging activity, Formula: C9H10O3, the main research area is thiazolidinone benzylidenehydrazono preparation antioxidant human.

In present study, a more chem. versatile and diverse thiazolidin-4-one derivatives I (R = Ph, 4-ClC6H4, 2-thienyl, etc.) were synthesized as suitable pharmacophores for antioxidant activity. Antioxidant activity was evaluated by using both enzymic and non-enzymic activities such as catalase (CAT), superoxide dismutase (SOD), glutathione peroxidase (GPX) on cell lines and free radical scavenging activity by DPPH (1,1-diphenyl-2-picrylhydrazine) assay method and ferric reducing antioxidant power (FRAP) assays. All tested compounds exhibited excellent antioxidant activity. In addition, all the synthesized derivatives showed non-toxic effects against a diseased human lung fibroblast (COPD), HCC7231 (TACC CCL-96). In prospect study, the movement of the compounds may be manipulated by optimizing a lead mol. by introducing unsaturation or heterocyclic ring at C5 of thiazolidinediones. The outcomes of such studies may be pos. for the clin. applications in humans and may open up a new therapeutic avenue.

International Research Journal of Pharmacy published new progress about Antioxidants. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jin, Lei published the artcileSimultaneous optimization of the extraction process of Yangyin Yiqi Huoxue prescription with natural deep eutectic solvents for optimal extraction yield and antioxidant activity: A comparative study of two models, Computed Properties of 598-50-5, the main research area is Yangyin Yiqi Huoxue prescription extraction optimization deep eutectic solvent; Genetic neural network; Natural deep eutectic solvents; Response surface methodology; Yangyin Yiqi Huoxue prescription; bi-objective optimization.

Natural deep eutectic solvents (NaDESs) are green and effective solvents that are used to extract 3 flavonoids from Yangyin Yiqi Huoxue prescription, a traditional Chinese prescription. A total of 6 types of NaDESs were systematically screened and evaluated for the total extraction yield of puerarin, calycosin, and formononetin by high-performance liquid chromatog. Then, a 4-factor-three-level exptl. scheme designed by the Box-Benhnken Design was applied on the basis of a single experiment to determine the extraction yield and the antioxidant property. Finally, the extraction process was optimized through response surface methodol. (RSM) and the genetic neural network (GNN), resp. The use of betaine-lactic acid as an extractant displayed significant advantages in the screening process. The optimum extraction parameters provided by GNN were as follows: water content 25% (volume/volume), liquid to material ratio 190 mg/mL, extraction time 37 min, and extraction temperature 63°C. Under this condition, the average exptl. comprehensive evaluation values of the extraction yield and antioxidant properties were 3.12 mg/g and 86.27%, and the relative deviations to the predicted values were 0.30% and 1.44%, resp. In addition, the exptl. results of GNN were better than those of RSM (p < 0.01). We found the application of GNN to be effective and credible for bi-objective optimization of extraction yields and antioxidant activity in this study. Moreover, our results provide a reference and a theor. basis for exptl. and future industrial extraction for multi-objective situations. Phytomedicine published new progress about Antioxidants. 598-50-5 belongs to class isoquinoline, name is 1-Methylurea, and the molecular formula is C2H6N2O, Computed Properties of 598-50-5.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Akguellue, Cagdas published the artcileThe usefulness of carvedilol and nebivolol in preventing contrast nephropathy in rats, Application of Diatrizoic Acid, the main research area is carvedilol nebivolol contrast nephropathy; Contrast nephropathy; carvedilol; nebivolol; oxidative stress; prophylaxis.

Background: Oxidative stress and vasoconstriction appear to be important components of contrast nephropathy (CN) pathogenesis, and both carvedilol and nebivolol are known to have vasodilatory and antioxidant effects. Aims: This study aimed to investigate whether carvedilol and nebivolol play preventive roles against developing CN and to compare the effects of each. Materials and methods: Wistar albino rats were divided into control (C, n = 6), contrast material (CM, n = 6), carvedilol (CV, n = 7), carvedilol + contrast material (CV + CM, n = 7), nebivolol (N, n = 7), and nebivolol + contrast (N + CM, n = 7) groups. Following 3 days of dehydration, 6 mL/kg diatrizoate was administered to each rat. Carvedilol was given at a dose of 2 mg/kg and nebivolol at a dose of 1 mg/kg by way of oral gavage. After scarification, total antioxidant capacity (TAC), malondialdehyde (MDA), and superoxide dismutase (SOD) were studied in renal tissue. Histopathol. findings were graded as mild (+), moderate (++), and severe (+++). Results and discussion: Most of the histopathol. findings and MDA levels were significantly higher in the CM group than that in the C, CVCM, and NVCM groups, whereas there was no significant difference between the C, CVCM and NVCM groups. TAC level in the CM group was significantly lower than in all other groups. There was no difference in SOD among groups. Conclusions: Carvedilol and nebivolol both prevent development of nephropathy related to CMs by decreasing oxidative stress. Neither is superior to the other.

Renal Failure published new progress about Antioxidants. 117-96-4 belongs to class isoquinoline, name is Diatrizoic Acid, and the molecular formula is C11H9I3N2O4, Application of Diatrizoic Acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Duan, Shao-Bin published the artcileMitochondria-targeted peptides prevent on contrast-induced acute kidney injury in the rats with hypercholesterolemia, Application of Diatrizoic Acid, the main research area is renoprotectant MTP131 SPI20 contrast induced acute kidney injury hypercholesterolemia.

Objective: The objective of this study is to evaluate the effect and mechanism of mitochondria-targeted peptides (MTP131 and SPI20) on contrast-induced acute kidney injury (CI-AKI) in rats with hypercholesterolemia. Method: Forty SD rats were randomly divided into normal diet group (NN, n = 8) and high cholesterol supplemented dietary group (HN, n = 32). At the end of 8 wk, the group HN was divided into four subgroups. All Rats were given injection of either diatrizoate (10 mL/kg) or equal volume of normal saline, the rats pretreated with MTP131 or SPI20 were given injection with MTP131 or SPI 20 (3 mg/kg) by peritoneal cavity for 3 times. Blood, urine and renal tissue samples were prepared to determine biochem. parameters. The renal pathol. changes were evaluated by hematoxylin and eosin staining and scored semiquant., The protein expression of renal NOX4 was also measured by Western blotting. Results: In diatrizoate-injected rats, Serum creatinine (Scr), fractional excretion of sodium (FeNa%), fractional excretion of potassium (FeK%), pathol. scores, renal malondialdehyde (MDA) content, the NADPH oxidase activity and the expression of NOX4 in kidney tissue were significantly increased (p < 0.01). In the groups pretreated with MTP131 or SPI20, the levels of Scr, FeNa%, FeK%, MDA content and NADPH oxidase activity in renal tissue decreased (p < 0.01), the levels of renal super oxygen dehydrogenises and ATPase activity increased (p < 0.01). The renal injuries induced by contrast media (CM) were alleviated. Conclusion: MTP131 and SPI20 might protect acute kidney injury induced by CM in rats with hypercholesterolemia. Renal Failure published new progress about Antioxidants. 117-96-4 belongs to class isoquinoline, name is Diatrizoic Acid, and the molecular formula is C11H9I3N2O4, Application of Diatrizoic Acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Gusain, Anamika published the artcileAntiradical Properties of trans-2-(4-substituted-styryl)-thiophene, Computed Properties of 104-01-8, the main research area is trans substituted styryl thiophene antiradical property fluorescence DFT study; Absorption; Antioxidant ability; Bond dissociation energy; Density functional theory; Fluorescence; Ionization energy; Phenol; Proton affinity; Stilbene; Thiophene.

2-Substituted thiophene compounds with electron donating and electron withdrawing p-Ph substitution were synthesized and studied their radical scavenging properties using DPPH assay and DFT method. It is shown that p-hydroxy and p-amino Ph substituted compound exhibit radical scavenging activity. From DFT and radical scavenging studies, a correlation between IC50 with the bond dissociation enthalpy, proton affinity, ground state dipole moment and optical band gap of compound is found. Compounds 1-3 with electron withdrawing substituent (NO2, CN, Cl) do not show any radical scavenging properties, whereas compounds 6-7 with electron donating substituent (OH, NH2) show antiradical properties. Further, the antiradical activity is reduced drastically by replacing the -OH and -NH2 with methoxy and -N-alkylating group resp. in 6 and 7. The compound with p-hydroxy Ph substitution, exhibits stronger antiradical activity as compared to the p-amino Ph substitution due to smaller O-H bond dissociation energy as compared to the N-H bond. From DPPH and DFT studies, it is suggested that the radical scavenging activity in 2-substituted thiophene is occurred through proton transfer mechanism. The other possible SET, SPLET mechanisms are also corroborated.

Journal of Fluorescence published new progress about Antioxidants. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Computed Properties of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem