Category: 86-51-1

Shergalis, Andrea published the artcileCharacterization of Aminobenzylphenols as Protein Disulfide Isomerase Inhibitors in Glioblastoma Cell Lines, Quality Control of 86-51-1, the main research area is aminobenzylphenol structure screening preparation PDIA1 inhibitor glioblastoma.

Disulfide bond formation is a critical post-translational modification of newly synthesized polypeptides in the oxidizing environment of the endoplasmic reticulum and is mediated by protein disulfide isomerase (PDIA1). In this study, we report a series of α-aminobenzylphenol analogs as potent PDI inhibitors. The lead compound, AS15, is a covalent nanomolar inhibitor of PDI, and the combination of AS15 analogs with glutathione synthesis inhibitor buthionine sulfoximine (BSO) leads to synergistic cell growth inhibition. Using nascent RNA sequencing, we show that an AS15 analog triggers the unfolded protein response in glioblastoma cells. A BODIPY-labeled analog binds proteins including PDIA1, suggesting that the compounds are cell-permeable and reach the intended target. Taken together, these findings demonstrate an extensive biochem. characterization of a novel series of highly potent reactive small mols. that covalently bind to PDI.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Quality Control of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hng, Yue published the artcileDesign and synthesis of 3-benzylaminocoumarin-7-O-sulfamate derivatives as steroid sulfatase inhibitors, Safety of 2,3-Dimethoxybenzaldehyde, the main research area is benzylaminocoumarin sulfamate synthesis anticancer SAR steroid sulfatase breast cancer; Breast cancer; Coumarin; Hormone dependent cancer; Irreversible inhibitors; Steroid sulfatase; Sulfamate.

Steroid sulfatase (STS) is a sulfatase enzyme that catalyzes the conversion of sulfated steroid precursors to free steroid. The inhibition of STS could abate estrogenic steroids that stimulate the proliferation and development of breast cancer, and therefore STS is a potential target for adjuvant endocrine therapy. In this study, a series of 3-benzylaminocoumarin-7-O-sulfamate derivatives targeting STS were designed and synthesized. Structure–activity relationship (SAR) anal. revealed that attachment of a benzylamino group at the 3-position of coumarin improved inhibitory activity. Compound 3j was found to have the highest inhibition activity against human placenta isolated STS (IC50 0.13 μM) and MCF-7 cell lines (IC50 1.35 μM). Kinetic studies found compound 3j to be an irreversible inhibitor of STS, with KI and kinact value of 86.9 nM and 158.7 min-1, resp.

Bioorganic Chemistry 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

Dong, Junmin published the artcileDesign, synthesis and biological evaluation of exiguamine A analogues as IDO1 inhibitors, Computed Properties of 86-51-1, the main research area is exiguamine A preparation SAR mol docking antitumor indoleamine dioxygenase; Cancer immunotherapy; Exiguamine A; Indoleamine 2,3-dioxygenase 1.

A series of exiguamine A analogs were designed and synthesized via 15 steps. Their inhibitory activities against IDO1 were tested and the structure-activity relationships were studied. Most compounds exhibited potent IDO1 inhibitory activities with IC50 values at the level of 10-7-10-8 M. Compound I was the most potent IDO1 inhibitor with an IC50 value of 65.3 nM, which was comparable with the pos. control drug epacadostat (IC50 = 46 nM). Moreover, compound I showed higher selectivity for IDO1 over tryptophan 2,3-dioxygenase (TDO) and no cytotoxicity at its effective concentration, rending it justifiable for further optimization and evaluation.

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

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

Chen, Qian published the artcileDesign and synthesis of novel nordihydroguaiaretic acid (NDGA) analogues as potential FGFR1 kinase inhibitors with anti-gastric activity and chemosensitizing effect, Application In Synthesis of 86-51-1, the main research area is gastric cancer FGFR1 NDGA growth survival migration; chemosensitizing effect; fibroblast growth factor receptor-1 inhibitor; gastric cancer; nordihydroguaiaretic acid analogues; synthesis.

Aberrant fibroblast growth factor receptor-1 (FGFR1), a key driver promoting gastric cancer (GC) progression and chemo-resistance, has been increasingly recognized as a potential therapeutic target in GC. Hereon, we designed and synthesized a series of asym. analogs using Af23 and NDGA as lead compounds by retaining the basic structural framework (bisaryl-1,4-dien-3-one) and the unilateral active functional groups (3,4-dihydroxyl). Thereinto, Y14 showed considerable inhibitory activity against FGFR1. Next, pharmacol. experiments showed that Y14 could significantly inhibit the phosphorylation of FGFR1 and its downstream kinase AKT and ERK, thus inhibiting the growth, survival, and migration of gastric cancer cells. Furthermore, compared with 5-FU treatment alone, the combination of Y14 and 5-FU significantly reduced the phosphorylation level of FGFR1, and enhanced the anti-cancer effect by inhibiting the viability and colony formation in two gastric cancer cell lines. These results confirmed that Y14 exerted anti-gastric activity and chemosensitizing effect by inhibiting FGFR1 phosphorylation and its downstream signaling pathway in vitro. This work also provides evidence that Y14, an effective FGFR1 inhibitor, could be used alone or in combination with chemotherapy to treat gastric cancer in the future.

Frontiers in Pharmacology published new progress about Antitumor agents. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Application In Synthesis of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hosseinzadeh, Leila published the artcileSynthesis of 4-phenyl-4,5-dihydropyranopyrazolone derivatives with activated potassium carbonate: evaluation of anticancer activity on cancer cell lines and apoptosis mechanism, Related Products of isoquinoline, the main research area is phenyl dihydropyranopyrazolone derivative potassium carbonate apoptosis anticancer activity.

A green and efficient one-pot, four-component synthesis of 4-phenyl-4,5-dihydropyranopyrazolone derivatives 5a-5l is described in ethanol-water with activated potassium carbonate and evaluation of anticancer activity on cancer cell lines and apoptosis mechanism is also investigated. This method provides several advantages such as environmental friendliness, shorter reaction time, excellent yields, and simple workup procedure. The in vitro cytotoxic activity of the synthesized compounds was investigated against cancer cell lines (PC-3, MCF-7, and A-2780) in comparison with doxorubicin, a well-known anticancer drug, using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide colorimetric assay. Also apoptosis studies were investigated by caspase-3 and caspase-9 enzymes and mitochondrial membrane potential. Our compounds showed acceptable and moderate cytotoxicity compared with doxorubicin in the studied cell lines. The compounds 5g in PC3 cell line (half maximal inhibitory concentration (IC50 = 104 μM)), 5g and 5i in MCF7 cell line (IC50 = 23 and 87 μM, resp.), and 5g-5i in A2780 cell line (IC50 = 60, 50, and 31 μM, resp.) showed the best results close to the control drug doxorubicin. The compound 5h showed significant result in the activation of caspase-3 and caspase-9 enzymes in comparison with the control. Only the 5g in MCF7 cells and the 5g-5i derivatives in A2780 cells caused increased mitochondrial membrane potential compared to the control group.

Journal of Reports in Pharmaceutical Sciences published new progress about Antitumor agents. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Pereira, Daniela published the artcileDesign and synthesis of new inhibitors of p53-MDM2 interaction with a chalcone scaffold, Related Products of isoquinoline, the main research area is chalcone derivative anticancer agent p53 MDM2 interaction docking cancer.

The virtual screening of a library of chalcone derivatives led us to the identification of potential new MDM2 ligands. The chalcones with the best docking scores obeying the Lipinski rule of five were subsequently prepared by base-catalyzed aldol reactions. The activity of these compounds as inhibitors of p53-MDM2 interaction was investigated using a yeast-based screening assay. Using this approach two chalcones (3 and 4) were identified as putative small mol. inhibitors of p53-MDM2 interaction. The activity of both chalcones was further investigated in a panel of human tumor cells. Chalcones 3 and 4 revealed a pronounced tumor cell growth inhibitory effect on tumor cell lines. Addnl., chalcone 4 caused alterations in the cell cycle profile, induced apoptosis and increased the levels of p53, p21 and PUMA proteins in NCI-H460 cells. Computational docking studies allowed to predict that, like nutlin-3A (a well-known small-mol. inhibitor of p53-MDM2 interaction), chalcones 3 and 4 bind to the p53-binding site of MDM2. The results here presented will be valuable for the structure-based design of novel and potent p53-MDM2 inhibitors.

Arabian Journal of Chemistry published new progress about Antitumor agents. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Al Otaibi, Ahmed published the artcileA methanol and protic ionic liquid Ugi multicomponent reaction path to cytotoxic α-phenylacetamido amides, Computed Properties of 86-51-1, the main research area is protic ionic liquid alpha phenylacetamido amides anticancer.

The Ugi four component reaction of an aldehyde, amine, isocyanide and an ethanoic acid was effected smoothly in protic ionic liquids ethylammonium nitrate (EAN) and propylammonium nitrate (PAN) to afford analogs of α-phenylacetamido amides in good to excellent isolated yields. The corresponding reactions in [BMIM][PF6] and the protic ionic liquid ethanolammonium nitrate (ETAN) failed. Microwave irradiation in EAN facilitated rapid access to three focused libraries, based on the parent isocyanide: cyclohexyl isocyanide, benzyl isocyanide and Et isocyanoacetate. Anal. of the structure activity relationship data suggested the presence of a bulky moiety originating from the isocyanide (cyclohexyl and benzyl) enhanced cytotoxicity. Removal of the acetylenic H-atom from the ethanoic acid moiety was detrimental to cytotoxicity. The most active analogs produced, N-(2-cyclohexylamino)-1-(4-methoxyphenyl)-2-oxoethyl-N-(3,5-dimethoxyphenyl)propiolamide, returned average GI50 values of ≤1 μM across the cancer cell lines evaluated. Combined, these data suggest that analogs of this nature are interesting potential anti-cancer development leads.

RSC Advances published new progress about Antitumor agents. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Computed Properties of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Gorle, Sridevi published the artcileSynthesis and anticancer activity of novel pyrazolo[4′,3′:5,6]pyrano[2,3-d] pyrimidin-5(2H)-one derivatives, Formula: C9H10O3, the main research area is pyrazolopyranopyrimidinone preparation antitumor SAR.

A novel sequence of pyrazole connected pyrano[2,3-d]-pyrimidin-5(2H)-ones, compounds I [R = 4-Me, 2-Cl, 2-Br, etc.] were designed, prepared and screened for their cytotoxicity against four human cancer cell lines like MCF-7 (breast), HeLa (cervical), CaCo2 (colorectal) and HepG2 (liver) by MTT assay. Most of the tested mols. were exhibited good to excellent cytotoxicity against all tested cell lines when compared to the standard drug Doxorubicin. Amongst all the synthesized target compounds, the mols. compounds I [R = 2,3,4-triMeO, 3,4,5-triMeO] exhibited the excellent anticancer activity against all the human MCF-7, HeLa, CaCo2 and HepG2 tumor cell lines, with the inhibitory concentration (IC50) values of 14, 14, 13, & 16μg mL-1 and 16, 14, 15 & 17μg mL-1, resp., while, compounds I [R = 2,3-diMeO, 3,4-diMeO] revealed good inhibitory activity against all screened cell lines with the IC50 values of 22, 25, 25 & 24μg mL-1 and 21, 20, 21, & 20μg mL-1. All the novel target mols. were determined and characterized by various spectroscopic (1H NMR, 13C NMR and HR-MS) anal.

Chemical Data Collections published new progress about Antitumor agents. 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

Oboudatian, Hourieh Sadat published the artcileFibrous nanosilica spheres KCC-1@NH2 as highly effective and easily retrievable catalyst for the synthesis of chromenes, Related Products of isoquinoline, the main research area is fibrous nanosilica sphere amidogen chromene structural morphol property.

A three-component reaction of naphthalene-1,5-diol, malononitrile and aromatic aldehydes has been achieved in the presence of fibrous nanosilica spheres KCC-1@NH2 as highly effective heterogeneous catalysts to produce of chromenes. In this study, simple and effective methods were used for the preparation of nanosilica spheres KCC-1@NH2 as basic catalysts. A fibrous surface morphol., high surface area, high mech. stability, the easy separation of the nanocatalyst and the recyclability, nontoxicity, versatility, combined with low reaction times and excellent yields, make the present protocol very useful for the synthesis of the chromenes. The catalyst has been characterized by FT-IR, XRD, EDX, FE-SEM, TEM, BET and TGA. Also, the synthesized products were confirmed by 1H-NMR, 13C-NMR, FT-IR.

Research on Chemical Intermediates published new progress about Crystal structure. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem