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Upstream product

• 135-02-4 ortho-anisaldehyde 
• 99-93-4 4-Hydroxyacetophenone 
• 16162-69-9 1-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)ethanone 
• 934333-80-9 (E)-1-(4-bromophenyl)-3-(2-methoxyphenyl)prop-2-en-1-one 
• 52601-60-2 1-(4-bromophenyl)-3-(2-methoxyphenyl)-2-propen-1-one 

Downstream Products

• 686717-86-2 1-(3-(4-hydroxyphenyl)-5-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone 
• 1390625-94-1 (E)-3-(4-hydroxy-3-pyrrolidin-1-ylmethylphenyl)-1-(2-methoxyphenyl)propen-3-one 
• 1390625-89-4 (E)-3-(4-hydroxy-3-piperidin-1-ylmethylphenyl)-1-(2-methoxyphenyl)propen-3-one 
• 1390625-91-8 (E)-3-(4-hydroxy-3-morpholin-4-ylmethylphenyl)-1-(2-methoxyphenyl)propen-3-one 
• 1390625-93-0 (E)-3-[3-(4-methylpiperazin-1-ylmethyl)-4-hydroxyphenyl]-1-(2-methoxyphenyl)propen-3-one 
• 1390625-92-9 (E)-3-[3-(4-ethylpiperazin-1-ylmethyl)-4-hydroxyphenyl]-1-(2-methoxyphenyl)propen-3-one 
• 1390625-90-7 (E)-3-[4-hydroxy-3-(4-methylpiperidin-1-ylmethyl)phenyl]-1-(2-methoxyphenyl)propen-3-one 
• 1390625-87-2 (E)-3-[4-hydroxy-3-(4-phenylpiperazin-1-ylmethyl)phenyl]-1-(2-methoxyphenyl)propen-3-one 
• 1390625-88-3 (E)-3-(3-diethylaminomethyl-4-hydroxyphenyl)-1-(2-methoxyphenyl)propen-3-one 
• 1390625-95-2 (E)-3-[4-hydroxy-3-(2-methylpiperidin-1-ylmethyl)phenyl]-1-(2-methoxyphenyl)propen-3-one 
• 1603988-41-5 C₁₆H₁₃NO₃ 
• 1603988-62-0 2-(4-(3-(2-methoxyphenyl)isoxazol-5-yl)phenoxy)acetic acid 

Relevant academic research and scientific papers

Aldoxime- and hydroxy-functionalized chalcones as highly potent and selective monoamine oxidase-B inhibitors

A panel of 30 chalcone derivatives, including 19 aldoxime-chalcone ethers (ACE), and 11 hydroxyl?chalcones (HC), previously synthesized using a Pd-catalyzed C–O cross-coupling method were evaluated for their inhibitory activities against monoamine oxidases (MAOs), cholinesterases (ChEs), and β-secretase (BACE-1). HC6 was the most potent inhibitor of MAO-B with an IC50 value of 0.0046 μM and a selectivity index (SI) of 1,113. HC3 also potently inhibited MAO-B (IC50 = 0.0067 μM) and had the highest SI (1,455). ACE7 and ACE15 were also potent MAO-B inhibitors (IC50 = 0.012 and 0.018 μM, respectively), with SIs of 260 and 1,161, respectively. HC3 and HC6 were reversible competitive inhibitors of MAO-B, with Ki values of 0.0036 and 0.0013 μM, respectively. A structure–activity relationship revealed that methyl and fluorine substituents contributed to increasing both inhibition and selectivity. ACE7 was the most effective inhibitor of MAO-A (IC50 = 1.49 μM), followed by ACE3 (IC50 = 3.75 μM). No compounds effectively inhibited AChE, BChE, or BACE-1. A docking simulation showed that the ligand efficiency and docking scores of HC3 and HC6 toward MAO-B were consistent with the experimental IC50 values. These results suggest that HC3 and HC6 can be considered promising candidates for the treatment of neurological disorders.

Efficient solvent- And temperature-tuned access to aldoxime ethers and phenolic functions by Pd-catalyzed C-O cross-coupling of aldoximes with aryl bromides and bromo-chalcones

A single method with a functionality switching option was developed for the first time for the Pd-catalyzed C-O cross-coupling of aryl bromides and bromo-chalcones with aldoximes. The ligand tBuXPhos (L2) was found to be an effective supporting ligand for the Pd-catalyzed coupling of aldoximes with bromo coupling partners. The functionality switching from oxime ethers to a phenolic or hydroxy group was driven by solvent or temperature. This method offers the products in good to excellent yields in short reaction times.

Antimicrobial evaluation and action mechanism of chalcone derivatives containing quinoxaline moiety

Abstract: A series of chalcone derivatives containing quinoxaline moieties were synthesized, and their antibacterial activities were evaluated. Antibacterial bioassays indicated that some of the compounds exhibited significant antibacterial activity against Xanthomonas axonopodis pv. Citri (Xac), Xanthomonas oryzae pv. oryzae (Xoo), and Ralstonia solanacearum (Rs) at the concentrations of 50 or 100?μg/cm3. 50% effective concentration (EC50) values of (E)-3-(pyridin-2-yl)-1-[4-(quinoxalin-2-yloxy)phenyl]prop-2-en-1-one against Xac, Xoo, and Rs were 6.72, 15.17, and 9.29?μg/cm3, respectively, which were better than those of bismerthiazol (44.31, 42.46, and 62.36?μg/cm3, respectively). Scanning electron microscopy (SEM) was employed to analyze the mechanism of antibacterial action of that compound toward Xac. Graphical abstract: [Figure not available: see fulltext.].

Biological activity evaluation and action mechanism of chalcone derivatives containing thiophene sulfonate

A series of novel chalcone derivatives containing a thiophene sulfonate group were designed and synthesized. The structures of all title compounds were determined by 1H-NMR, 13C-NMR and HRMS. Antibacterial bioassays indicated that, compound 2l demonstrated excellent antibacterial activities against Xanthomonas axonopodis pv. citri (Xac), with an EC50 value of 11.4 μg mL-1, which is significantly superior to those of bismerthiazol (BT) (51.6 μg mL-1) and thiodiazole-copper (TC) (94.7 μg mL-1). Meanwhile, the mechanism of action of compound 2l was confirmed by using scanning electron microscopy (SEM). In addition, compound 2e showed remarkable inactivation activity against Tobacco mosaic virus (TMV), with an EC50 value of 44.3 μg mL-1, which was superior to that of ningnanmycin (120.6 μg mL-1). Microscale thermophoresis (MST) also showed that the binding of compounds 2e and 2h to Tobacco mosaic virus coat protein (TMV-CP) yielded Kd values of 0.270 and 0.301 μmol L-1, which are better than that of ningnanmycin (0.596 μmol L-1). At the same time, molecular docking studies for 2e and 2h with TMV-CP (PDB code: 1EI7) showed that the compound was embedded well in the pocket between the two subunits of TMV-CP in each case. These results suggested that chalcone derivatives containing a thiophene sulfonate group may be considered as activators in the design of antibacterial and antiviral agents.

Chalcone derivatives containing 1,2,4-triazine and production method and application thereof

The invention discloses chalcone derivatives containing 1,2,4-triazine and a production method and application thereof. A general formula of the chalcone derivatives containing the 1,2,4-triazine is as shown in the description, wherein n=2,3,4, R is pheny

Synthesis and antibacterial evaluation of novel chalcone derivatives containing a benzothiazole scaffold

Abstract: A series of novel chalcone derivatives containing a benzothiazole scaffold were synthesized to develop novel antibacterial agents for solving the problem of drug resistance. Most compounds exhibited excellent antibacterial activity against Xanthomonas oryzae pv. Oryzae (Xoo), Xanthomonas axonopodis pv. Citri (Xac), and Ralstonia solanacearum (Rs) compared to a reference drug, bismerthiazol. The results indicated that chalcone derivatives containing a benzothiazole scaffold merit more research as promising antibacterial agents. Graphical abstract: [Figure not available: see fulltext.].

Novel chalcone derivatives containing a 1,2,4-triazine moiety: Design, synthesis, antibacterial and antiviral activities

A series of novel chalcone derivatives containing the 1,2,4-triazine moiety were synthesized and their structures were confirmed by 1H NMR, 13C NMR and elemental analyses. Antiviral bioassays revealed that most of the compounds exhibited good antiviral activity against tobacco mosaic virus (TMV) at a concentration of 500 μg mL-1. The designated compound 4l was 50% effective in terms of curative and protective activities against TMV with 50% effective concentrations (EC50) of 10.9 and 79.4 μg mL-1, which were better than those of ningnanmycin (81.4 and 82.2 μg mL-1). Microscale thermophoresis (MST) also showed that the binding of compound 4l to coat protein (TMV-CP) yielded a Kd value of 0.275 ± 0.160 μmol L-1, which was better than that of ningnanmycin (0.523 ± 0.250 μmol L-1). At the same time, molecular docking studies for 4l with TMV-CP (PDB code:1EI7) showed that the compound was embedded well in the pocket between the two subunits of TMV-CP. Meanwhile, compound 4a demonstrated excellent antibacterial activities against Ralstonia solanacearum (R. solanacearum), with an EC50 value of 0.1 μg mL-1, which was better than that of thiodiazole-copper (36.1 μg mL-1) and bismerthiazol (49.5 μg mL-1). The compounds act by causing folding and deformation of the bacterial cell membrane as observed using scanning electron microscopy (SEM). The chalcone derivatives thus synthesized could become potential alternative templates for novel antiviral and antibacterial agents.

Synthesis and antiviral bioactivity of novel chalcone derivatives containing purine moiety

A series of novel chalcone derivatives containing purine moiety was designed and synthesized, and their antiviral activities against cucumber mosaic virus (CMV) and tobacco mosaic virus (TMV) were evaluated in vivo. Bioactivity assays indicated that some compounds showed good antiviral activities against CMV and TMV. It is worth mentioning that compounds 3o, 3s, 3w, and 3x exhibited excellent curative activity against CMV, with EC50 values of 301.1 μg/mL, 315.7 μg/mL, 282.3 μg/mL, 230.5 μg/mL, respectively, which were better than that of Dufulin (373.7 μg/mL) and Ribavirin (726.3 μg/mL). In addition, the fluorescence spectroscopy experiment results showed that compound 3o showed strong combining capacity to tobacco mosaic virus coat protein.

Design, synthesis, and antiviral activities of 1,5-benzothiazepine derivatives containing pyridine moiety

In our previous work, a series of novel benzothiazepine derivatives containing pyridine moiety were successfully synthesized through chalcone 1,3-dipolar cycloaddition and determined their antiviral activity against tobacco mosaic virus (TMV). Bioassay results indicated that most of these target compounds exhibited improved curative, protection, and inactivation activity in?vivo than the commercial agent ningnanmycin. Particularly, compound 3m exhibited marked curative activity against TMV, with an EC50value of 352.2?μM, which was even better than that of ningnanmycin. The compound was identified as the most promising candidate for inhibiting plant virus and an excellent compound with antiviral activities against TMV. Structure–activity relationship experiment indicated that the 1,5-benzothiazepine moiety is crucial for potent anti-TMV activity.

Synthesis, structural and thermal characterizations and in vitro cytotoxic activities of new cyclotriphosphazene derivatives

We investigated the cytotoxic effects of the newly synthesized cyclotriphosphazene derivatives on A2780 (ovarian), PC-3 and LNCaP (prostate) cancer cell lines. 4′-hydroxy-supstituted-chalcone compounds (2–8) were reacted with diphenyl-cyclotriphosphazene (DPP) in the presence of acetone/K2CO3 in order to obtain novel cyclotriphosphazene compounds (DPP 2–8). The structures of DPP 2–8 were characterized by MALDI-TOF mass spectrometry, FT-IR, elemental analysis, 1H, 13C-APT, and 31P NMR measurements. The thermal properties of all phosphazene compounds have been studied after synthesis and characterization procedure. The cytotoxic effects of DPP 2–8 were examined primarily by applying the MTT method based on the measurement of mitochondrial activity. In this regard, several phosphazene compounds have shown high chemotherapeutic effect at low dose (p 50 values (p 0.05). The compounds DPP 2–8 possess cytotoxic activity against PC-3 and LNCaP cells (especially compounds DPP-4 and DPP-5, p 0.05).