Presonication of nanodiamond hydrosols in radiolabeling by a tritium thermal activation method

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2-(5-Arylterphenyl-4-yl)quinolines from 2-methylquinoline and 1-(het)aryl-3-phenylprop-2-yn-1-ones in just a one step: A miracle of molecular interplay

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Cationic colloid–anionic liposome–protein ternary complex: formation,properties, and biomedical importance

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2-Halopyridines in the triple reaction in the Pn/KOH/DMSO system to form tri(2-pyridyl)phosphine: Experimental and quantum-chemical dissimilarities

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Antioxidant and anticancer activities of α-aminophosphonates containing thiadiazole moiety

In the current study, α-aminophosphonates containing thiadiazole moiety (1–4) was synthesized, characterized and their antioxidant and anticancer activities were carried out. The compounds (1–4) were synthesized from the reaction of 2-amino-5-methyl-1,3,4-thiadiazole with various aldehydes, triphenylphosphite and mixed valence Cu(I)/Cu(II) inorganic coordination polymer as a catalyst. The elucidation of compounds structures were carried out using different spectroscopic techniques. The antioxidant properties were carried out using radical scavenging methods (DPPH) which exhibited excellent scavenging activity particularly with compound 3. The cytotoxic effects of the five compounds on the human hepato cellular carcinoma (HepG2) and breast adeno carcinoma (MCF7) cell lines were evaluated using MTT assay which revealed the presence of cytotoxic effect with highest activity for compound 3 on HepG2 and compound 1 on MCF7. This suggests that these five compounds, particularly compounds 1 and 3, have antioxidant and anticancer effect and could be used as novel chemotherapeutic compounds but this needs further in vivo investigation to confirm our in vitro results.     

Chemical composition and α-amylase inhibitory activity of the essential oil from Sabina chinensis cv. Kaizuca leaves

Sabina chinensis cv. Kaizuca (SCK) is a variant of S. chinensis L. The essential oil from its leaves exhibited α-amylase inhibitory activity in vitro and the IC₅₀ value was 187.08 ± 0.56 μg/mL. Nineteen compounds were identified from this essential oil by gas chromatography–mass spectrometry (GC-MS) analysis. The major compounds identified were bornyl acetate (42.6%), elemol (20.5%), β-myrcene (13.7%) and β-linalool (4.0%). In order to study the reason of the α-amylase inhibitory activity of this essential oil, the identified compounds were docked with α-amylase by molecular docking individually. Among these compounds, γ-eudesmol exhibited the lowest binding energy (?6.73 kcal/mol), followed by α-copaen-11-ol (?6.66 kcal/mol), cubedol (?6.39 kcal/mol) and α-acorenol (?6.12 kcal/mol). The results indicated that these compounds were the active ingredients responsible for the α-amylase inhibitory activity of essential oil from SCK.     

Terpenoids from the barks of Magnolia maudiae (Dunn) Figlar

A new germacrenolide (1) and fourteen known terpenoids (2–15) were isolated from the barks of Magnolia maudiae (Dunn) Figlar (Magnoliaceae). The structure of (7αH,11βH)-2α,8α-dihydroxy-4α,5β-epoxy-germacr-1(10)-en-6α,12-olide (1) was elucidated by physical and spectroscopic data analysis, including 1D, 2D NMR and HR-ESI-MS. Lyratol F (9) was isolated from Magnolia for the first time. The structures of known compounds were established by comparing their spectroscopic data with those in literatures.     

Regioselective addition of Ti enolates to conjugated enones: New insights into the mechanism based on experimental and DFT investigation

The regioselective addition mechanism of the Ti(IV) enolates derived from α-diazo-β-keto carbonyl compounds and α-diazo-β-keto phosphonates to conjugated enones has been studied on the basis of a hypothetical bridging chloride-controlled theory, by density functional theory (DFT), and experimentally. The DFT results indicate that, for the Ti(IV) enolate 3 derived from α-diazo-β-keto carbonyl compounds, the free energy of the bridging chloride-controlled 1,2-addition transition state is 2.4 kcal/mol higher than that of 1,4-addition, and the calculated enthalpies of 1,2-addition is 4.36 kcal/mol more than that of 1,4-addition. For the Ti(IV) enolate 4 derived from α-diazo-β-keto phosphonates, in contrary, the free energy of the bridging chloride-controlled 1,2-addition transition state is 1.1 kcal/mol lower than that of 1,4-addition, and the calculated enthalpy of 1,2-addition is 3.46 kcal/mol less than that of 1,4-addition. Our findings demonstrate that the nucleophilic addition of these Ti(IV) enolates to conjugated enones was carried out not only kinetically but also irreversibly for the first time.     

Efficient synthesis of α-substituted-α-arylmethyl phosphonates using trichloroacetimidate CC coupling method

A simple convenient protocol for the synthesis of diethyl α,α-diaryl methylphosphonate derivatives 5a-f, 6b-f, 7a-f and 8a-f, diethyl α-alkenyl α-aryl methylphosphonates 9a-d and 10a-d and α-(oxoalkyl) α-aryl methylphosphonate 11a-d and 12a-d is described. Trichloroacetimidates 3a-d were treated with activated arenes, styrene, allyltrimethylsilane or silylenol ethers C-nucleophiles in the presence TMSOTf to afford the desired products in good yields and short reaction time.     

Highly efficient metal-free one-pot synthesis of α-aminophosphonates through reduction followed by Kabachnik–fields reaction using three-component system

One-pot synthesis of α-aminophosphonates directly from aryl nitro compounds, aldehydes/ketones, and diethyl phosphite using sodium dithionite through reduction and followed by Kabachnik–Fields reaction under metal-free conditions is reported. The major advantages are excellent yield, high chemoselectivity, neutral reaction medium, and simple experimental procedure. This methodology consists of the following steps: 1) amine formation from nitro compound, 2) imine formation from amine and aldehyde/ketone, 3) phosphate addition to imine.