The anti-acetylcholinesterase, larvicidal, antifeedant activities and general toxicity of 15 semisynthetic eugenol derivatives based on clove oil (including the own oil), were evaluated against the maize armyworm, Spodoptera frugiperda (J.E. Smith). Therefore, promising eugenol molecules were classified with larvicidal, anti-acetylcholinesterase and antifeedant activities for controlling this pest. During structure–activity relationship studies and physicochemical profile analysis, it was found that among tested molecules 1–15, eugenol 1, prenyl eugenol 4, isoeugenol 8 and isoeugenol acetate 11 exhibited lethal effects LD50 at concentrations <1 mg/g of insect. On the other hand, eugenol 1, metallyl eugenol 3, isoeugenol 8 and isoeugenol acetate 11 showed a good antifeedant activity (CE50 = 158–209 µg/mL) with a high antifeedant index (70–78%) at concentration 1000 µg/mL, possessing a weak anti-acetylcholinesterase activity (IC50 = 21–31 μg/mL). According to their ecotoxicological profiles (LC50 = 2033.1–6303.8 µg/mL on Artemia salina larvae), isoeugenol 8 and its acetate derivative 11 could be potential used in control of the growth, feeding, or reproduction of S. frugiperda larvae, acting as moderate insecticidal acetylcholinesterase inhibitors and/or antifeedant molecules. Such structure–activity relationship studies could stimulate the identification of lead structures from natural sources for the development of larvicidal and deterrent products against S. frugiperda and related insect pests.
In this research, a sample of expanded polystyrene (EPS) was isolated from a whole solid waste amount as raw material, the synthesis of polyamino styrene (PSNH 2 ) was done in a two-step process. Initially, it was carried out the nitration of PS to obtain polynitro styrene (PSNO 2 ) in 10.18% of nitration's efficiency. Afterward, the PSNO 2 was reduced under HCl/Sn conditions in order to obtain the PSNH 2 in 50% of yield taking into account the reduction of NO 2 groups from PSNO 2 . The raw material, intermediary and the final product were completely characterized by chemical analytical techniques. With the new material in hands, it was used as a solid support in the CO 2 capture process, showing an adsorption capacity of 1.05 mmol g −1 of PSNH 2 .
We synthesized a series of dihydroisoindolo[2,1-a]quinolin-11-ones using the imino Diels–Alder reaction and evaluated their biological properties, finding a new hit in anticancer research.
The ball-milling process of ABB' Povarov reaction through mechano-chemical activation with phosphomolybdic acid (PMA) as heteropolyacid (HPA) catalyst, was first time explored. The developed high speed vibratory ball milling (HSVBM) green method offers simple and efficient diastereoselective synthesis of cis-2,4-disubstituted tetrahydroquinolines in good to excellent yields (56-76%).
Oil recovery was improved using the tertiary amine, N,N-dimethylcyclohexylamine (DMCHA), a powerful and promissory switchable solvent, in simulated conditions similar to the Colombian crude oil reserves. Firstly, the Colombian crude oil (CCO) and the soil were characterized completely. Afterwards, an aged crude-rock system was obtained to use DMCHA that gave an oil crude extraction of 80% in our preliminary studies. Thus, a sand-pack column (soil-kaolin, 95 : 5) frame saturated with CCO was used to simulate the conditions, in which DMCHA could recover the oil. After the secondary recovery process, 15.4–33.8% of original oil in place (OOIP) is obtained. Following the injection of DMCHA, the recovery yield rose to 87–97% of OOIP. Finally, 54–60% of DMCHA was recovered and reinjected without affecting its potential in the simulated conditions.
We synthesized a library of 32 sulfonamides via CuBr2 catalyzed Chan‐Lam C−N coupling, reaching excellent yields (until 81 %) under ligand‐base‐free, mild conditions, and short reaction times. A new non‐toxic, versatile and easy to prepare starting materials, N‐[(Sulfonyl)imino]phenyliodinanes were first time proposed as the nitrogen source in this synthetic tool. Finally, the sulfonamides were used as valuable building blocks in the synthesis of mono‐alkyl anilines through their alkylation and Fukuyama deprotection steps.
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