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Relevant academic research and scientific papers

3-Amino alkylated indoles as corrosion inhibitors for mild steel in 1M HCl: Experimental and theoretical studies

The present study describes the influence of ring and ring size of three 3-amino alkylated indoles (AAIs) namely, N-((1H-indol-3-yl)(phenyl)methyl)-N-ethylethanamine (AAI-1), 3-(phenyl(pyrrolidin-1-yl)methyl)-1H-indole (AAI-2) and 3-(phenyl(piperidin-1-yl)methyl)-1H-indole (AAI-3) on mild steel corrosion in 1M HCl solution using gravimetric, electrochemical, surface morphology (SEM, AFM), quantum chemical calculations and molecular dynamics simulations methods. Both experimental and theoretical results showed that the 3-amino alkylated indoles with cyclic amino groups exhibit higher inhibition efficiency compared to the one with opened-chain amino group. The results further suggested that the inhibition efficiency increases with increasing ring size of the amino group such that the piperidine-containing (6-membered ring) 3-amino alkylated indole showed higher inhibition performance than the pyrrolidine-containing (five membered) 3-amino alkylated indole. Experimental results revealed that the inhibition efficiency increases with increasing concentration of the inhibitors. Maximum inhibition efficiencies of 94.34% for AAI-1, 96.08% for AAI-2 and 96.95% for AAI-3 were obtained at 0.862 mM concentration. EIS measurements showed that the studied compounds inhibit mild steel corrosion by adsorbing on the steel surface. Polarization studies revealed that the compounds are cathodic type inhibitors. The adsorption of the studied compounds obeyed the Langmuir adsorption isotherm. SEM and AFM surface morphology analyses also provided evidence of formation of adsorbed film of the AAIs on the steel surface. Theoretical parameters such as EHOMO and electronegativity derived from quantum chemical calculations as well as binding energy derived from molecular dynamics simulations studies adequately corroborate the trend of experimental inhibition efficiencies of the studied inhibitors.

Natural Products for Drug Discovery: Discovery of Gramines as Novel Agents against a Plant Virus

Plant viral diseases seriously affect crop yield and quality. The natural product gramine (1) and its simple structural analogues 2-35 were synthesized from indoles, amines, and aldehydes in one step. The antiviral effects of these alkaloids were evaluated systematically. Most of these compounds were found to have higher antiviral effects than commercial ribavirin for the first time. Especially compounds 22, 30, and 31 exhibited significantly higher effects than ningnanmycin, thereby emerging as novel antiviral leads for further optimization. The preliminary implementation indicated that these compounds likely inhibit the assembly of tobacco mosaic virus (TMV) by cross-linking TMV capsid protein. Gramine analogues were also found to have broad-spectrum fungicidal effects. Although gramine has been reported to have influence on germination and development of Erysiphe graminis, these compounds displayed no fungicidal effects against Blumeria graminis f. sp. tritici on wheat in our test. Some of these compounds also exhibited certain insecticidal activities.

Catalyst-free, solvent-promoted and scalable multicomponent synthesis of 3-aminoalkylated indoles via a mannich-type reaction

A catalyst-free, solvent-promoted and scalable three-component Mannich-type reaction of indoles, aromatic aldehydes and secondary amines for the synthesis of 3-(1-dialkylaminoalkyl)-1H-indoles has been developed. The protocol provided a mild, simple and highly atom-economic alternative to prepare the title compounds, and the corresponding products could be obtained in good to excellent yields in most cases.

Catalyst-free, ethylene glycol promoted one-pot three component synthesis of 3-amino alkylated indoles via Mannich-type reaction Dedicated to Professor Richard A. Gibbs (1962-2014)

A highly efficient and sustainable approach for the multi-component synthesis of biologically important 3-amino alkylated indoles has been investigated via Mannich-type reaction under catalyst-free, ethylene glycol as a recyclable promoting medium. The wide applicability of the present method was examined with various substrates viz substituted aldehydes, indoles and secondary amines. This method will be useful for a large scale synthesis of 3-amino alkylated indoles without the use of column chromatography. The present method provides higher environmental compatibility and sustainability factors such as smaller E-factor (0.433) and higher atom-economy (AE = 93.3%).

Micelle promoted multicomponent synthesis of 3-amino alkylated indoles via a Mannich-type reaction in water

An efficient micelle promoted one-pot synthesis of 3-amino alkylated indoles has been developed via a three-component Mannich-type reaction from secondary amines, aldehydes and indoles in water under mild reaction conditions. In this Mannich-type reaction

L-Proline catalysed multicomponent synthesis of 3-amino alkylated indoles via a Mannich-type reaction under solvent-free conditions

An efficient l-proline catalyzed one-pot synthesis of 3-amino-alkylated indoles has been developed via a three-component Mannich-type reaction viz. secondary amines, aldehyde and indoles under solvent-free conditions at room temperature. Several amino acids (acidic, basic and neutral) have been screened for the reaction but the best results were obtained with l-proline.

Nontraditional reactions of azomethine ylides: Decarboxylative three-component couplings of α-amino acids

(Formula Presented) New reactions of azomethine ylides with nontraditional dipolarophiles are reported. Azomethine ylides, formed in situ via decarboxylative condensations of α-amino acids with aldehydes, undergo reactions with naphthols, indoles, alkynes

Subtituted indole mannich bases

The invention relates to substituted indole Mannich bases of formula (I), a method for the production thereof, medicaments containing said compounds and the use of said compounds in the production of medicaments, especially medicaments that are used to treat pain. In formula (I), R1,R2, R4-R7 have the meanings cited in claim 1, R3=formula (a) and R13=(substituted) phenyl.