Unlocking New Prenylation Modes: Azaindoles as a New Substrate Class for Indole Prenyltransferases DOI
Eric D. Gardner, Bryce P. Johnson,

Dustin A. Dimas

et al.

ChemCatChem, Journal Year: 2023, Volume and Issue: 15(19)

Published: Aug. 10, 2023

Abstract Aza‐substitution, the replacement of aromatic CH groups with nitrogen atoms, is an established medicinal chemistry strategy for increasing solubility, but current methods accessing functionalized azaindoles are limited. In this work, indole‐alkylating prenyltransferases (PTs) were explored as a to directly functionalize azaindole‐substituted analogs natural products. For this, series aza‐L‐tryptophans (Aza‐Trp) featuring N ‐substitution every position indole ring and their corresponding cyclic Aza‐L‐Trp‐L‐proline dipeptides (Aza‐CyWP), synthesized substrate mimetics PTs FgaPT2, CdpNPT, FtmPT1. We then demonstrated most these accepted by PT, regioselectivity each prenylation was heavily influenced ‐substitution. Remarkably, FgaPT2 found produce cationic ‐prenylpyridinium products, representing not only new class also previously unobserved mode. The discovery that nitrogenous bioisosteres can be thus provides access unavailable chemical space in search bioactive indolediketopiperazine analogs.

Language: Английский

Characterization of pyrolysis oil produced from organic and plastic wastes using an auger reactor DOI Creative Commons
M.M. Hasan, M.G. Rasul, M.I. Jahirul

et al.

Energy Conversion and Management, Journal Year: 2023, Volume and Issue: 278, P. 116723 - 116723

Published: Jan. 28, 2023

The objective of this study is to assess the suitability pyrolysis oils produced from organic and plastic wastes for engine application. assessment was performed by comparing properties obtained with those standard fuel. A fast process an auger reactor used convert such as beauty leaf fruit husk (BLFH), macadamia nutshell (MNS), municipal green waste (MGW), high-density polythene (HDPE) into oil. Prior experiments, all were characterized using a thermogravimetric CHNS analyser perform proximate ultimate analyses. experiments varied temperatures ranging 400 °C 550 at intervals 25 °C, 3-minute residence time 2-mm feedstock particle size. maximum yield oil 475 BLFH (42.75 %), 500 MNS (45.09 %) MGW (44.72 525 HDPE (61.29 %). chemical physical analysed Fourier transform infrared spectroscopy (FTIR), Gas chromatography–mass spectrometry (GC–MS), elemental physicochemical analysis. characterisation results reveal that BLFH, are enriched phenolic, aromatic, oxygenated compounds contains mostly hydrocarbons aromatics. derived have higher viscosity density lower calorific value compared Due these features, not suitable application without further refinement. oil, on other hand, meets most criteria be However, firm conclusion cannot drawn until has been tested in engine.

Language: Английский

Citations

41
An Overview of the Biological Activity of Pyrrolo[3,4-c]pyridine Derivatives DOI Creative Commons
A. Wójcicka, Aleksandra Redzicka

Pharmaceuticals, Journal Year: 2021, Volume and Issue: 14(4), P. 354 - 354

Published: April 11, 2021

Pyrrolo[3,4-c]pyridine is one of the six structural isomers bicyclic ring system containing a pyrrole moiety fused to pyridine nucleus. The broad spectrum pharmacological properties pyrrolo[3,4-c]pyridine derivatives main reason for developing new compounds this scaffold. This review presents studies on biological activity pyrrolo[3,4-c]pyridines that have been reported in scientific literature. Most these studied as analgesic and sedative agents. Biological investigations shown can be used treat diseases nervous immune systems. Their antidiabetic, antimycobacterial, antiviral, antitumor activities also found.

Language: Английский

Citations

36
A switchable redox annulation of 2-nitroarylethanols affording N-heterocycles: photoexcited nitro as a multifunctional handle DOI Creative Commons
Bin Wang, Hongyuan Ren, Hou‐Ji Cao

et al.

Chemical Science, Journal Year: 2022, Volume and Issue: 13(37), P. 11074 - 11082

Published: Jan. 1, 2022

A cyclization strategy of 2-nitroarylethanols under blue-light irradiation was developed, which is triggered by a photoexcited nitro-induced double hydrogen atom abstraction ( d -HAA) process, delivering indoles, N –OH oxindoles and –H oxindoles.

Language: Английский

Citations

27
Properties of pyrolysis oils derived from different organic wastes for assessing their suitability for engine fuel DOI Creative Commons
M.I. Jahirul, M.G. Rasul, M.I. Jahirul

et al.

Energy Conversion and Management X, Journal Year: 2025, Volume and Issue: unknown, P. 100875 - 100875

Published: Jan. 1, 2025

Language: Английский

Citations

0
Synthetic strategies to pyrido fused heterocycles DOI
Tamanna Khandelia, Bhisma K. Patel

Journal of Chemical Sciences, Journal Year: 2025, Volume and Issue: 137(2)

Published: May 17, 2025

Language: Английский

Citations

0
Investigation of Mechanochemical Sonogashira Couplings─From Batch Solution to Continuous Reactive Extrusion through Ball-Milling Optimization DOI
Riley H. Hastings, Mennatullah M. Mokhtar,

Alexander Ruggles

et al.

Organic Process Research & Development, Journal Year: 2023, Volume and Issue: 27(9), P. 1667 - 1676

Published: Sept. 6, 2023

Solvents used to run chemical reactions on a process scale are the largest contributors hazardous waste in active pharmaceutical ingredient (API) manufacturing. Frequently, solvents providing optimal reaction performance toxic and environmentally damaging. The rapid emergence of mechanochemistry as practical tool for organic synthesis has piqued interest chemists potential method that could reduce solvent use perform transformations safer friendly manner. Reactive extrusion become viable option multigram-scale continuous Herein, we demonstrate small-scale ball-milling experiments screening optimizing system allow translation Sonogashira coupling from twin-screw implementation at larger scale.

Language: Английский

Citations

8
Efficient synthetic strategies for fused pyrimidine and pyridine derivatives: A review DOI
Sharmil N. Anjirwala, Saurabh K. Patel

Journal of Heterocyclic Chemistry, Journal Year: 2024, Volume and Issue: 61(10), P. 1481 - 1516

Published: July 17, 2024

Abstract Pyrimidine and its derivatives play a paramount role in drug discovery as privileged pharmacophores with considerable chemical biological significance presence genes. This review aims to assemble systematic evaluation of synthetic tactics various fused pyrimidine containing nitrogen heterocycles such pyridopyridines, pyridopyrimidines, pyrimidopyrimidine from pharmacological point view deliver an overview methodologies presenting the chemistry derivatives. The details importance catalysts ring substitution using electrophilic nucleophilic reagents. These strategies were elaborated based on different routes that lead specific type pyridine literature accumulates developments one‐pot condensation, Knoevenagel–Michael addition mechanism, microwave ultrasound irradiation, intramolecular cyclization, nano‐catalytic reactions, so forth. Short reaction times, catalyst reusability, solvent‐free conditions, excellent yields, stereo‐selectivity are some benefits certain approaches.

Language: Английский

Citations

3
Two step one‐pot synthesis of 7‐azaindole linked 1,2,3‐triazole hybrids: In‐vitro and in‐silico antimicrobial evaluation DOI Open Access

Kanika Sharma,

Bajrang Lal, Ram Kumar Tittal

et al.

ChemMedChem, Journal Year: 2024, Volume and Issue: unknown

Published: Aug. 19, 2024

Abstract Herein, we report design, synthesis and characterization of a new library 7‐azaindole N ‐ethyl linked 1,2,3‐triazoles containing ethylene as spacer unit, evaluation all the synthesized compounds for their antimicrobial properties. Antibacterial potential was checked against two Gram positive ( B. subtilis S. aureus ) negative E. coli P. aeruginosa bacterial strains while antifungal assayed fungal C. albicans A. niger ). All tested showed satisfactory antibacterial potency in comparison to reference drug ciprofloxacin with MIC values ranging from 0.0108 0.0432 μmol/mL. Interestingly, except two, target better property compared fluconazole less than 0.0408 One exhibited two‐fold fluconazole. Furthermore, in‐silico ADMET DFT studies reported likeness behavior chemical reactivity parameters, respectively. The cytotoxicity results on substrate azide 3 most potent 5 d l were found be non‐toxic.

Language: Английский

Citations

3
Synthesis of 7-azaindole based carbohydrazides and 1,3,4-oxadiazoles; Antioxidant activity, α-glucosidase inhibition properties and docking study DOI

Samet İzgi,

İbrahim F. Sengul,

Engin Şahin

et al.

Journal of Molecular Structure, Journal Year: 2021, Volume and Issue: 1247, P. 131343 - 131343

Published: Aug. 24, 2021

Language: Английский

Citations

19
3-Trifluoromethyl Pyrrole Synthesis Based on β-CF3-1,3-Enynamides DOI

Zongxiang Yu,

Jintong Li,

Yuxuan Cao

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(21), P. 15501 - 15506

Published: Oct. 18, 2023

A new metal-free method for the rapid, productive, and scalable preparation of 3-trifluoromethyl pyrroles has been developed. It is based on electrophilic nature double bond β-CF3-1,3-enynamides due to electron-withdrawing characteristics trifluoromethyl groups strong nucleophilic alkyl primary amines. Evidence highly regioselective 1,4-hydroamination was observed after isolation characterization allenamide intermediate.

Language: Английский

Citations

7