scholarly journals Steroid diversification by multicomponent reactions

2019 ◽  
Vol 15 ◽  
pp. 1236-1256 ◽  
Author(s):  
Leslie Reguera ◽  
Cecilia I Attorresi ◽  
Javier A Ramírez ◽  
Daniel G Rivera
Keyword(s):  
Amino Acids ◽  
Drug Discovery ◽  
Carboxylic Acid ◽  
Supramolecular Chemistry ◽  
Boronic Acid ◽  
Chemical Biology ◽  
Multicomponent Reactions ◽  
Naturally Occurring ◽  
Almost All ◽  
Structural Diversification

Reports on structural diversification of steroids by means of multicomponent reactions (MCRs) have significantly increased over the last decade. This review covers the most relevant strategies dealing with the use of steroidal substrates in MCRs, including the synthesis of steroidal heterocycles and macrocycles as well as the conjugation of steroids to amino acids, peptides and carbohydrates. We demonstrate that steroids are available with almost all types of MCR reactive functionalities, e.g., carbonyl, carboxylic acid, alkyne, amine, isocyanide, boronic acid, etc., and that steroids are suitable starting materials for relevant MCRs such as those based on imine and isocyanide. The focus is mainly posed on proving the amenability of MCRs for the diversity-oriented derivatization of naturally occurring steroids and the construction of complex steroid-based platforms for drug discovery, chemical biology and supramolecular chemistry applications.

scholarly journals 1,2,3-Triazoles: Synthesis and Biological Application

2020 ◽  
Author(s):  
Abdul Aziz Ali
Keyword(s):  
Drug Discovery ◽  
Supramolecular Chemistry ◽  
Organic Synthesis ◽  
Chemical Biology ◽  
Materials Science ◽  
Biological Activities ◽  
Fluorescent Imaging ◽  
Polymer Chemistry ◽  
Privileged Structure ◽  
Synthetic Approaches

Among nitrogen-containing heterocyclic compounds, 1,2,3-triazoles are privileged structure motif and received a great deal of attention in academics and industry. Even though absent in nature, 1,2,3-triazoles have found broad applications in drug discovery, organic synthesis, polymer chemistry, supramolecular chemistry, bioconjugation, chemical biology, fluorescent imaging, and materials science. Therefore, the development of facile and straightforward methodology for the synthesis of 1,2,3-triazoles is of noteworthy interest. In this study, emphasis will be given to numerous synthetic approaches for the synthesis of 1,2,3-triazoles, especially the popular click chemistry approach. Furthermore, several biological activities of this promising heterocycle will also be discussed.

Recent advances in multicomponent reactions involving carbohydrates

RSC Advances ◽  
2015 ◽  
Vol 5 (71) ◽  
pp. 57883-57905 ◽  
Author(s):  
Md. Musawwer Khan ◽  
Raveed Yousuf ◽  
Sarfaraz Khan ◽  
Shafiullah Shafiullah
Keyword(s):  
Drug Discovery ◽  
Multicomponent Reactions ◽  
Naturally Occurring ◽  
Recent Advances

Being an attractive class of naturally occurring molecules with fascinating properties, sugars and their derivatives have wide applications in different fields especially in drug discovery.

scholarly journals Bacterial synthesis of C3-C5 diols via extending amino acid catabolism

2020 ◽  
Vol 117 (32) ◽  
pp. 19159-19167
Author(s):  
Jian Wang ◽  
Chenyi Li ◽  
Yusong Zou ◽  
Yajun Yan
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Carboxylic Acid ◽  
Biological System ◽  
De Novo ◽  
Amino Acid Catabolism ◽  
Chemical Expansion ◽  
Formation Pathway ◽  
Charged Amino Acids ◽  
Naturally Occurring

Amino acids are naturally occurring and structurally diverse metabolites in biological system, whose potentials for chemical expansion, however, have not been fully explored. Here, we devise a metabolic platform capable of producing industrially important C3-C5 diols from amino acids. The presented platform combines the natural catabolism of charged amino acids with a catalytically efficient and thermodynamically favorable diol formation pathway, created by expanding the substrate scope of the carboxylic acid reductase toward noncognate ω-hydroxylic acids. Using the established platform as gateways, seven different diol-convertible amino acids are converted to diols including 1,3-propanediol, 1,4-butanediol, and 1,5-pentanediol. Particularly, we afford to optimize the production of 1,4-butanediol and demonstrate the de novo production of 1,5-pentanediol from glucose, with titers reaching 1.41 and 0.97 g l−1, respectively. Our work presents a metabolic platform that enriches the pathway repertoire for nonnatural diols with feedstock flexibility to both sugar and protein hydrolysates.

scholarly journals Peptides – Molecular Allrounders

2021 ◽  
Vol 75 (6) ◽  
pp. 525-529
Author(s):  
Helma Wennemers
Keyword(s):  
Amino Acids ◽  
Supramolecular Chemistry ◽  
Asymmetric Catalysis ◽  
Functional Diversity ◽  
Chemical Biology ◽  
Cell Penetrating Peptides ◽  
Peptide Catalysts ◽  
Collagen Peptides ◽  
Cell Penetrating

The enormous structural and functional diversity available through combining different amino acids into peptides offers numerous exciting opportunities. This article summarizes recent research highlights from my laboratory in the areas of asymmetric catalysis, supramolecular chemistry, and chemical biology. This scope includes the development of bioinspired peptide catalysts, synthetic collagen peptides, supramolecular porous assemblies, and cell-penetrating peptides.

A Concise Approach for Producing Optically Pure Carboxylic Acid Segments for the Synthesis of Bicyclic Depsipeptide Histone Deacetylase Inhibitors

Synthesis ◽  
2019 ◽  
Vol 51 (06) ◽  
pp. 1408-1418 ◽  
Author(s):  
Tadashi Katoh ◽  
Koichi Narita ◽  
Noel Sayar ◽  
Ken Saijo ◽  
Chikashi Ishioka
Keyword(s):  
Amino Acids ◽  
Carboxylic Acid ◽  
Histone Deacetylase ◽  
Anticancer Agents ◽  
Chromatographic Separation ◽  
Histone Deacetylase Inhibitors ◽  
Practical Method ◽  
Naturally Occurring ◽  
Chiral Amino Acids ◽  
Optically Pure

Optically pure carboxylic acid segments, which are common key intermediates for the synthesis of naturally occurring bicyclic depsipeptide histone deacetylase inhibitors, have been produced efficiently. The method features the chromatographic separation of two diastereomers, which were formed by direct amide condensation of racemic (3RS,4E)-3-hydroxy-7-mercaptohept-4-enoic acid (rac-Hmh) with chiral amino acids. This approach offers a reliable and practical method for producing optically pure carboxylic acid segments, which can facilitate easier access to important anticancer agents derived from them.

scholarly journals Development of a method for the synthesis of 2,4,5-trisubstituted oxazoles composed of carboxylic acid, amino acid, and boronic acid

2017 ◽  
Vol 13 ◽  
pp. 1478-1485 ◽  
Author(s):  
Kohei Yamada ◽  
Naoto Kamimura ◽  
Munetaka Kunishima
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Boronic Acid ◽  
Boronic Acids ◽  
One Pot ◽  
Novel Method ◽  
Coupling Sequence

A novel method for the synthesis of trisubstituted oxazoles via a one-pot oxazole synthesis/Suzuki–Miyaura coupling sequence has been developed. One-pot formation of 5-(triazinyloxy)oxazoles using carboxylic acids, amino acids and a dehydrative condensing reagent, DMT-MM, followed by Ni-catalyzed Suzuki–Miyaura coupling with boronic acids provided the corresponding 2,4,5-trisubstituted oxazoles in good yields.

scholarly journals Trending Topics on Coumarin and Its Derivatives in 2020

Molecules ◽  
2021 ◽  
Vol 26 (2) ◽  
pp. 501
Author(s):  
Aitor Carneiro ◽  
Maria João Matos ◽  
Eugenio Uriarte ◽  
Lourdes Santana
Keyword(s):  
Drug Discovery ◽  
Fluorescent Probes ◽  
Chemical Biology ◽  
Physicochemical Characteristics ◽  
Research Articles ◽  
Research Papers ◽  
Naturally Occurring ◽  
Privileged Scaffold ◽  
Trending Topics ◽  
Source Of Information

Coumarins are naturally occurring molecules with a versatile range of activities. Their structural and physicochemical characteristics make them a privileged scaffold in medicinal chemistry and chemical biology. Many research articles and reviews compile information on this important family of compounds. In this overview, the most recent research papers and reviews from 2020 are organized and analyzed, and a discussion on these data is included. Multiple electronic databases were scanned, including SciFinder, Mendeley, and PubMed, the latter being the main source of information. Particular attention was paid to the potential of coumarins as an important scaffold in drug design, as well as fluorescent probes for decaging of prodrugs, metal detection, and diagnostic purposes. Herein we do an analysis of the trending topics related to coumarin and its derivatives in the broad field of drug discovery.

Multicomponent Reactions in Antimitotic Drug Discovery

2014 ◽  
Vol 14 (20) ◽  
pp. 2209-2230 ◽  
Author(s):  
Angel Cores ◽  
Carlos Carbajales ◽  
Alberto Coelho
Keyword(s):  
Drug Discovery ◽  
Multicomponent Reactions ◽  
Antimitotic Drug

Experimental and Computational Approaches to Improve Binding Affinity in Chemical Biology and Drug Discovery

2020 ◽  
Vol 20 (19) ◽  
pp. 1651-1660
Author(s):  
Anuraj Nayarisseri
Keyword(s):  
Drug Discovery ◽  
Drug Design ◽  
Binding Affinity ◽  
Chemical Biology ◽  
De Novo ◽  
Structure Based Drug Design ◽  
Computational Approaches ◽  
Drug Designing ◽  
Traditional Drug ◽  
Computer Based

Drug discovery is one of the most complicated processes and establishment of a single drug may require multidisciplinary attempts to design efficient and commercially viable drugs. The main purpose of drug design is to identify a chemical compound or inhibitor that can bind to an active site of a specific cavity on a target protein. The traditional drug design methods involved various experimental based approaches including random screening of chemicals found in nature or can be synthesized directly in chemical laboratories. Except for the long cycle design and time, high cost is also the major issue of concern. Modernized computer-based algorithm including structure-based drug design has accelerated the drug design and discovery process adequately. Surprisingly from the past decade remarkable progress has been made concerned with all area of drug design and discovery. CADD (Computer Aided Drug Designing) based tools shorten the conventional cycle size and also generate chemically more stable and worthy compounds and hence reduce the drug discovery cost. This special edition of editorial comprises the combination of seven research and review articles set emphasis especially on the computational approaches along with the experimental approaches using a chemical synthesizing for the binding affinity in chemical biology and discovery as a salient used in de-novo drug designing. This set of articles exfoliates the role that systems biology and the evaluation of ligand affinity in drug design and discovery for the future.

Syntheses of Spiro(2-oxopyrrolidinyl)-5,4′-pyrazolones via Organocatalyzed Michael/Ammonolysis Cascade Reaction of 4-Aminopyrazolones and α,β-Unsaturated Acyl Phosphates

Synlett ◽  
2021 ◽  
Author(s):  
Lin Chen ◽  
You-Fen Li ◽  
Zheng-Jun Chen ◽  
Wen-Ya Jiao ◽  
Zhi-Jiao Chen
Keyword(s):  
Drug Discovery ◽  
Chemical Biology ◽  
Cascade Reaction ◽  
Unsaturated Acyl

AbstractThe efficient organocatalyzed Michael/ammonolysis cascade reaction of N-protected 4-aminopyrazolones and α,β-unsaturated acyl phosphates has been developed. This tactic gives rise to architecturally multifarious spiro(2-oxopyrrolidinyl)-5,4′-pyrazolones in good productiveness (up to 88% yield) and with moderate to good diastereoselectivities (up to 20:1 dr). These novel hybrid heterocycles would be promising candidates for drug-discovery programs and chemical biology.

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