- Home
- A-Z Publications
- Mini-Reviews in Organic Chemistry
- Previous Issues
- Volume 21, Issue 8, 2024
Mini-Reviews in Organic Chemistry - Volume 21, Issue 8, 2024
Volume 21, Issue 8, 2024
-
-
New Strategies in the Chemical Control of Fusarium oxysporum Using Synthetic Bioisosteres of Secondary Metabolites: A Review of the Synthetic Methods for Novel Compounds with Potential Antifungal Activity
Authors: Paola Borrego-Muñoz, Ericsson Coy-Barrera and Diego QuirogaOne of the main problems affecting the world is food scarcity which is occasioned by different causes, including difficult climatic conditions, economic and technical limitations, infrastructure and transportation, food safety and insecurity, and diseases caused by microorganisms (phytopathogens) such as Fusarium oxysporum whose damage triggers a series of irreversible effects on several crops, causing economic losses worldwide. Given the complexity that the chemical control of phytopathogens represents, various investigations have been refocused on exploring new biomimetic actions that lead to synthesizing new compounds with potential antifungal activity. In addition, computational chemistry and chemoinformatics tools (molecular docking and molecular dynamics) make it possible to understand and often predict these compounds' mechanisms of action, thereby formulating Quantitative Structure-Activity Relationship (QSAR) models. These strategies have established an important advance in designing new molecules capable of inhibiting pathogens from a rational development of antifungal compounds. This article reviewed the novel synthetic bioisosteres of secondary metabolites biologically active against Fusarium oxysporum, their synthetic protocols, and the strategies implemented for its control. The most innovative examples of this class of active organic compounds are presented, such as N,S-dialkyl dithiocarbamates, Schiff bases, N-alkyl substituted amides, and several heterocyclic systems with potential antifungal activity. Likewise, the use of computational tools is discussed, showing how these results can conduce to the design of new antifungal agents.
-
-
-
Biginelli Reaction: A Multi-Component Type of Reaction and Synthetic Advancement in the Synthesis of Bioactive Dihydropyrimidinone Derivatives
Authors: Ramesh Ambatwar, Vaibhav Gupta, Sumit Kumar and Gopal L. KhatikBackground: In synthetic and medicinal chemistry, multi-component reactions (MCRs) are considered an essential tool in synthesizing bioactive heterocyclic scaffolds. These reactions have been strategically used in drug discovery and development because of ease and economy. Objective: The current manuscript aims to highlight the importance of the Biginelli reaction in the synthesis of diverse dihydropyrimidinones with medicinal applications. Methods: We searched various keywords, including “multicomponent reaction”, “Biginelli reaction” and “dihydropyrimidinone” on “PubMed, PubChem, and google scholar” and collected the relevant articles for including the current work. Results: Biginelli reaction involving ketoester, aldehyde, and urea is a high-yielding, atomeconomical, environmentally benign reaction for developing a library of new dihydropyrimidinones to drive the process of drug discovery. Several developments were achieved with modifications of synthetic techniques, including C-H activation, coupling, cycloaddition, etc. Inclusively, these modifications give access to a wide range of dihydropyrimidinones. Conclusion: The current review provides an overview of recent developments in the Biginelli reaction and insights into synthesizing bioactive dihydropyrimidinones.
-
-
-
Dichlorophosphoryl Isocyanate: Synthesis, Chemical Reactions, and Biological Activity of its Derivatives
Authors: Faten Medini, Lotfi M. Aroua and Nejib B. H. MekniDichlorophosphoryl isocyanate (DCPI) is the most basic and easy phosphoric isocyanate substrate that introduces organic moieties. Synthesized since 1954, the DCPI has a high reactivity toward primary and secondary alkyl, alcohols, phenols, thiols, and amines via the nucleophilic addition reaction on the carbon atom of the isocyanate group. In addition to their synthesis, the resulting products undergo nucleophilic substitutions of the chlorine atoms. Their reactions with nucleophilic and bi-nucleophile reagents yield acyclic and P-heterocyclic compounds, respectively. The resulting compounds have different potential antibacterial, antifungal, and antitumor activities.
-
-
-
Recent Advances in Total Synthesis of Tetrahydroisoquinoline Alkaloids Quinocarcin and Lemonomycin
Authors: Ju Guo, Yang Yang, Lanhua Shen, Jingyi Li, Fuan Li and Sifan WangTetrahydroisoquinoline natural products are a kind of alkaloids containing various pharmacological activities. These structurally diverse alkaloids mainly consist of two subclasses, monotetrahydroisoquinolines (MTHI) and bistetrahydroisoquinolines (BTHI). Since its family member, Ecteinascidin-743 (INN: Trabectedin, trade name: Yondelis®), has been approved by European Union in 2007 and the FDA in 2015 for the treatment of advanced soft tissue tumors, the research on this kind of natural product is full of new vitality. Quinocarcin and lemonomycin share a common diazabicyclo[3.2.1]octane framework that belongs to the subclass of MTHI, and their excellent antitumor activity and challenging architecture have made them an ideal target for total synthesis. In this short review, the progress in the total synthesis of quinocarcin and lemonomycin is summarized.
-
-
-
Quinoline and Analogs: Insight into the Synthesis, Biological Activity, Structure-Activity Relationship, and Interaction with Targets
Authors: Upendra Kumar, Rajnish Kumar, Avijit Mazumder, Salahuddin, Himanshu Singh, Ranjeet Yadav and Greesh KumarQuinoline and its derivatives have been utilized and marketed as antibacterial, antimalarial, anticancer, hypertension, asthma (COPD), etc. The diverse pharmacological properties of quinolone are related to its chemical structure. Nowadays, it is common practice to combine at least two pharmacophores to create a single molecule with powerful pharmacological effects. This helps to synergize pharmacological qualities, enables interaction with several targets, or lessens the negative effects related to them. Various synthetic approaches which have been used in recent times for the synthesis of quinoline and its derivatives are listed in the manuscript with their merits and demerit. The structure-activity relationship relating various pharmacological actions with molecular structure and interaction with several targets has also been highlighted to provide a good comprehension to the researchers for future studies on quinoline.
-
-
-
Research Progress on Activity and Biosynthesis of Diketopiperazines
Authors: Bing Liu, Ruiyang Lu, Ning Chen, Hongliang Yuan, Jintong Zhao and Yuechen ZhaoDiketopiperazines (DKPs) are mainly produced by microorganisms. In recent years, active natural products with DKPs structure have been isolated from marine bacteria, actinomycetes and fungi. The stable six-membered ring framework makes DKPs a vital pharmacophore in medicinal chemistry. Several recent studies have demonstrated that it has antibacterial, antifungal, antiviral, antitumor, immunosuppressive, neuroprotective, anti-malaria, anti-prion, and anti-hyperglycemia properties. Some DKPs are signaling molecules for intercellular communication, which can activate or inhibit bacterial Lux R-mediated quorum sensing. They are considered potential new anti-infective drugs that could control biofilm formation by interfering with information communication between microbes. DKPs possess excellent biological activities and have received extensive attention from medicinal chemistry workers. Bioactivity studies of DKPs have revealed that many highly active lead compounds exist in antibacterial, antitumor, and antiviral fields and in treating neurological disorders. This paper reviews the research progress of diketopiperazines in the past ten years.
-
Volumes & issues
-
Volume 21 (2024)
-
Volume 20 (2023)
-
Volume 19 (2022)
-
Volume 18 (2021)
-
Volume 17 (2020)
-
Volume 16 (2019)
-
Volume 15 (2018)
-
Volume 14 (2017)
-
Volume 13 (2016)
-
Volume 12 (2015)
-
Volume 11 (2014)
-
Volume 10 (2013)
-
Volume 9 (2012)
-
Volume 8 (2011)
-
Volume 7 (2010)
-
Volume 6 (2009)
-
Volume 5 (2008)
-
Volume 4 (2007)
-
Volume 3 (2006)
-
Volume 2 (2005)
-
Volume 1 (2004)