Article
Infectious Diseases
Fabio Bucciol, Elia Maffeis, Emanuela Calcio Gaudino, Laszlo Jicsinszky, Silvia Tagliapietra, Alessandro Barge, Cristina Prandi, Giancarlo Cravotto
Summary: The study focuses on selectively synthesizing active pharmaceutical molecules using microwave irradiation and a specific catalyst, with higher yield achieved under specific starting material.
Review
Chemistry, Organic
Aslihan Ayvaz, Sinem Gorkem Demirbas, Ahmet Demirbas, Neslihan Demirbas
Summary: Due to the increasing environmental pollution and its detrimental impact on the ecosystem, scientists have developed new chemical strategies using eco-friendly chemicals, solvents, catalysts, and alternative energy sources. Deep eutectic solvents (DESs) are low-melting mixtures primarily consisting of quaternary ammonium salt and hydrogen-bond acceptors. DESs have advantages such as low toxicity, easy preparation, low cost, biodegradability, low vapor pressure, and recyclability.
CURRENT ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Applied
Nai-Chen Hsueh, Kuan-Ting Chen, Meng-Yang Chang
Summary: A high-yielding one-pot synthesis method for the bis-sulfonyl dibenzooxabicyclo[5.5.0]dodecanes has been developed under open-vessel atmosphere conditions. This method involves a double substitution reaction between 1,3-dichloroacetone and arenesulfinic acid sodium salts, followed by C- and O-alkylation of the resulting 1,3-bis-sulfonylacetones with o-bis(bromomethyl)arenes. The formation of three carbon-carbon single bonds, two carbon-sulfur single bonds, and one carbon-oxygen single bond contributes to the success of this protocol.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Andrey N. Komogortsev, Valeriya G. Melekhina, Boris Lichitsky, Mikhail E. Minyaev
Summary: A convenient method for the synthesis of novel imidazole-2-thione derivatives containing allomaltol fragment was elaborated, showing that the key intermediates are substituted alpha-aminoketones and corresponding imidazolidine-2-thione. The synthesis offers advantages such as mild reaction conditions, atom economy, easy workup procedure, and avoidance of chromatographic purifications. The structures of important intermediates and final products were determined using X-ray diffraction.
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Abeer M. El-Naggar, Maher A. El-Hashash, Eslam B. Elkaeed
Summary: This study describes the discovery and development process of a novel potential CDK2 inhibitor. The synthesized compounds showed strong growth inhibition against various cancer cell lines with low toxicity on normal fibroblast cells. One compound exhibited inhibitory effects on cell cycle progression and apoptosis. Molecular docking study identified the structural elements involved in the inhibitory activity and rationalized the structure-activity relationship.
BIOORGANIC CHEMISTRY
(2021)
Article
Materials Science, Multidisciplinary
Priyanka Phalswal, P. K. Khanna
Summary: The microwave-assisted synthesis of MoO2 nanoparticles using a home microwave oven proved to be effective, yielding nearly phase pure nanostructured MoO2 with particle diameter of less than 14 nm.
Article
Chemistry, Physical
Sam Mathew, Arunachalam Sagadevan, Dominik Renn, Magnus Rueping
Summary: A one-pot chemoenzymatic sequential cascade was developed for the synthesis of chiral amines from alkynes. Gold catalysts were used to convert alkynes to ketones, followed by a transaminase catalyzed production of chiral amines with high yields and enantiomeric excess. Preparative scale synthesis of specific chiral amines showed high yields and enantiomeric excess.
Article
Chemistry, Multidisciplinary
Enrico Paradisi, Roberto Rosa, Giovanni Baldi, Valentina Dami, Andrea Cioni, Giada Lorenzi, Cristina Leonelli
Summary: This article introduces a new method for fast and simple synthesis of crystalline TiO2 nanoparticles with photocatalytic activity, and demonstrates the application of this method in the production of nanotitania.
Article
Chemistry, Organic
Zeinab Shirvandi, Bahareh Atashkar, Mohammad Ali Zolfigol, Amin Rostami
Summary: Three novel and efficient protocols for the synthesis of phenyl aryl selenides have been developed. These protocols involve a three-component coupling reaction using triphenyltin chloride, aryl halides, phenolic esters or nitroarenes, Se powder, CuI or Cu(OAc)2 as catalyst, and a base. The reactions were carried out in PEG200 at 90-100 degrees C. Additionally, NiFe2O4 was used as a magnetically reusable nanocatalyst under similar reaction conditions. These methods offer advantages over existing methods as they utilize a green solvent, inexpensive and reusable catalysts, and avoid toxic and expensive arylselenating reagents.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Baofu Zhu, Jiaming He, Kai Zou, Anquan Li, Chen Zhang, Jiaji Zhao, Hua Cao
Summary: This study established a three-component reaction catalyzed by base, involving ynals, isocyanates, amines, and alcohols. The strategy enables a wide range of substrates and provides a simple process for the preparation of diverse pyridine derivatives with good yields and high regioselectivities.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Jun Xiong, Hui-Ting He, He-Yu Yang, Zhi-Gang Zeng, Cheng-Ran Zhong, Hang Shi, Meng-Ling Ouyang, Yuan-Yuan Tao, Yong-Long Pang, Yang-Hong Zhang, Bo Hu, Zi-Xiang Fu, Xiao-Lei Miao, Hai-Li Zhu, Gang Yao
Summary: A new one-pot preparation method for 4-tetrazolyl-3,4-dihydroquinazolines is reported in this study, which involves Ugi-azide reactions of 2-azidobenzaldehydes, amines, trimethylsilyl azide, and isocyanides. The obtained azide intermediates were sequentially subjected to a Palladium-catalyzed azide-isocyanide cross-coupling/cyclization reaction to yield 4-tetrazolyl-3,4-dihydroquinazoline derivatives. Compound 6c exhibited significant inhibition against breast cancer cells and showed broad applications in synthesis and medicinal chemistry.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Polymer Science
Zabn Allah M. Alaizeri, Hisham A. Alhadlaq, Saad Aldawood, Mohd Javed Akhtar, Maqusood Ahamed
Summary: This study investigates the photocatalytic activity and anticancer efficacy of tin oxide-reduced graphene oxide nanocomposites (SnO2-rGO NCs). The results show that the addition of graphene derivatives improves the degradation efficiency of methylene blue dye and enhances the anticancer efficacy against liver and lung cancer cells compared to pure SnO2 NPs.
Article
Chemistry, Applied
Michael Burns, Wenying Bi, Hui Kim, Manjinder S. Lall, Chao Li, Brian T. O'Neill
Summary: A biocatalytic cascade for producing tert-butyl ((2R,4R)-2-methyltetrahydro-2H-pyran-4-yl)carbamate 6 has been demonstrated at a multikilogram scale. The process involves resolving a racemic ketone by selectively reducing the undesired ketone and then catalyzing enantioselective transamination to form the desired amine. The product is recovered after Boc protection in the aqueous reaction.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2021)
Article
Chemistry, Organic
Mohamed Hassan, Sara-Cathrin Krieg, Cedric Ndefo Nde, Jessica Roos, Thorsten J. Maier, Eman A. El Rady, Mohamed A. Raslan, Kamal U. Sadek, Georg Manolikakes
Summary: A novel synthesis method for nitro fatty acids is reported, offering a controlled and stereoselective construction process from common building blocks. This streamlined approach allows for the access to both naturally occurring nitro fatty acids and non-natural derivatives.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
H. Sebastian Steingruber, Pamela Mendioroz, Maria A. Volpe, Dario C. Gerbino
Summary: An efficient palladium-catalyzed tandem reaction for the one-pot synthesis of 9H-carbazoles under microwave irradiation has been developed, utilizing a novel and magnetically recoverable palladium nanocatalyst supported on green biochar; the methodology shows a drastic reduction in reaction times and excellent compatibility with different functional groups.
SYNTHESIS-STUTTGART
(2021)
Article
Biochemistry & Molecular Biology
Martina Pierri, Erica Gazzillo, Maria Giovanna Chini, Maria Grazia Ferraro, Marialuisa Piccolo, Francesco Maione, Carlo Irace, Giuseppe Bifulco, Ines Bruno, Stefania Terracciano, Gianluigi Lauro
Summary: A well-structured in silico workflow is reported for discovering structure-based pharmacophore models against BRD9, accelerating virtual screening and facilitating the identification of novel binders.
BIOORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Dafne Ruggiero, Stefania Terracciano, Gianluigi Lauro, Michela Pecoraro, Silvia Franceschelli, Giuseppe Bifulco, Ines Bruno
Summary: The BAG3 protein is involved in multiple cellular pathways and its elevated expression in tumor cells promotes cell survival and apoptosis resistance. It has been identified as a potential target for controlling cancer-related signaling pathways. A synthetic BAG3 modulator, compound 6, has been discovered with significant anti-proliferative effects on cancer cells.
Article
Chemistry, Organic
Ester Colarusso, Erica Gazzillo, Eleonora Boccia, Assunta Giordano, Maria Giovanna Chini, Giuseppe Bifulco, Gianluigi Lauro
Summary: Novel 6-methylquinazolin-4(3H)-one-based compounds were identified and synthesized as binders of the BRD9 epigenetic reader. Molecular docking experiments led to the selection of 16 compounds with good yields and binding potency toward BRD9, with compounds 14, 16, 18, 22, and 26 showing the highest activity.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Erica Gazzillo, Stefania Terracciano, Dafne Ruggiero, Marianna Potenza, Maria Giovanna Chini, Gianluigi Lauro, Katrin Fischer, Robert Klaus Hofstetter, Assunta Giordano, Oliver Werz, Ines Bruno, Giuseppe Bifulco
Summary: The development of new bioactive compounds is a major focus in drug discovery. In order to identify new drug candidates against relevant biological targets, various tools and methodologies are used. In this study, a 3D structure-based pharmacophoric model was employed to re-evaluate a library of compounds, leading to the successful repositioning of certain molecules to a different biological target.
Article
Chemistry, Medicinal
Simone Di Micco, Stefania Terracciano, Martina Pierri, Vincenza Cantone, Stefanie Liening, Stefanie Koenig, Ulrike Garscha, Robert Klaus Hofstetter, Andreas Koeberle, Oliver Werz, Ines Bruno, Giuseppe Bifulco
Summary: By molecular docking and cell-based assays, we discovered that 2,4-dinitro-biphenyl-based compounds can inhibit the activity of leukotriene C-4 synthase and 5-lipoxygenase-activating protein, both important members in the biosynthesis of pro-inflammatory eicosanoids. The compounds also showed inhibitory effects on another related protein, suggesting that the 2,4-dinitro-biphenyl scaffold is a suitable molecular platform for modulating pro-inflammatory mediators in inflammation and cancer treatment.
Article
Chemistry, Medicinal
Simone Di Micco, Gianluigi Lauro, Giuseppe Bifulco
Summary: This study used molecular dynamics simulations to investigate the structure and function of microsomal prostaglandin E-2 synthase-1 (mPGES-1) protein systems. The results revealed the structural role of glutathione (GSH) in the enzyme's chemical architecture and confirmed the stability of the enzyme machinery. The analysis also showed the involvement of residue R73 in solvent exchange events and suggested that it does not serve as a channel for GSH entry into the endoplasmic reticulum membrane.
MOLECULAR INFORMATICS
(2022)
Article
Chemistry, Medicinal
Simone Di Micco, Rahila Rahimova, Marina Sala, Maria C. Scala, Giovanni Vivenzio, Simona Musella, Graciela Andrei, Kim Remans, Lea Mammri, Robert Snoeck, Giuseppe Bifulco, Francesca Di Matteo, Vincenzo Vestuto, Pietro Campiglia, Jose A. Marquez, Alessio Fasano
Summary: Despite the effectiveness of vaccines in mitigating the spread of SARS-CoV-2, therapeutics offer additional benefits in controlling viral transmission. This study developed tripeptide derivatives targeting SARS-CoV-2 Mpro and identified compound 58 as a promising candidate with improved antiviral activity against variants and safety in vitro and in vivo. These findings suggest the potential of compound 58 for intranasal administration.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Ester Colarusso, Sara Ceccacci, Maria Chiara Monti, Erica Gazzillo, Assunta Giordano, Maria Giovanna Chini, Maria Grazia Ferraro, Marialuisa Piccolo, Dafne Ruggiero, Carlo Irace, Stefania Terracciano, Ines Bruno, Giuseppe Bifulco, Gianluigi Lauro
Summary: Targeting bromodomain-containing protein 9 (BRD9), a set of 2,4,5-trisubstituted-2,4-dihydro-3H- 1,2,4-triazol-3-one-based compounds was investigated for the development of new anticancer agents. Through in silico studies, chemical synthesis, biophysical and biological evaluation, compounds with promising selectivity and binding affinity for BRD9 were identified. The multidisciplinary approach used in this study accelerated the selection process and provided insights for the synthesis of novel BRD9 binders.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Simone Di Micco, Veronica Di Sarno, Martina Rossi, Vincenzo Vestuto, Takumi Konno, Sara Novi, Mario Felice Tecce, Valeria Napolitano, Tania Ciaglia, Andrea Vitale, Isabel Maria Gomez-Monterrey, Giuseppe Bifulco, Alessia Bertamino, Carmine Ostacolo, Paolo Blasi, Alessio Fasano, Pietro Campiglia, Simona Musella
Summary: Different mechanisms contribute to cancer multidrug resistance, including increased drug efflux, enhanced cellular repair mechanisms, and alterations of drug metabolism or targets. ABCG2, a transporter protein, promotes drug efflux and causes chemotherapeutic resistance in malignant cells. Through a multidisciplinary approach, a new selective inhibitor (8) of ABCG2 has been identified, which effectively improves the cytotoxicity of mitoxantrone in hepatocellular carcinoma and transfected breast cancer cell lines. This inhibitor also demonstrates its efficacy in reversing multidrug resistance with the overexpression of the ABCG2 pump.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Medicinal
Ida Cerqua, Simona Musella, Lukas Klaus Peltner, Danilo D'Avino, Veronica Di Sarno, Elisabetta Granato, Vincenzo Vestuto, Rita Di Matteo, Simona Pace, Tania Ciaglia, Rossella Bilancia, Gerardina Smaldone, Francesca Di Matteo, Simone Di Micco, Giuseppe Bifulco, Giacomo Pepe, Manuela Giovanna Basilicata, Manuela Rodriquez, Isabel M. Gomez-Monterrey, Pietro Campiglia, Carmine Ostacolo, Fiorentina Roviezzo, Oliver Werz, Antonietta Rossi, Alessia Bertamino
Summary: The identification of an indoline-based compound that inhibits both 5-lipoxygenase and soluble epoxide hydrolase has opened up new possibilities for the rational design of multitarget drugs in medicinal chemistry. This compound showed promising activity in both enzymatic and cellular assays, and exhibited remarkable anti-inflammatory efficacy in vivo. Further investigation is needed to explore the potential use of this compound as an anti-inflammatory agent.
JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Marianna Potenza, Assunta Giordano, Maria G. Chini, Anella Saviano, Christian Kretzer, Federica Raucci, Marina Russo, Gianluigi Lauro, Stefania Terracciano, Ines Bruno, Maria Iorizzi, Robert K. Hofstetter, Simona Pace, Francesco Maione, Oliver Werz, Giuseppe Bifulco
Summary: A multi-step scientific workflow led to the discovery of a novel class of PGE(2)/leukotriene biosynthesis inhibitors with in vivo activity. Four new compounds showed strong anti-inflammatory properties in vitro and demonstrated prominent anti-inflammatory activity in a mouse model.
ACS MEDICINAL CHEMISTRY LETTERS
(2022)
Article
Chemistry, Medicinal
Simona Musella, Danilo D'Avino, Lukas Klaus Peltner, Veronica Di Sarno, Ida Cerqua, Fabrizio Merciai, Vincenzo Vestuto, Tania Ciaglia, Gerardina Smaldone, Francesca Di Matteo, Simone Di Micco, Valeria Napolitano, Giuseppe Bifulco, Giacomo Pepe, Eduardo Maria Sommella, Manuela Giovanna Basilicata, Giovanna Aquino, Isabel M. M. Gomez-Monterrey, Pietro Campiglia, Carmine Ostacolo, Fiorentina Roviezzo, Oliver Werz, Antonietta Rossi, Alessia Bertamino
Summary: This study describes the rational development of soluble epoxide hydrolase (sEH) inhibitors for the treatment of acute pancreatitis (AP). The most promising compound, 28, was identified through in vitro screening and molecular modeling studies. Compound 28 demonstrated remarkable efficacy in reducing inflammatory damage in a mouse model of cerulein-induced AP. Metabololipidomic analysis further confirmed the molecular mechanism of sEH inhibition in the anti-AP activity of compound 28. Overall, compound 28 shows strong effectiveness as an sEH inhibitor with potential for pharmacological treatment of AP.
JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Medicinal
Marianna Potenza, Assunta Giordano, Maria G. Chini, Anella Saviano, Christian Kretzer, Federica Raucci, Marina Russo, Gianluigi Lauro, Stefania Terracciano, Ines Bruno, Maria Iorizzi, Robert K. Hofstetter, Simona Pace, Francesco Maione, Oliver Werz, Giuseppe Bifulco
Summary: The application of a multi-step scientific workflow led to the discovery of a new class of PGE2/leukotriene biosynthesis inhibitors with in vivo activity. Through screening a virtual library of approximately 4.2 x 105 molecules, a small set of compounds were identified and synthesized, which showed strong anti-inflammatory properties in vitro and in vivo. Specifically, four novel derivatives exhibited significant inhibition of PGE2 biosynthesis and interfered with leukotriene biosynthesis in cell-based systems. Furthermore, the most promising compound displayed prominent in vivo anti-inflammatory activity in a mouse model.
ACS MEDICINAL CHEMISTRY LETTERS
(2023)
