Article
Chemistry, Multidisciplinary
Akriti Kumari, Manvika Karnatak, Ajit Shankar Singh, Mohammad Hassam, Varun Rawat, Mohammad Shahidul Islam, Abdullah Mohammed Al-Majid, Mandeep Singh, Ved Prakash Verma
Summary: A mechanistic approach was used to study the metabolism of synthetic 1,2,4-trioxanes, potent antimalarial compounds, and evaluate their bioavailability for antimalarial action. The study found that under acidic conditions, the trioxanes degraded into corresponding ketones and glyoxal, and glyoxal polymerized to form a nonisolable condensate product. This indicates that the actual bioavailability of the drug is much lower than the administered dose.
Article
Chemistry, Organic
Dawn H. White, Adam Noble, Kevin Booker-Milburn, Varinder K. Aggarwal
Summary: The reaction described is a highly diastereoselective visible-light-induced [3 + 2] cycloaddition between N-sulfonyl cyclopropylamines and electron-deficient olefins, leading to the construction of trans-cyclopentanes with synthetically useful functional groups. This reaction proceeds via the oxidation of a sulfonamide aza-anion by an organic photocatalyst to generate a nitrogen-centered radical and subsequent 5-exo cyclization.
Review
Chemistry, Multidisciplinary
Ming-Ming Wang, Tin V. T. Nguyen, Jerome Waser
Summary: This tutorial review summarizes the key concepts and recent progress in ring-opening transformations of aminocyclopropanes via radical intermediates, including formal cycloadditions and 1,3-difunctionalizations.
CHEMICAL SOCIETY REVIEWS
(2022)
Article
Chemistry, Medicinal
Preeti Singh, Chiranjeev Sharma, Bhawana Sharma, Anupam Mishra, Drishti Agarwal, Deepika Kannan, Jana Held, Shailja Singh, Satish K. Awasthi
Summary: This study reports a rapid method for synthesizing N-sulfonylpiperidine dispiro-1,2,4,5-tetraoxane analogs for antimalarial research. The synthesized compounds were characterized and evaluated for their in vitro and in vivo antimalarial activities.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Immunology
Maria Rebelo, Rebecca Pawliw, Jeremy Gower, Lachlan Webb, Hayley Mitchell, Zuleima Pava, Rebecca E. Watts, Miles P. Davenport, James S. McCarthy, David S. Khoury
Summary: This study found that viable parasites in artemisinin-sensitive infections decreased to <0.1% of baseline within 8 hours after artesunate administration, while the total number of circulating parasites measured with quantitative polymerase chain reaction remained unchanged. In artemisinin-resistant infections over the same interval, viable parasites declined to 51.4% of baseline. These results suggest that the in vivo drug activity of artesunate is quicker than previously reported based on parasite clearance half-life.
JOURNAL OF INFECTIOUS DISEASES
(2021)
Article
Biochemistry & Molecular Biology
Brodie L. Bailey, William Nguyen, Anna Ngo, Christopher D. Goodman, Maria R. Gancheva, Paola Favuzza, Laura M. Sanz, Francisco-Javier Gamo, Kym N. Lowes, Geoffrey I. McFadden, Danny W. Wilson, Benoit Laleu, Stephen Brand, Paul F. Jackson, Alan F. Cowman, Brad E. Sleebs
Summary: The study identified a triazolopyrimidine compound with good activity against Plasmodium falciparum and high selectivity against human cells, but faced challenges such as slow onset of action and low aqueous solubility. Further optimization is needed for its development as a potential partner in anti-malarial treatment.
BIOORGANIC CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Mohit K. Tiwari, Paolo Coghi, Prakhar Agrawal, Dharmendra K. Yadav, Li Jun Yang, Qiu Congling, Dinkar Sahal, Vincent Kam Wai Wong, Sandeep Chaudhary
Summary: A series of lipophilic, halogenated-arylvinyl-1,2,4-trioxanes were synthesized and evaluated for their in vitro anti-plasmodial activity, with ten analogues showing potent activity and selective potential against Plasmodium cells. The most active compound, arylvinyl-1,2,4-trioxane 8f(2), exhibited significant cytotoxic potential in comparison to standard drugs against lung cancer cell lines. Furthermore, in-silico docking studies demonstrated strong virtual interaction of the potent halogenated 1,2,4-trioxanes with the epidermal growth factor receptor.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Xiaofei Zhang, Yao Wang, Jiaxin Liu, Chengpeng Tian, Xiang Li, Pan Xie, Zhenyu Zhu, Tuanli Yao
Summary: A visible-light-induced radical reaction was reported, which constructs 3-aminotetrahydro-1H-carbazoles through a cascade reaction between 2-alkenylarylisocyanides and cyclopropylanilines, achieving high atom and step economy.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Medicinal
Swapna Varghese, Raphael Rahmani, Damien R. Drew, James G. Beeson, Jake Baum, Brian J. Smith, Jonathan B. Baell
Summary: The paper discusses actin dynamics as a potential target for malaria drug discovery, with a focus on novel truncated latrunculins showing superior potency and selectivity. Further exploration of truncated latrunculin core helps understand the SAR for inhibition of malaria motility, aiding in their development as drug candidates for malaria.
Article
Biochemistry & Molecular Biology
Iredia D. D. Iyamu, Yingzhao Zhao, Prakash T. T. Parvatkar, Bracken F. F. Roberts, Debora R. R. Casandra, Lukasz Wojtas, Dennis E. E. Kyle, Debopam Chakrabarti, Roman Manetsch
Summary: A compound with promising antimalarial activity against chloroquine-resistant and chloroquine-sensitive strains of the parasite was identified through screening and structure-activity relationship studies. The essential features necessary for its activity and properties were determined through extensive research.
BIOORGANIC & MEDICINAL CHEMISTRY
(2022)
Article
Microbiology
Silvia Parapini, Silvio Paone, Emanuela Erba, Loredana Cavicchini, Manoochehr Pourshaban, Francesco Celani, Alessandro Contini, Sarah D'Alessandro, Anna Olivieri
Summary: Malaria causes numerous cases and deaths annually, and the search for novel antimalarial drugs is essential. This study tested a series of Rac1 inhibitors and found that EHop-016 exhibited the most effective inhibitory activity against Plasmodium falciparum, without affecting red blood cell invasion but impacting parasite growth internally.
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY
(2022)
Article
Chemistry, Multidisciplinary
Haidong Liu, Lifang Tian, Hui Wang, Zhi-Qiang Li, Chi Zhang, Fei Xue, Chao Feng
Summary: gem-Difluorocyclopropane diester has been used as a donor-acceptor cyclopropane in this study for the first time. It participates smoothly in (3 + 2)-cycloadditions with various aldehydes and ketones, resulting in the synthesis of densely functionalized gem-difluorotetrahydrofuran skeletons.
Article
Plant Sciences
Deblina Sarkar, Sritama De Sarkar, Lars Gille, Mitali Chatterjee
Summary: This study investigates the mechanisms of ascaridole's leishmanicidal effect and finds that it disrupts cellular redox status, inhibits glycolysis, and induces apoptotic-like cell death in Leishmania parasites.
Article
Biochemistry & Molecular Biology
Laura Machin, Martin Piontek, Sara Todhe, Katrin Staniek, Lianet Monzote, Werner Fudickar, Torsten Linker, Lars Gille
Summary: This study investigated the antileishmanial activity and selectivity of new anthracene-derived endoperoxides (EP) in model systems of Leishmania parasites and macrophages. The structural parameters of active compounds were correlated with their activity, and the mechanism of action in Leishmania was explored. The identified compounds serve as a promising starting point for further experiments in pathogenic Leishmania.
Article
Chemistry, Medicinal
Tamer M. Ibrahim, Ghada Abada, Marcel Dammann, Raed M. Maklad, Wagdy M. Eldehna, Rofaida Salem, Marwa M. Abdelaziz, Ramadan A. El-domany, Adnan A. Bekhit, Frank M. Beockler
Summary: Derivatives with tetrahydrobenzo[h]quinoline chemotype were synthesized and evaluated for their antileishmanial, antimalarial and antitubercular activities. These compounds were designed to possess antileishmanial activity through antifolate mechanism, targeting Leishmania major pteridine reductase 1 (Lm-PTR1). They showed promising in vitro activity against Leishmania parasites, Plasmodium berghei, and Mycobacterium tuberculosis. Molecular docking and simulations supported their mechanisms of action. This work introduces a potential solution for treating Neglected Tropical Diseases with drug resistance issues.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Biology
Sarah Farhat, Phuong Le, Ehsan Kayal, Benjamin Noel, Estelle Bigeard, Erwan Corre, Florian Maumus, Isabelle Florent, Adriana Alberti, Jean-Marc Aury, Tristan Barbeyron, Ruibo Cai, Corinne Da Silva, Benjamin Istace, Karine Labadie, Dominique Marie, Jonathan Mercier, Tsinda Rukwavu, Jeremy Szymczak, Thierry Tonon, Catharina Alves-de-Souza, Pierre Rouze, Yves van de Peer, Patrick Wincker, Stephane Rombauts, Betina M. Porcel, Laure Guillou
Summary: This study sequenced and analyzed the genomes of two early-diverging parasitic dinoflagellate Amoebophrya strains, revealing compact genomes, shared orthologs with Dinophyceae, and high levels of gene synteny conservation. Interestingly, non-canonical introns with diverse splicing motifs were identified, suggesting rapid protein evolution in these unicellular parasites. Loss of organelles was also confirmed, raising questions about speciation and evolutionary mechanisms in parasitic unicellular lineages.
Review
Chemistry, Organic
Jose Laxio Arenas, Benoit Crousse
Summary: 1,2,3-triazoles are important scaffolds, with 4- and 5-halo triazoles playing a key role in their synthesis and providing a platform for chemical diversity around the 4 and 5 positions. The synthesis of 5- and 4-fluoro 1,2,3-triazoles remains challenging and will be presented separately due to their relative difficulty.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Microbiology
Anne-Sophie Boucard, Myriam Thomas, Wilfried Lebon, Bruno Polack, Isabelle Florent, Philippe Langella, Luis G. Bermudez-Humaran
Summary: This study monitored naturally Giardia intestinalis-infected puppies for 3 months, revealing that the infection is associated with changes in the gut microbiota structure, immune health markers, and the establishment of chronic low-grade inflammation in the puppies. Further research is needed to determine if these alterations in the canine gut microbiota could lead to the development of dysbiosis-related diseases such as irritable bowel syndrome (IBS) or inflammatory bowel disease (IBD).
Article
Biochemistry & Molecular Biology
Laura Mourot, Marjorie Schmitt, Elisabeth Mouray, Martin Spichty, Isabelle Florent, Sebastien Albrecht
Summary: Newly synthesized quinazolinedione derivatives showed good antiplasmodial activity, with some compounds being non-toxic to human cells. However, they were less potent compared to the original hit compound.
BIOORGANIC & MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Tingting Cao, Benoit Crousse
Summary: A new family of fluorinated sulfonyl hydrazides has been synthesized from accessible and cheap sulfinates and azodicarboxylates. Additionally, trifluoromethylsulfonyl hydrazide (Tf(Boc)N-NHBoc) serves as an effective source of SCF3 in the sulfenylation of indoles.
HELVETICA CHIMICA ACTA
(2022)
Article
Chemistry, Physical
Sondes Ghrairi, Pascal Retailleau, Benoit Crousse, Thouraya Barhoumi Slimi
Summary: A one-pot synthesis method was used to generate variously substituted gamma-chloro-gamma, ,beta-allylic carbamates from ,beta-chloro-alpha, ,beta-unsaturated aldehydes. The synthesized carbamates and their corresponding intermediates, gamma-chloro-gamma, ,beta-allylic alcohols, were characterized using spectroscopic techniques such as (H-1 and C-13) NMR, IR and HRMS. The crystal structures of two allylic carbamates were determined using single crystal X-ray diffraction.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Microbiology
Anne-Sophie Boucard, Isabelle Florent, Bruno Polack, Philippe Langella, Luis G. Bermudez-Humaran
Summary: The probiotic strain Lactobacillus johnsonii CNCM I-4884 has been identified and characterized for its potential as a probiotic, showing adaptation to the gastrointestinal environment and sensitivity to common antibiotics, without the presence of antimicrobial resistance genes and virulence factors.
Article
Biotechnology & Applied Microbiology
Julie Boisard, Evelyne Duvernois-Berthet, Linda Duval, Joseph Schrevel, Laure Guillou, Amandine Labat, Sophie Le Panse, Gerard Prensier, Loic Ponger, Isabelle Florent
Summary: Our current understanding of the evolutionary history, coding, and adaptive capacities of Apicomplexa is biased towards species infecting humans, and limited information is available for early diverging apicomplexan lineages infecting invertebrates. In this study, the genome of Porospora gigantea, a marine eugregarine parasite of lobsters, was characterized. The genome analysis revealed high divergence from other known apicomplexan species and provided insights into the molecular basis of key functions such as gliding. These findings highlight the importance of studying gregarines to broaden our knowledge of apicomplexan species diversity and their molecular mechanisms.
Editorial Material
Microbiology
Iva Kolarova, Isabelle Florent, Andrea Valigurova
Review
Chemistry, Multidisciplinary
Benoit Crousse
Summary: This review provides an overview of the synthetic routes of the N-CF3 group, including desulfurization reactions and electrophilic and radical trifluoromethylations. The article also discusses the valorization of N-CF3 compounds and presents the results of metabolic stability studies.
Review
Chemistry, Medicinal
Isel Pascual Alonso, Fabiola Almeida Garcia, Mario Ernesto Valdes Tresanco, Yarini Arrebola Sanchez, Daniel Ojeda del Sol, Belinda Sanchez Ramirez, Isabelle Florent, Marjorie Schmitt, Francesc Xavier Aviles
Summary: Proteolytic enzymes, specifically aminopeptidases, play critical roles in protein metabolism and regulation of biochemical and physiological processes. Certain aminopeptidases have therapeutic potential for human diseases, and marine invertebrates serve as an important source for inhibitors of these enzymes. The search for selective inhibitors from marine invertebrates can contribute to advancements in biochemistry, biotechnology, and biomedicine.
Editorial Material
Parasitology
Julie Boisard, Isabelle Florent
TRENDS IN PARASITOLOGY
(2023)
Article
Chemistry, Organic
Yazid Boutahri, Khoubaib Ben Haj Salah, Nicolas Tisserand, Nathalie Lensen, Benoit Crousse, Thierry Brigaud
Summary: The straightforward synthesis of chiral (R)- and (S)-difluoroalanine is reported, which involves a Strecker-type reaction followed by other steps. Diastereomerically pure tripeptides are obtained through peptide coupling reactions. The hydrophobic contribution of difluoroalanine in a peptide chain is found to be similar to that of isoleucine for a smaller side chain volume.
Article
Chemistry, Organic
Jose Laxio Arenas, Pascal Retailleau, Jean-Michel Gillet, Nour-Eddine Ghermani, Sandrine Ongeri, Benoit Crousse
Summary: The 5-fluoro triazole amino acid scaffold prepared by halogen exchange was successfully incorporated into peptides. The X-ray diffraction results revealed an important localization of the 5-fluoro triazole motif on one side of the negative potential surface, with the fluorine atom showing a cylindrical shape in its electron density deformation.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Tingting Cao, Pascal Retailleau, Thierry Milcent, Benoit Crousse
Summary: We report the synthesis of a novel family of N-CF3 hydrazines using the available and cheap Langlois reagent. These derivatives exhibit very high stability under different conditions and are excellent precursors for building previously inaccessible N-CF3 functionalized compounds.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
