Review
Chemistry, Multidisciplinary
Cheng Zhang
Summary: Researchers have made progress in exploring effective and economical anti-COVID-19 drugs, including fluorinated oral drugs. These drugs can be taken orally at home and used after exposure to the SARS-CoV-2 virus or at the first signs of COVID-19.
Article
Chemistry, Medicinal
Benoit Laleu, Yuichiro Akao, Atsuko Ochida, Sandra Duffy, Leonardo Lucantoni, David M. Shackleford, Gong Chen, Kasiram Katneni, Francis C. K. Chiu, Karen L. White, Xue Chen, Angelika Sturm, Koen J. Dechering, Benigno Crespo, Laura M. Sanz, Binglin Wang, Sergio Wittlin, Susan A. Charman, Vicky M. Avery, Nobuo Cho, Masahiro Kamaura
Summary: A novel antimalarial scaffold was discovered through a phenotypic high-throughput screen, with a potent inhibitor 19f identified as 95-fold more potent than the original hit compound. Profiling of 19f showed a fast in vitro killing profile, and its in vivo activity in a murine model of human malaria was dose-dependent, providing a concomitant benefit.
JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Organic
Weidi Zeng, Hui Li, Duozhi Wang, Lei Zhou
Summary: A mild and convenient method for the synthesis of 3-trifluoromethylpyrroles via base-mediated [3 + 2] cycloaddition has been described. N-Acyl a-amino acids serve as 1,3-dipole precursors without the need for additional activating agents. The reaction exhibits a high level of regioselectivity, regardless of the electronic nature and size of the substituents on the 1,3-dipoles.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Francesca Franco, Sara Meninno, Alessandra Lattanzi, Alessandra Puglisi, Maurizio Benaglia
Summary: A continuous flow approach was developed for the synthesis of alpha-trifluoromethylthiolated esters and amides using commercially available arylacetic acids and N-(trifluoromethylthio)phthalimide as the electrophilic reagent. The telescoped process resulted in good overall yield and short reaction times for the formation of alpha-substituted SCF3 amides and esters.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Immunology
Jonathan W. K. Liew, Fatma D. Mohd Bukhari, Nantha Kumar Jeyaprakasam, Wei Kit Phang, Indra Vythilingam, Yee Ling Lau
Summary: By using nested PCR on concentrated high-volume blood samples, researchers in Malaysia were able to detect 2 natural, asymptomatic Plasmodium inui monoinfections in humans, as well as a P. inui-positive Anopheles cracens mosquito. To identify simian malaria parasite transmission in humans, investigators should utilize ultrasensitive detection methods.
EMERGING INFECTIOUS DISEASES
(2021)
Article
Microbiology
Fernanda de Moura Alves, Jessica Correa Bezerra Bellei, Camila de Souza Barbosa, Caique Lopes Duarte, Amanda Luisa da Fonseca, Ana Claudia de Souza Pinto, Felipe Oliveira Raimundo, Barbara Albuquerque Carpinter, Ari Sergio de Oliveira Lemos, Elaine Soares Coimbra, Alex Gutterres Taranto, Vinicius Novaes Rocha, Fernando de Pilla Varotti, Gustavo Henrique Ribeiro Viana, Kezia K. G. Scopel
Summary: In this study, a virtual screening of chemical entities against Plasmodium falciparum molecular targets led to the discovery of a potential antimalarial compound. Compound 10 showed the best results against cerebral malaria, with significant parasite growth inhibition and improved survival in the experimental model. Furthermore, compound 10 reduced the synthesis of NO, indicating its potential in preventing cerebral malaria.
Article
Chemistry, Organic
Oh-Seok Kwon, Sungjin Ahn, Ju-eun Jeon, In Guk Park, Tae Hyung Won, Chung J. Sim, Hyeung-geun Park, Dong-Chan Oh, Ki-Bong Oh, Minsoo Noh, Jongheon Shin
Summary: Psammocindoles A-C, a new class of indole alkaloids isolated from a Psammocinia vermis sponge, were found to significantly stimulate adiponectin secretion in human bone marrow mesenchymal stem cells.
Article
Microbiology
Danielle Stanisic, Mei-Fong Ho, Reshma Nevagi, Emily Cooper, Maddison Walton, Md Tanjir Islam, Waleed M. Hussein, Mariusz Skwarczynski, Istvan Toth, Michael F. Good
Summary: Malaria vaccine research has shifted towards whole-parasite vaccines, which present a broad repertoire of antigens to the immune system to limit antigenic polymorphism. This study developed an enhanced liposomal vaccine that induced protective immune responses in mice and strong cellular immune responses, making significant progress towards evaluating the vaccine in clinical trials.
Review
Immunology
Aroosa Younis Nadeem, Adeeb Shehzad, Salman Ul Islam, Ebtesam A. Al-Suhaimi, Young Sup Lee
Summary: Malaria, caused by Plasmodium falciparum parasite, is a major health threat worldwide, with recent advancements in diagnostic tools and prevention strategies. The RTS, S vaccine has shown promising results in clinical trials, providing protection against severe malaria. The vaccine can be effectively delivered through routine immunization programs, but its economic cost needs to be considered.
Article
Biochemistry & Molecular Biology
Alan Fecchio, Henrique Batalha-Filho, Janice H. Dispoto, Jeffrey A. Bell, Jason D. Weckstein
Summary: Amazonia serves as the main source of diversity for haemosporidian parasites in South America, but our understanding of their biogeographical processes and contributions from different areas of endemism is incomplete. This study investigates the spatiotemporal evolution of Plasmodium and Parahaemoproteus parasites and finds that dispersal is the main driver of Plasmodium diversification, while duplication is more frequent in Parahaemoproteus. The results show that the Inambari area is the primary source of Plasmodium diversity on Marajó Island, but the island receives more Parahaemoproteus lineages from Cerrado habitats than any Amazonian area. The unique dispersal patterns and host-shifting ability of each parasite genus may have facilitated their diversification across Amazonia, with deep evolutionary history potentially constraining their colonization of Marajó Island.
MOLECULAR PHYLOGENETICS AND EVOLUTION
(2023)
Article
Biochemistry & Molecular Biology
Xiaomin Shang, Shijun Shen, Jianxia Tang, Xiaoqin He, Yuemeng Zhao, Changhong Wang, Xiaohui He, Gangqiang Guo, Meng Liu, Liping Wang, Qianshu Zhu, Guang Yang, Cizhong Jiang, Meihua Zhang, Xinyu Yu, Jiping Han, Richard Culleton, Lubin Jiang, Jun Cao, Liang Gu, Qingfeng Zhang
Summary: The process of gametocytogenesis in malaria parasites is complex and largely unknown. However, a new study has identified a key transcription factor, PfAP2-G5, which is essential for this process. PfAP2-G5 suppresses the transcriptional activity of the pfap2-g gene, preventing sexual commitment and influencing gametocyte maturation.
NUCLEIC ACIDS RESEARCH
(2021)
Article
Medicine, General & Internal
Alice Kamau, Robert S. Paton, Samuel Akech, Arthur Mpimbaza, Cynthia Khazenzi, Morris Ogero, Eda Mumo, Victor A. Alegana, Ambrose Agweyu, Neema Mturi, Shebe Mohammed, Godfrey Bigogo, Allan Audi, James Kapisi, Asadu Sserwanga, Jane F. Namuganga, Simon Kariuki, Nancy A. Otieno, Bryan O. Nyawanda, Ally Olotu, Nahya Salim, Thabit Athuman, Salim Abdulla, Amina F. Mohamed, George Mtove, Hugh Reyburn, Sunetra Gupta, Jose Lourenco, Philip Bejon, Robert W. Snow
Summary: This study explores the relationship between age patterns of malaria hospitalization and malaria transmission intensity. The results indicate that the majority of malaria admissions occur in children under 5 years old, and in areas with higher transmission intensity, the average age of malaria hospitalization is younger. In moderate and high transmission settings, chemoprevention and vaccines can target a significant proportion of the children in the target age range.
Article
Chemistry, Organic
Yubo Duan, Shu-Ning Lu, Zuguang Yang, Zhengkai Chen, Xiao-Feng Wu
Summary: An efficient and straightforward strategy for the divergent synthesis of trifluoromethyl-substituted (dihydro)pyrimidoindolones via Rh(iii)-catalyzed C-H activation/annulation of N-carbamoylindoles with CF3-imidoyl sulfoxonium ylides has been achieved. The cascade reaction proceeds through a C-H imidoylmethylation, tautomerization and intramolecular nucleophilic addition sequence, leading to the construction of a wide range of functionalized pyrimidoindolone derivatives in good to excellent yields under redox-neutral conditions.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Physical
Hang Lyu, Wilwin Wilwin, Zhenyang Lin, Haibin Su
Summary: This study identifies the important role of the gauche conformation in the energetics of monolayer phosphorus allotropes. The stability of phosphorene allotropes is closely related to the delicate interactions of lone pairs manifested by the gauche effect.
JOURNAL OF PHYSICAL CHEMISTRY C
(2022)
Article
Chemistry, Organic
Daiki Kurita, Hajime Sato, Kazunori Miyamoto, Masanobu Uchiyama
Summary: In this study, we used DFT calculations to investigate the degradation pathways of ETPs with transannular disulfide bridge. Our findings suggest that the chemical stability of ETPs is influenced by the sulfur bridge type, structural features, and storage conditions. Protecting the phenolic OH of ETPs could improve their bioavailability and other pharmaceutically relevant properties.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Valeriia Hutskalova, Christof Sparr
Summary: The study explores the aryne-imine-aryne coupling reaction combined with acridane oxidation for the efficient synthesis of various acridinium salts. The photophysical properties of the novel photocatalysts were investigated and their practical value was demonstrated by a cation-radical accelerated nucleophilic aromatic substitution reaction.
Article
Chemistry, Multidisciplinary
Xingxing Wu, Christof Sparr
Summary: This paper describes the feasibility of an intramolecular Friedel-Crafts 6 pi electrocyclization, which is stereocontrolled by contact ion pairs. Through the use of a disulfonimide catalyst, enantioenriched acridinium tetrafluoroborate salts can be selectively synthesized.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Daniel Moser, Christof Sparr
Summary: Control over the configuration of multiple stereocenters is achieved simultaneously by using catalytic methods, providing a reliable basis for synthesizing stereochemically complex targets. By using cinchona alkaloid-based ion-pairing catalysts, it is possible to differentiate four feasible reaction pathways from identical substrates under defined basic conditions without preactivation, allowing for complete stereodivergence.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Applied
Markus Jakobi, Bouthayna Zilate, Christof Sparr
Summary: Photostability is crucial for the overall performance of photocatalysts. This article presents a modular and flexible synthetic approach to incorporate diarylamino moieties into organic acridinium photocatalysts, resulting in tunable redox behavior and enhanced photostability.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Zlatko Joncev, Christof Sparr
Summary: Alkene metathesis, catalyzed by enantiopure metal alkylidene complexes, provides versatile strategies for producing products with configurationally-defined stereocenters. In this study, the feasibility of alkene metathesis to control stereogenic axes by traceless arene formation was demonstrated. The conversion of stereodynamic trienes into corresponding binaphthalene atropisomers, selectively catalyzed by a chiral molybdenum catalyst, exhibits high enantioselectivity and excellent yields. This approach enables the synthesis of a broad range of molecular topologies with precisely defined configuration.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Jianyang Dong, Andreas Ostertag, Christof Sparr
Summary: In this study, the accessibility of atropisomeric o-quinodimethanes and the enantioselective synthesis of their precursors were described. The catalyst-stereocontrolled [2+2+2] cycloaddition and subsequent stereospecific Diels-Alder reactions enabled the synthesis of enantioselective compounds with high selectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Xingxing Wu, Juraj Malincik, Alessandro Prescimone, Christof Sparr
Summary: The determination of absolute configuration of chiral molecular entities is crucial in stereochemistry. X-ray crystallography of quasi-racemates provides a useful approach for determining absolute configuration, especially in the development of stereoselective methods.
HELVETICA CHIMICA ACTA
(2022)
Article
Chemistry, Applied
Markus Jakobi, Christof Sparr
Summary: The efficient synthesis of photocatalysts with improved photostability using a high-yielding reaction sequence is described. This strategy avoids the use of alkyl groups in the catalyst structure and maintains high yield even with lower catalyst loading.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2022)
Article
Chemistry, Multidisciplinary
Tanno A. Schmidt, Stephan Schumann, Andreas Ostertag, Christof Sparr
Summary: In this study, we report the stereoselective synthesis of triptycyl sulfones with atropisomerism using a chiral phosphoric acid catalyst. The oxidation of a stereodynamic thioether controlled by the catalyst allowed selective access to enantioenriched triptycyl sulfoxides. Subsequent enantiospecific and diastereoselective catalytic oxidation resulted in overall control over the stereogenic C-S axis, with a stereoselectivity of up to (-sc): (+sc) : (ap)=94 : 6 :<1.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Daniel Moser, Kalipada Jana, Christof Sparr
Summary: In this study, the feasibility of atroposelective P-III/P-V=O redox organocatalysis by the Staudinger-aza-Wittig reaction is described. The formation of isoquinoline heterocycles allows for the synthesis of a wide range of valuable atropisomers with high enantioselectivities. The reaction is catalyzed by a chiral phosphine catalyst, with stereocontrol achieved through a silane reductant and Bronsted acid co-catalysis. The products can be easily transformed into N-oxides, naphthol, and triaryl phosphine variants, providing access to diverse aromatic heterocycles with precise control over their configuration.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Tobias Vornholt, Zlatko Joncev, Valerio Sabatino, Sven Panke, Thomas R. Ward, Christof Sparr, Markus Jeschek
Summary: This study presents a biocatalytic strategy using artificial metalloenzymes for achieving atroposelective synthesis of binaphthalene compounds through ring-closing metathesis in aqueous media. It demonstrates that atroposelectivity can be fine-tuned by engineering amino acid residues within the streptavidin host protein. The resulting artificial metalloenzymes promote product formation with high enantiomeric ratios, and this approach offers an attractive and sustainable synthesis route for drug molecules and other compounds of interest.
Article
Chemistry, Organic
Valeriia Hutskalova, Farhan Bou Hamdan, Christof Sparr
Summary: An efficient methodology for the photoredox- and nickel-catalyzed aminocarbonylation of (hetero)aryl bromides was developed using readily available oxamic acids and a widely used organic photoredox catalyst. This transformation provides an attractive alternative to classical amidation procedures, with mild reaction conditions.
Article
Chemistry, Multidisciplinary
Daniel Moser, Tanno A. Schmidt, Christof Sparr
Summary: This Perspective discusses the benefits and challenges of catalyst-controlled diastereodivergence in constructing carbon stereocenters, and extends these concepts to diastereodivergent catalysis for atropisomeric systems and E- and Z-configured alkenes.
Article
Chemistry, Multidisciplinary
Bjorn Pfund, Valeriia Hutskalova, Christof Sparr, Oliver S. Wenger
Summary: By modifying acridinium dyes, a new family of organic photocatalysts called isoacridones was obtained, which have both photoactive singlet- and triplet-excited states. These isoacridone dyes have high intersystem crossing efficiencies and can store significant amounts of energy. They can be used for parallel triplet-triplet energy transfer and photoinduced electron transfer, making them suitable for modern photocatalysis. In proof-of-principle experiments, the isoacridone dyes demonstrated their potential for applications such as arene reductions and C-C couplings. Additionally, by combining with an annihilator, sensitized triplet-triplet annihilation upconversion was achieved.
Article
Chemistry, Multidisciplinary
Tanno A. Schmidt, Christof Sparr
Summary: This study describes the deracemisation of fourfold stereogenic cobalt(III) diketonates using a chiral photocatalyst. An enantiomeric enrichment of up to 88:12 e.r. was achieved for the major meridional diastereomers with a low concentration of the photocatalyst, and a distribution of configurationally stable diastereomers distinct from the thermodynamic ratio was observed upon reaching the photostationary state.
CHEMICAL COMMUNICATIONS
(2022)