Article
Chemistry, Organic
Naresh Vempala, Anireddy Jaya Shree, Srikanth Reddy Narra, Somnath Dasgupta
Summary: A concise and efficient synthesis method for the production of atorvastatin calcium, a key cholesterol-lowering drug, has been presented.
Article
Biochemistry & Molecular Biology
Daniel Pecorari, Andrea Mazzanti, Michele Mancinelli
Summary: In this study, a lactone-atorvastatin prodrug with atropisomeric features was successfully synthesized. Conformational and experimental studies were conducted to assess the stability of the chiral axis, and docking calculations were used to evaluate the continuous inhibition of a library of atorvastatins. The best candidate was fully synthesized, yielding a thermally stable atropisomeric lactone-atorvastatin. Chiroptical ECD spectroscopy coupled with TD-DFT calculations were used to determine the absolute configuration of the chiral axis of the atropisomers.
Article
Biochemistry & Molecular Biology
Wojciech Szlasa, Aleksander Kielbik, Anna Szewczyk, Vitalij Novickij, Mounir Tarek, Zofia Lapinska, Jolanta Saczko, Julita Kulbacka, Nina Rembialkowska
Summary: The study analyzed the effects of atorvastatin on the efficacy of electroporation of cancer cells and electrochemotherapy. The results showed that atorvastatin preincubation decreased total cholesterol in different cell lines and induced reorganization of actin near the cell membrane. Actin reorganization under low voltage PEF increased the electroporation threshold, while under high voltage PEF, the lipid composition of the cell membrane became the regulatory factor.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Physical
S. Niranjani, C. B. Nirmala, P. Rajkumar, Goncagul Serdaroglu, N. Jayaprakash, K. Venkatachalam
Summary: This study explores the extremely coloured charge-transfer complexes (CTCs) formed between the antihyperlipidemic drug atorvastatin calcium (ATC) and electron acceptors such as iodine, chloranil, and DDQ. Various analysis techniques were used to understand the chemical mechanism of the synthesized ATC-CTCs, and their biological activities were tested against bacterial strains. Computational analysis was performed to predict the reactivity tendency and suitable attack site, as well as the non-covalent interactions that contribute to compound stabilization.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Chemistry, Multidisciplinary
Tayyaba Kokab, Afzal Shah, M. Abdullah Khan, Jan Nisar, Muhammad Naeem Ashiq
Summary: A proficient and ultra-high sensitive functionalized electrode was developed for accurate analysis of drugs, using a nanocomposite scaffold comprising of silver nanoparticles integrated with functionalized carbon nanotubes to simultaneously quantify amlodipine and atorvastatin. The electrode showed promising results in detecting a binary mixture of drugs in femtomolar range, with high specificity, stability, and reliability in biological and pharmaceutical samples. Computational studies supported the experimental outcomes and provided insights into the mechanism of electron transfer between the transducer and analytes.
Article
Endocrinology & Metabolism
Maria Phylactou, Alexander N. Comninos, Ahmed Salih, Marina Labib, Pei Chia Eng, Sophie A. Clarke, Pope Moore, Tricia Tan, Jaimini Cegla, Waljit S. Dhillo, Ali Abbara
Summary: Background: TCa is commonly adjusted for albumin using established formulae to estimate Ca2+. This study derived a novel formula and compared its performance to existing formulae in predicting Ca2+. Conclusion: The newly derived formula showed improved prediction of Ca2+ compared to established formulae, indicating the need for further studies to optimize TCa adjustment.
FRONTIERS IN ENDOCRINOLOGY
(2023)
Article
Medical Laboratory Technology
Stewart G. Albert, T. Scott Isbell
Summary: In this study, the accuracy of unadjusted calcium and albumin corrected calcium was evaluated. It was found that albumin corrected calcium is unreliable in hypo- or hypercalcemia. A new algorithm for adjusting calcium based on albumin levels was proposed.
CLINICA CHIMICA ACTA
(2023)
Article
Chemistry, Multidisciplinary
Yannick Linne, Elisa Bonandi, Christopher Tabet, Jan Geldsetzer, Markus Kalesse
Summary: The first total synthesis of chondrochloren A was achieved using a 1,2-metallate rearrangement addition as an alternative to the Nozaki-Hiyama-Kishi reaction. This approach not only overcomes the challenges of the polyketide segment but also provides a novel strategy for assembling polyketidal frameworks, utilizing a Z-selective cross coupling to form the Z-enamide.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Lisa-Catherine Rosenbaum, Maximilian Haefner, Tanja Gaich
Summary: A racemic and scalable enantioselective total synthesis of (+)-waihoensene was achieved, featuring an angular triquinane substructure with an all-cis-fused tetracyclic backbone and six contiguous stereocenters, four of which are quaternary. Enantioselectivity was introduced at an early stage, and key structural features were efficiently installed through several diastereoselective reactions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Multidisciplinary Sciences
Kyan A. D'Angelo, Carly K. Schissel, Bradley L. Pentelute, Mohammad Movassaghi
Summary: The study presents a concise total synthesis method for himastatin, a natural product with an unusual homodimeric structure. The final-stage dimerization strategy used in the synthesis was inspired by a detailed understanding of the compound's biogenesis. By combining this approach with a modular synthesis, a series of designed derivatives of himastatin, including synthetic probes to investigate its antibiotic activity, were efficiently accessed.
Article
Chemistry, Organic
Naresh Vempala, Balaji Matta, S. Venkateswara Rao, Shambabu Joseph Maddirala, A. Jaya Shree
Summary: A simple and efficient cyanide-free protocol for the total synthesis of rosuvastatin calcium was developed using inexpensive and commercially available D-arabinose as the starting material. The key steps involved Wittig reaction followed by oxa-Michael addition. This synthetic protocol can be applied for industrial production of rosuvastatin calcium.
Article
Chemistry, Multidisciplinary
Chi He, Yu Wang, Cheng Bi, David S. Peters, Timothy J. Gallagher, Johannes Teske, Jason S. Chen, Rachel Corsetti, Anthony D'Onofrio, Kim Lewis, Phil S. Baran
Summary: A modular total synthesis method for kibdelomycin has been disclosed, which allows for structure-activity relationship studies. This method uses simple building blocks and addresses lingering questions regarding its structural assignment and its relationship to amycolamicin. Initial antibacterial assays indicate that both C-22 epimers of the natural product exhibit similar activity, while structurally truncated analogs lose activity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Feng-Yuan Wang, Lei Jiao
Summary: An asymmetric total synthesis of cage-like indole alkaloid arborisidine is achieved using a new synthetic strategy that involves a catalytic parallel kinetic resolution based on ambident nucleophilicity of indole and a 5-exo-trig radical cyclization.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Hao Yu, Zachary P. Sercel, Samir P. Rezgui, Jonathan Farhi, Scott C. Virgil, Brian M. Stoltz
Summary: This study describes a synthetic approach to aleutianamine and highlights its potent biological activity against human pancreatic cancer cells, making it a potential candidate for therapeutic development.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Vasil H. Vasilev, Lukas Spessert, Kuan Yu, Thomas J. Maimone
Summary: The large family of daphnane diterpene orthoesters (DDOs) represents a remarkable class of natural products both in terms of structure and function. They are potent lead compounds for the treatment of pain, neurodegeneration, HIV/AIDS, and cancer. However, the synthesis of DDO natural products remains rare.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Medicinal
Julia G. B. Pedreira, Philipp Nahidino, Mark Kudolo, Tatu Pantsar, Benedict-Tilman Berger, Michael Forster, Stefan Knapp, Stefan Laufer, Eliezer J. Barreiro
JOURNAL OF MEDICINAL CHEMISTRY
(2020)
Article
Biochemistry & Molecular Biology
Natalie M. Colodette, Lucas S. Franco, Rodolfo C. Maia, Harold H. Fokoue, Carlos Mauricio R. Sant'Anna, Eliezer J. Barreiro
JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN
(2020)
Article
Chemistry, Medicinal
Gizele Cabral Costa, Tadeu Lima Montagnoli, Jaqueline Soares Da Silva, Allan Kardec Nogueira de Alencar, Luis Eduardo Reina Gamba, Bryelle Eccard Oliveira Alves, Marina Moraes Carvalho da Silva, Margarete Manhaes Trachez, Jose Hamilton M. do Nascimento, Pedro Moreno Pimentel-Coelho, Rosalia Mendez-Otero, Lidia Moreira Lima, Eliezer J. Barreiro, Roberto Takashi Sudo, Gisele Zapata-Sudo
DRUG DESIGN DEVELOPMENT AND THERAPY
(2020)
Review
Chemistry, Medicinal
Lidia Moreira Lima, Bianca Nascimento Monteiro da Silva, Gisele Barbosa, Eliezer J. Barreiro
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2020)
Article
Pharmacology & Pharmacy
Dahara Keyse Carvalho Silva, Jessicada Silva Teixeira, Diogo Rodrigo Magalhaes Moreira, Tiago Fernandes da Silva, Eliezer Jesus de Lacerda Barreiro, Humberto Fonseca de Freitas, Samuel Silva da Rocha Pita, Andre Lacerda Braga Teles, Elisalva Teixeira Guimaraes, Milena Botelho Pereira Soares
FRONTIERS IN PHARMACOLOGY
(2020)
Article
Biochemistry & Molecular Biology
Lidia Moreira Lima, Tiago Fernandes da Silva, Carlos Eduardo da Silva Monteiro, Cristiane Aparecida-Silva, Walfrido Bispo Junior, Aline Cavalcanti de Queiroz, Magna Suzana Alexandre-Moreira, Gisele Zapata-Sudo, Eliezer J. Barreiro
Summary: Acylhydrazones are important in the design of new bioactive compounds. In this study, cyclopentyl, cyclobutyl, and cyclopropylacylhydrazones were designed, synthesized, and evaluated for their anti-inflammatory and analgesic effects. Compounds 4a and 4e were identified as new analgesic lead-candidates with excellent in silico drug-like profiles.
Article
Cell Biology
Max Denisson Mauricio Viana, Alyne Almeida de Lima, Geraldo Jose da Silva Neto, Suellen Maria Albuquerque da Silva, Anderson Brandao Leite, Elane Conceicao dos Santos, Enio Jose Bassi, Eliane Aparecida Campesatto, Aline Cavalcanti de Queiroz, Eliezer Jesus Barreiro, Lidia Moreira Lima, Magna Suzana Alexandre-Moreira
Summary: Pain and inflammatory disorders are common health problems that can cause disabilities. LASSBio-596, a hybrid compound, has been found to have anti-inflammatory effects by modulating TNF-alpha and phosphodiesterases 4 and 5 in a pulmonary inflammatory model. Through various tests, it was demonstrated that LASSBio-596 can inhibit pain and inflammation, specifically reducing paw edema in arthritis and decreasing serum levels of TNF-alpha.
Article
Biochemistry & Molecular Biology
Julia Galvez Bulhoes Pedreira, Rafaela Ribeiro Silva, Francois G. Noel, Eliezer J. Barreiro
Summary: The study demonstrates that the isosteric exchange of sulfur by selenium can affect the molecular conformation of N-acylhydrazone derivatives, with Se derivatives having stronger intramolecular chalcogen interaction. N-methylation changes the agonist profile at the adenosine A(2A) receptor, while retroisosterism between aromatic rings mimics the effect of N-methylation on intrinsic efficacy.
Article
Chemistry, Medicinal
Gisele Barbosa, Luis Gabriel Valdivieso Gelves, Caroline Marques Xavier Costa, Lucas Silva Franco, Joao Alberto Lins de Lima, Cristiane Aparecida-Silva, John Douglas Teixeira, Claudia dos Santos Mermelstein, Eliezer J. Barreiro, Lidia Moreira Lima
Summary: This study designed and synthesized a series of compounds with anti-tubulin activity. These compounds showed weaker cytotoxicity compared to the anti-microtubule agent CA-4. Among them, one compound (LASSBio-2070) exhibited microtubule stabilizing activity, while two other compounds (LASSBio-1586 and LASSBio-1735) showed microtubule destabilizing behavior. Molecular docking studies were also conducted to investigate the binding modes of these compounds with tubulin and EGFR.
Article
Chemistry, Multidisciplinary
Jessica de Siqueira Guedes, Teiliane Rodrigues Carneiro, Pedro de Sena Murteira Pinheiro, Carlos Alberto Manssour Fraga, Carlos Mauricio R. Sant'Anna, Eliezer J. Barreiro, Lidia Moreira Lima
Summary: This study evaluated the pharmacokinetic profile of a new series of N-sulfonylhydrazones (NSH) and found significant differences between N-methylated and non-N-methylated analogs. N-methylated analogs showed metabolism by CYP enzymes, chemical stability, and brain penetration ability, while non-N-methylated analogs underwent hydrolysis and could not cross the blood-brain barrier.
Article
Chemistry, Medicinal
Caroline Marques Xavier Costa, Cristiane Aparecida-Silva, Luis Eduardo Reina Gamba, Thalita Neves de Melo, Gisele Barbosa, Manoel Oliveira de Moraes Junior, Victoria Regina Thomaz de Oliveira, Carolinne Souza de Amorim, Joao A. Moraes, Eliezer Jesus Barreiro, Lidia Moreira Lima
Summary: Targeted antitumour therapy has revolutionized cancer treatment by focusing on specific targets such as phosphatidylinositol-3 kinase (PI3K). Gedatolisib is a prototype PI3K inhibitor that has been modified to create a new series of analogues. Among them, compound 5f (LASSBio-2252) showed the most promise with good solubility, partition coefficient, cytotoxic activity, and metabolic stability. It was also shown to exert its effects through modulation of the PI3K pathway.
Article
Pharmacology & Pharmacy
Celina de Jesus Guimaraes, Teiliane Rodrigues Carneiro, Marisa Jadna Silva Frederico, Guilherme G. C. de Carvalho, Matthew Little, Valder N. Freire, Victor L. B. Franca, Daniel Nascimento do Amaral, Jessica de Siqueira Guedes, Eliezer J. Barreiro, Lidia Moreira Lima, Francisco W. A. Barros-Nepomuceno, Claudia Pessoa
Summary: LASSBio-1920 was synthesized to overcome the poor solubility of its natural precursor, CA4. The compound exhibited cytotoxic potential against human colorectal cancer cells and non-small cell lung cancer cells. It induced apoptosis and had enzyme-substrate interactions similar to other tyrosine kinase inhibitors. LASSBio-1920 showed good absorption and high CNS permeability, and accumulated in various organs. The obtained pharmacokinetic parameters will guide further in vivo studies on its antitumor potential.
Article
Biochemistry & Molecular Biology
Lucas S. Franco, Rodolfo C. Maia, Eliezer J. Barreiro
Summary: The SARS-CoV-2 outbreak discovered in 2019 led to a global pandemic with limited treatment options. Researchers identified a potential M-PRO inhibitor through virtual screening, providing a basis for further optimization.
RSC MEDICINAL CHEMISTRY
(2021)
Meeting Abstract
Biochemistry & Molecular Biology
Daniela S. Lucena, Hilary C. Goncalves, Isadora A. Oliveira, Harold H. Fokoue, Ronaldo S. M. Borges, Carlos M. R. Sant'Anna, Eliezer J. Barreiro, Lidia M. Lima, Adriane R. Todeschini
Article
Chemistry, Multidisciplinary
Marina A. Alves, Aline C. de Queiroz, Anderson Brandao Leite, Felipe T. Martins, Antonio C. Doriguetto, Eliezer J. Barreiro, Magna S. Alexandre-Moreira, Lidia M. Lima
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)
