4.6 Article

Studies on tridecaptin B1, a lipopeptide with activity against multidrug resistant Gram-negative bacteria

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 13, 期 21, 页码 6073-6081

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob00780a

关键词

-

资金

  1. Natural Sciences and Engineering Research Council of Canada (NSERC)
  2. Alberta Innovates Health Solutions (AIHS)
  3. Canada Research Chair in Bioorganic and Medicinal Chemistry

向作者/读者索取更多资源

Previously other groups had reported that Paenibacillus polymyxa NRRL B-30507 produces SRCAM 37, a type IIA bacteriocin with antimicrobial activity against Campylobacter jejuni. Genome sequencing and isolation of antimicrobial compounds from this P. polymyxa strain show that the antimicrobial activity is due to polymyxins and tridecaptin B-1. The complete structural assignment, synthesis, and antimicrobial profile of tridecaptin B-1 is reported, as well as the putative gene cluster responsible for its biosynthesis. This peptide displays strong activity against multidrug resistant Gram-negative bacteria, a finding that is timely to the current problem of antibiotic resistance.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.6
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Article Biochemistry & Molecular Biology

Dissecting the Binding Interactions of Teixobactin with the Bacterial Cell-Wall Precursor Lipid II

Sorina Chiorean, Isaac Antwi, Daniel W. Carney, Ioli Kotsogianni, Andrew M. Giltrap, Francesca M. Alexander, Stephen A. Cochrane, Richard J. Payne, Nathaniel I. Martin, Antoine Henninot, John C. Vederas

CHEMBIOCHEM (2020)

Article Medicine, Research & Experimental

Apelin directs endothelial cell differentiation and vascular repair following immune-mediated injury

Andrew G. Masoud, Jiaxin Lin, Abul K. Azad, Maikel A. Farhan, Conrad Fischer, Lin F. Zhu, Hao Zhang, Banu Sis, Zamaneh Kassiri, Ronald B. Moore, Daniel Kim, Colin C. Anderson, John C. Vederas, Benjamin A. Adam, Gavin Y. Oudit, Allan G. Murray

JOURNAL OF CLINICAL INVESTIGATION (2020)

Article Chemistry, Multidisciplinary

Observation of the Unbiased Conformers of Putative DNA-Scaffold Ribosugars

Camilla Calabrese, Iciar Uriarte, Aran Insausti, Montserrat Vallejo-Lopez, Francisco J. Basterretxea, Stephen A. Cochrane, Benjamin G. Davis, Francisco Corzana, Emilio J. Cocinero

ACS CENTRAL SCIENCE (2020)

Article Biochemical Research Methods

Moving Pieces in a Cellular Puzzle: A Cryptic Peptide from the Scorpion Toxin Ts14 Activates AKT and ERK Signaling and Decreases Cardiac Myocyte Contractility via Dephosphorylation of Phospholamban

Diana P. Gomez-Mendoza, Rafael Pereira Lemos, Itamar C. G. Jesus, Vladimir Gorshkov, Shaun M. K. McKinnie, John C. Vederas, Frank Kjeldsen, Silvia Guatimosim, Robson Augusto Santos, Adriano M. C. Pimenta, Thiago Verano-Braga

JOURNAL OF PROTEOME RESEARCH (2020)

Article Chemistry, Medicinal

Optimizing PEG-Extended Apelin Analogues as Cardioprotective Drug Leads: Importance of the KFRR Motif and Aromatic Head Group for Improved Physiological Activity

Conrad Fischer, Tess Lamer, Kleinberg Fernandez, Mahmoud Gheblawi, Wang Wang, Cameron Pascoe, Gareth Lambkin, Xavier Iturrioz, Catherine Llorens-Cortes, Gavin Y. Oudit, John C. Vederas

JOURNAL OF MEDICINAL CHEMISTRY (2020)

Correction Multidisciplinary Sciences

Feline coronavirus drug inhibits the main protease of SARS-CoV-2 and blocks virus replication (vol 11, 4282, 2020)

Wayne Vuong, Muhammad Bashir Khan, Conrad Fischer, Elena Arutyunova, Tess Lamer, Justin Shields, Holly A. Saffran, Ryan T. McKay, Marco J. van Belkum, Michael A. Joyce, Howard S. Young, D. Lorne Tyrrell, John C. Vederas, M. Joanne Lemieux

NATURE COMMUNICATIONS (2020)

Review Chemistry, Medicinal

Undecaprenol kinase: Function, mechanism and substrate specificity of a potential antibiotic target

Brad R. Baker, Callum M. Ives, Ashley Bray, Martin Caffrey, Stephen A. Cochrane

Summary: UdpK is a bifunctional undecaprenol kinase/phosphatase crucial for regulating the homeostasis of the bacterial undecaprenoid pool in Gram-positive bacteria; dgkA gene expression is linked to bacterial growth, survival, and resistance mechanisms; research on the mechanism and substrate specificity of UdpK might lead to novel antibiotic treatments.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2021)

Article Biotechnology & Applied Microbiology

Selection of entomopathogenic fungus Beauveria bassiana (Deuteromycotina: Hyphomycetes) for the biocontrol of Dendroctonus ponderosae (Coleoptera: Curculionidae, Scolytinae) in Western Canada

Albert Remus R. Rosana, Stanley Pokorny, Jennifer G. Klutsch, Cherry Ibarra-Romero, Randy Sanichar, Daniel Engelhardt, Marco J. van Belkum, Nadir Erbilgin, Joerg Bohlmann, Allan L. Carroll, John C. Vederas

Summary: The mountain pine beetle has become an invasive species in certain regions of Canada, with the research on Beauveria bassiana showing potential as a biocontrol agent and identifying three phenotypic groups. There are significant differences in infection rates and mortality rates among various populations of bark beetles.

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY (2021)

Article Immunology

Tityus serrulatus scorpion venom as a potential drug source for Chagas? disease: Trypanocidal and immunomodulatory activity

Pollyana Maria de Oliveira Pimentel, Diego Rodney Rodrigues de Assis, Melisa Gualdron-Lopez, Andreia Barroso, Fatima Brant, Paulo Gaio Leite, Bruno Cabral de Lima Oliveira, Lisia Esper, Shaun M. K. McKinnie, John C. Vederas, Marta do Nascimento Cordeiro, Pablo Victor Mendes dos Reis, Mauro Martins Teixeira, Adriano Monteiro de Castro Pimenta, Marcia Helena Borges, Maria Elena de Lima, Fabiana Simao Machado

Summary: The study found that components of Tityus serrulatus venom have therapeutic effects on Trypanosoma cruzi infection, increasing nitric oxide and proinflammatory cytokine production while decreasing parasite replication and release, with a positive effect on p38 activation. This research opens up new perspectives for finding new strategies for Chagas Disease treatment.

CLINICAL IMMUNOLOGY (2021)

Article Chemistry, Medicinal

Binding Studies Reveal Phospholipid Specificity and Its Role in the Calcium-Dependent Mechanism of Action of Daptomycin

Ioli Kotsogianni, Thomas M. Wood, Francesca M. Alexander, Stephen A. Cochrane, Nathaniel Martin

Summary: Multidrug-resistant bacteria are a serious global health threat, and understanding the mechanism of action of antimicrobials is key to developing new drugs to combat antimicrobial resistance. Daptomycin disrupts Gram-positive bacterial membranes and its calcium binding is strongly dependent on the presence of phosphatidylglycerol.

ACS INFECTIOUS DISEASES (2021)

Article Chemistry, Medicinal

Linearization of the Brevicidine and Laterocidine Lipopeptides Yields Analogues That Retain Full Antibacterial Activity

Ross D. Ballantine, Karol Al Ayed, Samantha J. Bann, Michael Hoekstra, Nathaniel I. Martin, Stephen A. Cochrane

Summary: In this study, the researchers found that the macrocyclic core of brevicidine and laterocidine, which are macrocyclic lipodepsipeptides with selective activity against Gram-negative bacteria, is not essential for their antibacterial activity. By modifying the linear scaffolds of these peptides, they were able to retain their potent antibacterial activity and low hemolysis. This linearization strategy may provide a more efficient and cost-effective method for synthesizing peptides and could potentially be applied to other nonribosomal antibacterial peptides.

JOURNAL OF MEDICINAL CHEMISTRY (2023)

Review Chemistry, Multidisciplinary

Targeting membrane-bound bacterial cell wall precursors: a tried and true antibiotic strategy in nature and the clinic

Ned P. Buijs, Eilidh J. Matheson, Stephen A. Cochrane, Nathaniel I. Martin

Summary: Since the discovery of penicillin by Fleming, numerous natural product antibiotics have been found, many of which are still clinically important today. These antibiotics selectively target and kill bacterial cells through various mechanisms of action. Bacterial cell wall biosynthesis is a crucial process for their growth and survival, and the vulnerability in maintaining the cell wall is exploited by many antibiotics. In this feature article, we provide an overview of natural product antibiotics that specifically function by binding to membrane-anchored bacterial cell wall precursors.

CHEMICAL COMMUNICATIONS (2023)

Article Biochemistry & Molecular Biology

Synthesis and structure-activity relationship studies of N-terminal analogues of the lipopeptide antibiotics brevicidine and laterocidine

Ross D. Ballantine, Karol Al Ayed, Samantha J. Bann, Michael Hoekstra, Nathaniel I. Martin, Stephen A. Cochrane

Summary: The brevicidine and laterocidine family of lipopeptide antibiotics show strong activity against multidrug-resistant Gram-negative bacteria without inducing resistance. By replacing the N-terminal lipid structure, new analogues with strong activity against colistin-resistant E. coli were generated.

RSC MEDICINAL CHEMISTRY (2022)

Review Biochemistry & Molecular Biology

The tridecaptins: non-ribosomal peptides that selectively target Gram-negative bacteria

Samantha J. Bann, Ross D. Ballantine, Stephen A. Cochrane

Summary: Tridecaptins are a newly re-emerging class of non-ribosomal antibacterial peptides with potent activity against Gram-negative bacteria, acting by disrupting the proton-motive force through selective binding to the peptidoglycan precursor lipid II. Due to their linear structure, Tridecaptins are highly amenable to synthetic modification, resulting in various synthetic analogues with enhanced antimicrobial activity and improved stability towards hydrolysis. Additionally, unacylated Tridecaptins have been shown to synergistically enhance the activity of clinically relevant antibiotics by sensitizing the outer membrane.

RSC MEDICINAL CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

From plant to probe: semi-synthesis of labelled undecaprenol analogues allows rapid access to probes for antibiotic targets

Rachel V. K. Cochrane, Francesca M. Alexander, Coilin Boland, Susan K. Fetics, Martin Caffrey, Stephen A. Cochrane

CHEMICAL COMMUNICATIONS (2020)

Article Chemistry, Organic

Catalyst-free photo-induced aerobic radical synthesis of lactams from N-alkenyl trichloroacetamides in 2-methyltetrahydrofuran as the radical initiator under violet light

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

Synthesis of mixed phosphorotrithioates via thiol coupling with bis(diisopropylamino)chlorophosphine and sulphenyl chloride

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

Catalyst-free assembly of a polyfunctionalized 1,2,4-triazole-fused N-heterocycle, 6-acylated pyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine

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

Synthesis of sulfinamides via photocatalytic alkylation or arylation of sulfinylamine

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

Two distinct protocols for the synthesis of unsymmetrical 3,4-disubstituted maleimides based on transition-metal catalysts

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

Conversion of amino-terephthalonitriles to multi-substituted single benzene fluorophores with utility in bioimaging

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

Microbial alcohol dehydrogenases: recent developments and applications in asymmetric synthesis

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)