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Title
The chemistry and biology of guanidine natural products
Authors
Keywords
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Journal
NATURAL PRODUCT REPORTS
Volume 33, Issue 3, Pages 456-490
Publisher
Royal Society of Chemistry (RSC)
Online
2015-12-22
DOI
10.1039/c5np00108k
References
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- Synthesis and evaluation of 3-amino/guanidine substituted phenyl oxazoles as a novel class of LSD1 inhibitors with anti-proliferative properties
- (2013) Balakrishna Dulla et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Synthesis of saxitoxin derivatives bearing guanidine and urea groups at C13 and evaluation of their inhibitory activity on voltage-gated sodium channels
- (2013) Takafumi Akimoto et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Sequential enantiodivergent organocatalysis: reversibility in enantioswitching controlled by a conformationally flexible guanidine/bisthiourea organocatalyst
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- Synthesis of crambescin B carboxylic acid, a potent inhibitor of voltage-gated sodium channels
- (2013) Atsuo Nakazaki et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Synthesis of c-di-GMP Analogs with Thiourea, Urea, Carbodiimide, and Guanidinium Linkages
- (2013) Barbara L. Gaffney et al. ORGANIC LETTERS
- Synthesis of Plantazolicin Analogues Enables Dissection of Ligand Binding Interactions of a Highly Selective Methyltransferase
- (2013) Abhishek Sharma et al. ORGANIC LETTERS
- Synthesis of Cyclic Guanidines via Pd-Catalyzed Alkene Carboamination
- (2013) Blane P. Zavesky et al. ORGANIC LETTERS
- Development of Tartaric Acid Derived Chiral Guanidines and Their Application to Catalytic Enantioselective α-Hydroxylation of β-Dicarbonyl Compounds
- (2013) Liwei Zou et al. ORGANIC LETTERS
- Nagelamides X–Z, Dimeric Bromopyrrole Alkaloids from a Marine Sponge Agelas sp.
- (2013) Naonobu Tanaka et al. ORGANIC LETTERS
- Synthesis of guanidinium-based anion exchange membranes and their stability assessment
- (2013) Syed D Sajjad et al. POLYMERS FOR ADVANCED TECHNOLOGIES
- Mechanism-Based Covalent Neuraminidase Inhibitors with Broad-Spectrum Influenza Antiviral Activity
- (2013) J.-H. Kim et al. SCIENCE
- Anion transport across phospholipid bilayers promoted by a guanidinium calix[4]arene conjugate
- (2013) Sabina Licen et al. SUPRAMOLECULAR CHEMISTRY
- Organic Superbases: The Concept at a Glance
- (2013) Tsutomu Ishikawa et al. SYNLETT
- Synthesis of Aroylguanidines by an Unexpected Demethylation-Addition Cascade
- (2013) Zhen Guo et al. SYNTHESIS-STUTTGART
- Guanidine Organocatalysis
- (2013) Philipp Selig SYNTHESIS-STUTTGART
- Eight micropeptins from a Microcystis spp. bloom collected from a fishpond near Kibbutz Lehavot HaBashan, Israel
- (2013) Margarita Vegman et al. TETRAHEDRON
- Synthesis and biological activity of analogues of batzelladine F
- (2013) Elliot L. Bennett et al. TETRAHEDRON
- Sequential- and tandem-oxidation–epoxidation reactions employing guanidine bases
- (2013) David J. Phillips et al. TETRAHEDRON
- Concise total synthesis of phidianidine A and B
- (2013) Jacob C. Buchanan et al. TETRAHEDRON LETTERS
- Pulchranin A, isolated from the Far-Eastern marine sponge, Monanchora pulchra: the first marine non-peptide inhibitor of TRPV-1 channels
- (2013) Alla G. Guzii et al. TETRAHEDRON LETTERS
- Asymmetric synthesis of aminopyrimidine and cyclic guanidine amino acids
- (2013) Vicki D. Möschwitzer et al. TETRAHEDRON LETTERS
- Nagelamides U–W, bromopyrrole alkaloids from a marine sponge Agelas sp.
- (2013) Naonobu Tanaka et al. TETRAHEDRON LETTERS
- Synthesis, SAR and selectivity of 2-acyl- and 2-cyano-1-hetarylalkyl-guanidines at the four histamine receptor subtypes: a bioisosteric approach
- (2013) Roland Geyer et al. MedChemComm
- A single betaproteobacterium dominates the microbial community of the crambescidine-containing sponge Crambe crambe
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- Antitumor Effects of EGFR Antisense Guanidine-Based Peptide Nucleic Acids in Cancer Models
- (2012) Sufi M. Thomas et al. ACS Chemical Biology
- Total Synthesis and Biological Evaluation of Phidianidines A and B Uncovers Unique Pharmacological Profiles at CNS Targets
- (2012) John T. Brogan et al. ACS Chemical Neuroscience
- Asymmetric Total Synthesis of (+)-Merobatzelladine B
- (2012) Nicholas R. Babij et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Synthesis and evaluation of new guanidine-thiourea organocatalyst for the nitro-Michael reaction: Theoretical studies on mechanism and enantioselectivity
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- Discovery of benzothiazole guanidines as novel inhibitors of thrombin and trypsin IV
- (2012) Michael Karle et al. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
- Solid-phase synthesis of fusaricidin/li-f class of cyclic lipopeptides: Guanidinylation of resin-bound peptidyl amines
- (2012) Nina Bionda et al. BIOPOLYMERS
- Guanidine/Azole Binary System as an Efficient Catalyst for Morita-Baylis-Hillman Reaction
- (2012) Masahiro Terada et al. ChemCatChem
- Guanidines: Highly Nucleophilic Organocatalysts
- (2012) Biplab Maji et al. ChemCatChem
- Bicyclic guanidine-catalyzed asymmetric Michael additions of 3-benzyl-substituted oxindoles to N-maleimides
- (2012) Lixin Li et al. CHEMICAL COMMUNICATIONS
- Chiral guanidine-catalyzed asymmetric direct vinylogous Michael reaction of α,β-unsaturated γ-butyrolactams with alkylidene malonates
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- Guanidine catalyzed aerobic reduction: a selective aerobic hydrogenation of olefins using aqueous hydrazine
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- Transition metal-catalyzed N-arylations of amidines and guanidines
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- Amidines, isothioureas, and guanidines as nucleophilic catalysts
- (2012) James E. Taylor et al. CHEMICAL SOCIETY REVIEWS
- Putative Binding Sites, and Pathways to Them, for Amidine and Guanidine Current Inhibitors on Acid-Sensing Ion Channels (ASIC). A Theoretical Approach with hASIC1a Homology Model
- (2012) Francesco Pietra CHEMISTRY & BIODIVERSITY
- Chiral Guanidine-catalyzed 1,4-Addition Reaction of 5H-Oxazol-4-ones to Alkynones
- (2012) Tomonori Misaki et al. CHEMISTRY LETTERS
- Heterocyclic superbases: retrospective and current trends
- (2012) A. F. Pozharskii et al. Chemistry of Heterocyclic Compounds
- Orthogonal CN Plus CC Tandem Reaction of Iodoanilines Leading to Styrylguanidines Catalyzed by Supported Palladium Nanoparticles
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- Asymmetric Synthesis of 2,3-Dihydroquinolin-4-one Derivatives Catalyzed by a Chiral Bisguanidium Salt
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- Selectively Guanidinylated Aminoglycosides as Antibiotics
- (2012) Richard J. Fair et al. ChemMedChem
- Recent Advances in Neuraminidase Inhibitor Development as Anti-influenza Drugs
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- Aluminum chloride: A highly efficient catalyst for addition of amines to carbodiimides to synthesize substituted guanidines
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- Phylogeny of Microcystins: Evidence of a Biogeographical Trend?
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- Environmental conditions that influence toxin biosynthesis in cyanobacteria
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- Strong Organic Bases as Building Blocks of Mesoporous Hybrid Catalysts for C-C Forming Bond Reactions
- (2012) Enrica Gianotti et al. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
- Antifungal Diterpene Alkaloids from the Caribbean Sponge Agelas citrina: Unified Configurational Assignments of Agelasidines and Agelasines
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- Microwave-Assisted Synthesis of Guanidine Organocatalysts Bearing a Tetrahydroisoquinoline Framework and Their Evaluation in Michael Addition Reactions
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- Design and Development of Bioinspired Guanine-Based Organic Catalyst for Asymmetric Catalysis
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- High in vitro antimicrobial activity of β-peptoid–peptide hybrid oligomers against planktonic and biofilm cultures of Staphylococcus epidermidis
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- Nodularin, a cyanobacterial toxin, is synthesized in planta by symbiotic Nostoc sp.
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- Predatory Caddisfly Larvae Sequester Tetrodotoxin from Their Prey, Eggs of the Rough-Skinned Newt (Taricha granulosa)
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- Depuration of Tetrodotoxin and Changes in Bacterial Communities in Pleurobranchea maculata Adults and Egg Masses Maintained in Captivity
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- Akwaton, polyhexamethylene-guanidine hydrochloride-based sporicidal disinfectant: a novel tool to fight bacterial spores and nosocomial infections
- (2012) M. K. Oule et al. JOURNAL OF MEDICAL MICROBIOLOGY
- Selective Mode of Action of Guanidine-Containing Non-Peptides at Human NPFF Receptors
- (2012) Maria Findeisen et al. JOURNAL OF MEDICINAL CHEMISTRY
- Acyl Guanidine Inhibitors of β-Secretase (BACE-1): Optimization of a Micromolar Hit to a Nanomolar Lead via Iterative Solid- and Solution-Phase Library Synthesis
- (2012) Samuel W. Gerritz et al. JOURNAL OF MEDICINAL CHEMISTRY
- A Bactericidal Guanidinomethyl Biaryl That Alters the Dynamics of Bacterial FtsZ Polymerization
- (2012) Malvika Kaul et al. JOURNAL OF MEDICINAL CHEMISTRY
- Cytotoxic Cyclic Depsipeptides from the Australian Marine Sponge Neamphius huxleyi
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- Metabolites of Microcystis aeruginosa Bloom Material from Lake Kinneret, Israel
- (2012) Marina Lifshits et al. JOURNAL OF NATURAL PRODUCTS
- Palau’amine and Related Oroidin Alkaloids Dibromophakellin and Dibromophakellstatin Inhibit the Human 20S Proteasome
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- Synthesis of Phidianidines A and B
- (2012) Hong-Yu Lin et al. JOURNAL OF ORGANIC CHEMISTRY
- Synthesis of Symmetrical and Unsymmetrical N,N′-Diaryl Guanidines via Copper/N-Methylglycine-Catalyzed Arylation of Guanidine Nitrate
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- Synthesis of Ureidomuraymycidine Derivatives for Structure– Activity Relationship Studies of Muraymycins
- (2012) Bilal A. Aleiwi et al. JOURNAL OF ORGANIC CHEMISTRY
- Origin of Asymmetric Induction in Bicyclic Guanidine-Catalyzed Thio-Michael Reaction: A Bifunctional Mode of Lewis Acid-Brønsted Acid Activation
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- Synthesis of short cationic antimicrobial peptidomimetics containing arginine analogues
- (2012) Leonardo Baldassarre et al. JOURNAL OF PEPTIDE SCIENCE
- Molecular Basis for Nanoscopic Membrane Curvature Generation from Quantum Mechanical Models and Synthetic Transporter Sequences
- (2012) Nathan W. Schmidt et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Mechanism of Amination of β-Keto Esters by Azadicarboxylates Catalyzed by an Axially Chiral Guanidine: Acyclic Keto Esters React through an E Enolate
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- Molecular Insights into the Biosynthesis of Guadinomine: A Type III Secretion System Inhibitor
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- Cyclic Guanidines as Efficient Organocatalysts for the Synthesis of Polyurethanes
- (2012) Jérome Alsarraf et al. MACROMOLECULES
- Isolation and Structural Determination of the First 8-epi-type Tetrodotoxin Analogs from the Newt, Cynops ensicauda popei, and Comparison of Tetrodotoxin Analogs Profiles of This Newt and the Puffer Fish, Fugu poecilonotus
- (2012) Yuta Kudo et al. Marine Drugs
- Tetrodotoxin (TTX) as a Therapeutic Agent for Pain
- (2012) Francisco Rafael Nieto et al. Marine Drugs
- Evolution of Saxitoxin Synthesis in Cyanobacteria and Dinoflagellates
- (2012) Jeremiah D. Hackett et al. MOLECULAR BIOLOGY AND EVOLUTION
- The chemistry and biology of organic guanidine derivatives
- (2012) Roberto G. S. Berlinck et al. NATURAL PRODUCT REPORTS
- A stand-alone adenylation domain forms amide bonds in streptothricin biosynthesis
- (2012) Chitose Maruyama et al. Nature Chemical Biology
- Non-peptidic cell-penetrating agents: synthesis of oligomeric chiral bicyclic guanidinium vectors
- (2012) Julián Valero et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Exploring the effect of aminoglycoside guanidinylation on ligands for Tau exon 10 splicing regulatory element RNA
- (2012) Paula López-Senín et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Latent catalysts based on guanidine templates for polyurethane synthesis
- (2012) Jérome Alsarraf et al. Polymer Chemistry
- Adaptive evolution of voltage-gated sodium channels: The first 800 million years
- (2012) H. H. Zakon PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
- Constraint shapes convergence in tetrodotoxin-resistant sodium channels of snakes
- (2012) C. R. Feldman et al. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
- Synthesis of saxitoxins
- (2012) Osamu Iwamoto et al. PURE AND APPLIED CHEMISTRY
- Total Synthesis of (±)-Dragmacidin E; Problems Solved and Lessons Learned
- (2012) Ken Feldman et al. SYNLETT
- Catalytic guanylation of aliphatic, aromatic, heterocyclic primary and secondary amines using nanocrystalline zinc(II) oxide
- (2012) M. Lakshmi Kantam et al. TETRAHEDRON
- Antioxidant benzylidene 2-aminoimidazolones from the Mediterranean sponge Phorbas topsenti
- (2012) Tien Dat Nguyen et al. TETRAHEDRON
- New bioactive alkaloids from the marine sponge Stylissa sp.
- (2012) Mostafa A. Fouad et al. TETRAHEDRON
- Generation of diverse 1-(isoquinolin-1-yl)guanidines via a sequential multi-component/cross-coupling reaction
- (2012) Chao Ye et al. TETRAHEDRON
- A facile IL–DMSO assisted synthesis of 5-, 6-, and 7-membered benzo-annelated cyclic guanidines
- (2012) Amit Verma et al. TETRAHEDRON LETTERS
- o-Iodoxybenzoic acid mediated oxidative condensation: synthesis of guanidines using 1,-3-disubstituted thiourea precursors
- (2012) Prasad S. Dangate et al. TETRAHEDRON LETTERS
- Corrigendum to: “Donnazoles A and B from Axinella donnani sponge: very close derivatives from the postulated intermediate ‘pre-axinellamine’” [Tetrahedron Lett. 53(44) (2012) 5828–5832]
- (2012) Julie Muñoz et al. TETRAHEDRON LETTERS
- First iron-catalyzed guanylation of amines: a simple and highly efficient protocol to guanidines
- (2012) Srinivas Pottabathula et al. TETRAHEDRON LETTERS
- Donnazoles A and B from Axinella donnani sponge: very close derivatives from the postulated intermediate ‘pre-axinellamine’
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- Monanchomycalins A and B, unusual guanidine alkaloids from the sponge Monanchora pulchra
- (2012) Tatyana N. Makarieva et al. TETRAHEDRON LETTERS
- Microwave-assisted synthesis of highly functionalized guanidines on soluble polymer support
- (2012) Chih-Hau Chen et al. TETRAHEDRON LETTERS
- Enantioselective Michael addition of α,α-disubstituted aldehydes to maleimides organocatalyzed by chiral primary amine-guanidines
- (2012) Angel Avila et al. TETRAHEDRON-ASYMMETRY
- Tetrodotoxin does not protect red-spotted newts, Notophthalmus viridescens, from intestinal parasites
- (2012) Dietrich Mebs et al. TOXICON
- Female newts (Taricha granulosa) produce tetrodotoxin laden eggs after long term captivity
- (2012) Brian G. Gall et al. TOXICON
- The molecular mystique of tetrodotoxin
- (2012) Edward G. Moczydlowski TOXICON
- Additional bioactive guanidine alkaloids from the Mediterranean sponge Crambe crambe
- (2012) Stéphanie Bondu et al. RSC Advances
- Unprecedented spiro-annelated sugar isoureas, guanidines and amidines as new families of glycosidase inhibitors
- (2012) Penélope Merino-Montiel et al. RSC Advances
- Synthesis of Guanidinium Functionalized Polycarbodiimides and Their Antibacterial Activities
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- Recognition of Double-Stranded RNA by Guanidine-Modified Peptide Nucleic Acids
- (2011) Pankaj Gupta et al. BIOCHEMISTRY
- Arginine Mimetics Using α-Guanidino Acids: Introduction of Functional Groups and Stereochemistry Adjacent to Recognition Guanidiniums in Peptides
- (2011) Shalini Balakrishnan et al. CHEMBIOCHEM
- Synthesis and Pharmacological Evaluation of Novel Arginine Analogs as Potential Inhibitors of Acetylcholine-Induced Relaxation in Rat Thoracic Aortic Rings
- (2011) Manish Jain et al. Chemical Biology & Drug Design
- Garter snakes do not respond to TTX via chemoreception
- (2011) Leleña A. Avila et al. CHEMOECOLOGY
- Chemical investigations of defensive steroid sequestration by the Asian snake Rhabdophis tigrinus
- (2011) Deborah A. Hutchinson et al. CHEMOECOLOGY
- Accumulation and phytotoxicity of microcystin-LR in rice (Oryza sativa)
- (2011) Jian Chen et al. ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY
- Analysis of microcystins and microcystin genes in 60–170-year-old dried herbarium specimens of cyanobacteria
- (2011) J.S. Metcalf et al. HARMFUL ALGAE
- Simple methods for the preparation of N-triflyl guanidines and the structure of compounds with the CF3SO2NCN fragment
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- Direct Guanidinylation of Aryl and Heteroaryl Halides via Copper-Catalyzed Cross-Coupling Reaction
- (2011) Hassan Hammoud et al. JOURNAL OF ORGANIC CHEMISTRY
- Determining the Absolute Configuration of Two Marine Compounds Using Vibrational Chiroptical Spectroscopy
- (2011) Kathrin H. Hopmann et al. JOURNAL OF ORGANIC CHEMISTRY
- An efficient approach to dispacamide A and its derivatives
- (2011) Solène Guihéneuf et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Anion mediated activation of guanidine rich small molecules
- (2011) Abhigyan Som et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Plantazolicin A and B: Structure Elucidation of Ribosomally Synthesized Thiazole/Oxazole Peptides fromBacillus amyloliquefaciensFZB42
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- Discovery of Nuclear-Encoded Genes for the Neurotoxin Saxitoxin in Dinoflagellates
- (2011) Anke Stüken et al. PLoS One
- Variability of tetrodotoxin and of its analogues in the red-spotted newt, Notophthalmus viridescens (Amphibia: Urodela: Salamandridae)
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- Plantazolicin, a Novel Microcin B17/Streptolysin S-Like Natural Product from Bacillus amyloliquefaciens FZB42
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