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835876-32-9,MFCD14635440
Catalog No.:AA004TQY

835876-32-9 | Platensimycin

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Technical Information
Catalog Number:
AA004TQY
Chemical Name:
Platensimycin
CAS Number:
835876-32-9
Molecular Formula:
C24H27NO7
Molecular Weight:
441.4737
MDL Number:
MFCD14635440
SMILES:
O=C(Nc1c(O)ccc(c1O)C(=O)O)CC[C@]1(C)C(=O)C=CC23C1C1CC(C2)C(O1)(C3)C
Properties
Computed Properties
 
Complexity:
888  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
5  
XLogP3:
2.3  

Literature

Title: Synthesis and antimicrobial evaluation of novel platensimycin analogues.

Journal: Archiv der Pharmazie 20120801

Title: Small organometallic compounds as antibacterial agents.

Journal: Dalton transactions (Cambridge, England : 2003) 20120607

Title: Planar chiral (η6-arene)Cr(CO)3 containing carboxylic acid derivatives: synthesis and use in the preparation of organometallic analogues of the antibiotic platensimycin.

Journal: Dalton transactions (Cambridge, England : 2003) 20120107

Title: Aminobenzoates as building blocks for natural product assembly lines.

Journal: Natural product reports 20120101

Title: Platensimycin and platencin biosynthesis in Streptomyces platensis, showcasing discovery and characterization of novel bacterial diterpene synthases.

Journal: Methods in enzymology 20120101

Title: Oxidative Prins-pinacol tandem process mediated by a hypervalent iodine reagent: scope, limitations, and applications.

Journal: The Journal of organic chemistry 20111118

Title: Platensimycin and platencin: promising antibiotics for future application in human medicine.

Journal: The Journal of antibiotics 20111101

Title: Platensimycin and its relatives: a recent story in the struggle to develop new naturally derived antibiotics.

Journal: Natural product reports 20110901

Title: Screening strategies for discovery of antibacterial natural products.

Journal: Expert review of anti-infective therapy 20110801

Title: Highly substituted oxabicyclic derivatives from furan: synthesis of (±)-platensimycin.

Journal: Organic letters 20110506

Title: Platensimycin and platencin congeners from Streptomyces platensis.

Journal: Journal of natural products 20110325

Title: Dialkylamino-2,4-dihydroxybenzoic acids as easily synthesized analogues of platensimycin and platencin with comparable antibacterial properties.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110314

Title: Current approaches to exploit actinomycetes as a source of novel natural products.

Journal: Journal of industrial microbiology & biotechnology 20110301

Title: Organometallic anticancer compounds.

Journal: Journal of medicinal chemistry 20110113

Title: Synthetic RNA silencing in bacteria - antimicrobial discovery and resistance breaking.

Journal: Frontiers in microbiology 20110101

Title: Concise formal total synthesis of platensimycin mediated by a stereoselective autoxidation and hydroxyl group directed conjugative reduction.

Journal: Organic letters 20101217

Title: A bismuth(III)-catalyzed Friedel-Crafts cyclization and stereocontrolled organocatalytic approach to (-)-platensimycin.

Journal: Organic letters 20101203

Title: An oxidative Prins-pinacol tandem process and its application to the synthesis of (-)-platensimycin.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20101004

Title: New antibiotic structures from fermentations.

Journal: Expert opinion on therapeutic patents 20101001

Title: 7-Phenylplatensimycin and 11-methyl-7-phenylplatensimycin: more potent analogs of platensimycin.

Journal: Bioorganic & medicinal chemistry letters 20100401

Title: Discovery and syntheses of 'superbug challengers'-platensimycin and platencin.

Journal: Chemistry, an Asian journal 20100401

Title: Isolation, structure and biological activities of platencin A(2)-A(4) from Streptomyces platensis.

Journal: Bioorganic & medicinal chemistry 20100401

Title: Improvement of secondary metabolite production in Streptomyces by manipulating pathway regulation.

Journal: Applied microbiology and biotechnology 20100301

Title: Recent advances on platensimycin: a potential antimicrobial agent.

Journal: Current medicinal chemistry 20100101

Title: Coping with antibiotic resistance: contributions from genomics.

Journal: Genome medicine 20100101

Title: Novel anti-infective compounds from marine bacteria.

Journal: Marine drugs 20100101

Title: Isolation, structure and biological activities of platensimycin B4 from Streptomyces platensis.

Journal: The Journal of antibiotics 20091201

Title: Total synthesis of platensimycin and related natural products.

Journal: Journal of the American Chemical Society 20091125

Title: Total syntheses of (+/-)-platencin and (-)-platencin.

Journal: Journal of the American Chemical Society 20091104

Title: Synthesis and biological evaluation of chromium bioorganometallics based on the antibiotic platensimycin lead structure.

Journal: ChemMedChem 20091101

Title: Isolation, enzyme-bound structure and antibacterial activity of platencin A1 from Streptomyces platensis.

Journal: Bioorganic & medicinal chemistry letters 20090815

Title: Isoplatensimycin: Synthesis and biological evaluation.

Journal: Bioorganic & medicinal chemistry letters 20090815

Title: Stereoelectronic effect for the selectivity in C-H insertion of alkylidene carbenes and its application to the synthesis of platensimycin.

Journal: Journal of the American Chemical Society 20090624

Title: Di-tert-butyl N-[2,6-bis-(methoxy-meth-oxy)phen-yl]imino-diacetate.

Journal: Acta crystallographica. Section E, Structure reports online 20090401

Title: From nature to the laboratory and into the clinic.

Journal: Bioorganic & medicinal chemistry 20090315

Title: Synthesis and biological evaluation of platensimycin analogs.

Journal: Bioorganic & medicinal chemistry letters 20090315

Title: Total synthesis of (-)-platensimycin, a novel antibacterial agent.

Journal: The Journal of organic chemistry 20090206

Title: Efforts towards the identification of simpler platensimycin analogues--the total synthesis of oxazinidinyl platensimycin.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20090101

Title: Rhodium-catalyzed asymmetric enyne cycloisomerization of terminal alkynes and formal total synthesis of (-)-platensimycin.

Journal: Angewandte Chemie (International ed. in English) 20090101

Title: Platensimycin activity against mycobacterial beta-ketoacyl-ACP synthases.

Journal: PloS one 20090101

Title: An apoA-I mimetic peptide increases LCAT activity in mice through increasing HDL concentration.

Journal: International journal of biological sciences 20090101

Title: A concise ring-expansion route to the compact core of platensimycin.

Journal: Angewandte Chemie (International ed. in English) 20090101

Title: Isolation, structure and fatty acid synthesis inhibitory activities of platensimycin B1-B3 from Streptomyces platensis.

Journal: Chemical communications (Cambridge, England) 20081028

Title: Design, synthesis, and biological evaluation of platensimycin analogues with varying degrees of molecular complexity.

Journal: Journal of the American Chemical Society 20081001

Title: Stereocontrolled formal synthesis of (+/-)-platensimycin.

Journal: Organic letters 20080918

Title: A simple, efficient, and enantiocontrolled synthesis of a near-structural mimic of platensimycin.

Journal: Organic letters 20080904

Title: Synthesis of platensimycin analogues and their antibiotic potency.

Journal: Archiv der Pharmazie 20080601

Title: Structure and semisynthesis of platensimide A, produced by Streptomyces platensis.

Journal: Organic letters 20080501

Title: A chiral pool based synthesis of platensimycin.

Journal: Angewandte Chemie (International ed. in English) 20080101

Title: Synthesis of platensimycin.

Journal: Angewandte Chemie (International ed. in English) 20080101

Title: Platensimycin: a promising antimicrobial targeting fatty acid synthesis.

Journal: Current medicinal chemistry 20080101

Title: A carbonyl ylide cycloaddition approach to platensimycin.

Journal: Angewandte Chemie (International ed. in English) 20080101

Title: High-pressure entry into platencin.

Journal: Angewandte Chemie (International ed. in English) 20080101

Title: Biosynthetic studies of platensimycin.

Journal: Journal of the American Chemical Society 20071219

Title: Total synthesis and antibacterial properties of carbaplatensimycin.

Journal: Journal of the American Chemical Society 20071205

Title: Structure-assisted discovery of an aminothiazole derivative as a lead molecule for inhibition of bacterial fatty-acid synthesis.

Journal: Acta crystallographica. Section D, Biological crystallography 20071201

Title: An effective enantioselective route to the platensimycin core.

Journal: Organic letters 20071108

Title: New approaches to filling the gap in tuberculosis drug discovery.

Journal: PLoS medicine 20071101

Title: Antibacterial targets in fatty acid biosynthesis.

Journal: Current opinion in microbiology 20071001

Title: Enantioselective synthesis of (-)-platensimycin oxatetracyclic core by using an intramolecular Diels-Alder reaction.

Journal: Organic letters 20070927

Title: Enantioselective route to platensimycin: an intramolecular Robinson annulation approach.

Journal: Journal of the American Chemical Society 20070808

Title: Mining and engineering natural-product biosynthetic pathways.

Journal: Nature chemical biology 20070701

Title: An expedient enantioselective strategy for the oxatetracyclic core of platensimycin.

Journal: Organic letters 20070607

Title: Formal synthesis of (+/-)-platensimycin.

Journal: Chemical communications (Cambridge, England) 20070521

Title: Formal synthesis of (+/-)-platensimycin.

Journal: Organic letters 20070426

Title: Highly sensitive target-based whole-cell antibacterial discovery strategy by antisense RNA silencing.

Journal: Current opinion in drug discovery & development 20070301

Title: Structure of the human beta-ketoacyl [ACP] synthase from the mitochondrial type II fatty acid synthase.

Journal: Protein science : a publication of the Protein Society 20070201

Title: Asymmetric total syntheses of platensimycin.

Journal: Angewandte Chemie (International ed. in English) 20070101

Title: Adamantaplatensimycin: a bioactive analogue of platensimycin.

Journal: Angewandte Chemie (International ed. in English) 20070101

Title: Hitting bacteria at the heart of the central dogma: sequence-specific inhibition.

Journal: Microbial cell factories 20070101

Title: Protecting-group-free formal synthesis of platensimycin.

Journal: Angewandte Chemie (International ed. in English) 20070101

Title: Total synthesis of platensimycin.

Journal: Angewandte Chemie (International ed. in English) 20061027

Title: Isolation, structure, and absolute stereochemistry of platensimycin, a broad spectrum antibiotic discovered using an antisense differential sensitivity strategy.

Journal: Journal of the American Chemical Society 20060913

Title: Platensimycin, a new antibiotic and 'superbug challenger' from nature.

Journal: ChemMedChem 20060901

Title: Material surfaces and MRSA.

Journal: Medical device technology 20060901

Title: Antibiotic faces uncertain future.

Journal: Nature 20060518

Title: Microbiology: antibiotic stops 'ping-pong' match.

Journal: Nature 20060518

Title: Platensimycin is a selective FabF inhibitor with potent antibiotic properties.

Journal: Nature 20060518

Title: [An old pathway to new antibiotics--platensimycin].

Journal: Pharmazie in unserer Zeit 20060101

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