Combretastatins D series and analogues: from isolation, synthetic challenges and biological activities

• Jorge de Lima Neto and
• Paulo Henrique Menezes

Beilstein J. Org. Chem. 2023, 19, 399–427, doi:10.3762/bjoc.19.31

• ) against the bacteria Staphylococcus aureus, Bacillus subtilis, Micrococcus luteus, Escherichia coli, Klebsiella pneumoniae, and the fungi Aspergillus niger, Aspergillus terreus, and Aspergillus flavus. Unfortunately, all compounds were found to be inactive [14]. The use of compounds capable to delay

Cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment

• Anas J. Rasras,
• Mohamed El-Naggar,
• Nesreen A. Safwat and
• Raed A. Al-Qawasmeh

Beilstein J. Org. Chem. 2022, 18, 631–638, doi:10.3762/bjoc.18.63

• , Staphylococcus aureus, Klebsiella pneumoniae, and Staphylococcus pneumoniae were responsible for most of bacteremia deaths related to antimicrobial resistance in 2019 [2]. Current antibacterial drugs are facing various challenges, due to the inability to accumulate inside human cells made them inactive [3] and

Double-headed nucleosides: Synthesis and applications

• Vineet Verma,
• Jyotirmoy Maity,
• Vipin K. Maikhuri,
• Ritika Sharma,
• Himal K. Ganguly and
• Ashok K. Prasad

Beilstein J. Org. Chem. 2021, 17, 1392–1439, doi:10.3762/bjoc.17.98

• double-headed nucleosides was assessed through in vitro studies on Gram-positive bacteria Staphylococcus aureus, Listeria inovanii and Gram-negative bacteria Klebsiella pneumoniae, Salmonella sp., and Escherichia coli [20]. Triazolyl double-headed nucleosides showed efficacy against eosinophil-derived

β-Lactamase inhibition profile of new amidine-substituted diazabicyclooctanes

• Zafar Iqbal,
• Lijuan Zhai,
• Yuanyu Gao,
• Dong Tang,
• Xueqin Ma,
• Jinbo Ji,
• Jian Sun,
• Jingwen Ji,
• Yuanbai Liu,
• Rui Jiang,
• Yangxiu Mu,
• Lili He,
• Haikang Yang and
• Zhixiang Yang

Beilstein J. Org. Chem. 2021, 17, 711–718, doi:10.3762/bjoc.17.60

• led the researchers to develop second generation β-lactamase inhibitors, finally succeeded with the approval of avibactam and relebactam as non-β-lactam-based BLIs. Avibactam proved potent as inhibitor of Klebsiella pneumoniae carbapenemases (KPCs), AmpCs and some of class D β-lactamases [18] is now

Synthesis of 1,4-benzothiazinones from acylpyruvic acids or furan-2,3-diones and o-aminothiophenol

• Ekaterina E. Stepanova,
• Maksim V. Dmitriev and
• Andrey N. Maslivets

Beilstein J. Org. Chem. 2020, 16, 2322–2331, doi:10.3762/bjoc.16.193

• (detailed data on biological assays is given in Supporting Information File 1). Unfortunately, we found that tested BTAs 3 did not show any significant antimicrobial activity (against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, Candida

Fabclavine diversity in Xenorhabdus bacteria

• Sebastian L. Wenski,
• Harun Cimen,
• Natalie Berghaus,
• Sebastian W. Fuchs,
• Selcuk Hazir and
• Helge B. Bode

Beilstein J. Org. Chem. 2020, 16, 956–965, doi:10.3762/bjoc.16.84

• this work, the inhibitory activity of the wild type and the promoter-exchange mutants (induced and non-induced) were analyzed against the human pathogens Escherichia coli, Staphylococcus aureus, Enterococcus faecalis, and Klebsiella pneumoniae by agar well-diffusion bioassays (Table 3). Briefly, cell

• : non-induced, ind: induced) in mm against the human pathogens Escherichia coli (a, ATCC 25922), Staphylococcus aureus (b, ATCC 29213), Enterococcus faecalis (c, ATCC 29212), and Klebsiella pneumoniae (d, ATCC 700603). The corresponding agar well-diffusion bioassays were performed three times, with ten

Influence of per-O-sulfation upon the conformational behaviour of common furanosides

• Alexey G. Gerbst,
• Vadim B. Krylov,
• Dmitry A. Argunov,
• Maksim I. Petruk,
• Arsenii S. Solovev,
• Andrey S. Dmitrenok and
• Nikolay E. Nifantiev

Beilstein J. Org. Chem. 2019, 15, 685–694, doi:10.3762/bjoc.15.63

• , including fragments of a galactomannan from Aspergillus fumigatus [17][18][19], diheteroglycan from Enterococcus faecalis [20], galactan I from Klebsiella pneumoniae [21] and fucoidan from brown seaweed Chordaria flagelliformis [22]. In this communication the conformational analysis of three common per-O

Convergent synthesis of the pentasaccharide repeating unit of the biofilms produced by Klebsiella pneumoniae

• Arin Gucchait,
• Angana Ghosh and
• Anup Kumar Misra

Beilstein J. Org. Chem. 2019, 15, 431–436, doi:10.3762/bjoc.15.37

• unit of biofilms produced by Klebsiella pneumoniae, has been synthesized using a stereoselective [2 + 3] convergent glycosylation strategy. The β-D-mannosidic moiety has been synthesized using a D-mannose-derived thioglycoside by a two-step activation process. Late stage TEMPO-mediated oxidation of the

• pentasaccharide derivative using phase-transfer reaction conditions furnished the target compound in satisfactory yield. Keywords: beta-D-mannoside; biofilms; D-glucuronic acid; glycosylation; Klebsiella pneumoniae; pentasaccharide; polysaccharide; Introduction Klebsiella pneumoniae (K. pneumoniae) is a Gram

• biofilms produced by Klebsiella pneumoniae. Reagents and conditions: (a) i: Bu2SnO, CH3OH, 80 °C, 2 h; ii: allyl bromide, CsF, DMF, 65 °C, 6 h; (b) benzyl bromide, NaH, DMF, 0 °C, 1 h, 90% in two steps; (c) PdCl2, CH3OH, 2 h, 70%; (d) NIS, TMSOTf, –10 °C, 30 min, 80%; (e) 0.1 M CH3ONa in CH3OH, room

Computational characterization of enzyme-bound thiamin diphosphate reveals a surprisingly stable tricyclic state: implications for catalysis

• Ferran Planas,
• Michael J. McLeish and
• Fahmi Himo

Beilstein J. Org. Chem. 2019, 15, 145–159, doi:10.3762/bjoc.15.15

• has been observed on at least two ThDP-dependent enzymes. Dihydrothiachromine diphosphate (TC) was observed in the X-ray structure of phosphoketolase from Bifidobacterium breve [46], and its hydroxyethyl derivative was identified in the structure of acetolactate synthase from Klebsiella pneumoniae

Non-native autoinducer analogs capable of modulating the SdiA quorum sensing receptor in Salmonella enterica serovar Typhimurium

• Matthew J. Styles and
• Helen E. Blackwell

Beilstein J. Org. Chem. 2018, 14, 2651–2664, doi:10.3762/bjoc.14.243

• ][19] and has high sequence identity with SdiA from other genera: for example, S. Typhimurium (GeneBank AAC08299.1) SdiA is 72% identical to Escherichia coli (GeneBank AWF10864.1) SdiA, 67% identical to Klebsiella pneumoniae (GeneBank CDO1572.1) SdiA, 71% identical to Enterobacter clocae (GeneBank

Pathoblockers or antivirulence drugs as a new option for the treatment of bacterial infections

• Matthew B. Calvert,
• Varsha R. Jumde and
• Alexander Titz

Beilstein J. Org. Chem. 2018, 14, 2607–2617, doi:10.3762/bjoc.14.239

• pathogens, [4] Enterococcus faecium, Staphylococcus aureus, Klebsiella pneumoniae, Acinetobacter baumanii, Pseudomonas aeruginosa, and Enterobacter species, were initially identified as the most problematic ones. In 2017, an extended list of twelve pathogens, currently considered as those with the highest

New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242

• Ze’en Xiao,
• Senhua Chen,
• Runlin Cai,
• Shao’e Lin,
• Kui Hong and
• Zhigang She

Beilstein J. Org. Chem. 2016, 12, 2077–2085, doi:10.3762/bjoc.12.196

• epidermidis, Escherichia coli, Klebsiella pneumoniae, and Bacillus subtilis. None of the compounds was active at a concentration of 50 μg/mL. In the free radical scavenging assay using 2,2-diphenyl-1-picrylhydrazyl (DPPH), only compounds 1 and 3 exhibited weak activity with EC50 values of 125 and 130 μM

N-Alkyl derivatives of diosgenyl 2-amino-2-deoxy-β-D-glucopyranoside; synthesis and antimicrobial activity

• Agata Walczewska,
• Daria Grzywacz,
• Dorota Bednarczyk,
• Małgorzata Dawgul,
• Andrzej Nowacki,
• Wojciech Kamysz,
• Beata Liberek and
• Henryk Myszka

Beilstein J. Org. Chem. 2015, 11, 869–874, doi:10.3762/bjoc.11.97

• inhibitory activity against the Gram-negative bacteria, such as Escherichia coli, Klebsiella pneumoniae, Proteus mirabilis, Proteus vulgaris and Pseudomonas aeruginosa. In contrast, almost all the tested N-alkyl saponins were found to inhibit the growth of the Gram-positive bacteria (Table 2). Among the

Encapsulation of biocides by cyclodextrins: toward synergistic effects against pathogens

• Véronique Nardello-Rataj and
• Loïc Leclercq

Beilstein J. Org. Chem. 2014, 10, 2603–2622, doi:10.3762/bjoc.10.273

• nanoparticles were efficient in vitro against P. aeruginosa, S. aureus, Serratia marcescens, E. coli and Klebsiella pneumoniae. In 2011, the same group extended the scope of microorganisms to human opportunistic pathogenic fungi such as Aspergillus fumigatus, Mucor ramosissimus and Chrysosporium species [86

Application of cyclic phosphonamide reagents in the total synthesis of natural products and biologically active molecules

• Thilo Focken and
• Stephen Hanessian

Beilstein J. Org. Chem. 2014, 10, 1848–1877, doi:10.3762/bjoc.10.195

• carbapenems, which are powerful antibiotics with a broad spectrum of activity against Gram-positive and Gram-negative bacteria and are often used as antibiotics for many hard-to-treat bacterial infections, such as Escherichia coli and Klebsiella pneumoniae [88][89]. Resistance of bacterial strains to

• carbapenem-resistant enterobacteriaceae such as Klebsiella pneumoniae [90][91]. In the 1990’s, scientists at GlaxoWellcome developed sanfetrinem (113), a member of a novel class of tricyclic β-lactam antibiotics known as trinems [92][93]. Eventually the development of sanfetrinem was stopped in 2009 after

Biosynthesis of rare hexoses using microorganisms and related enzymes

• Zijie Li,
• Yahui Gao,
• Hideki Nakanishi,
• Xiaodong Gao and
• Li Cai

Beilstein J. Org. Chem. 2013, 9, 2434–2445, doi:10.3762/bjoc.9.281

• widely used rare sugar and produced in bulk quantity, L-tagatose has not yet been well studied or broadly utilized due to limited production pathway and high cost involved [52][53]. L-Tagatose can be synthesized via oxidation of galactitol (Scheme 6) by Klebsiella pneumoniae 40b (70% yield) [54]. Huwig

• ideal starting material for glycoconjugate vaccines against the enteropathogenic bacterium Shigella sonne [80]. Enzymatically, L-glucose can be synthesized by isomerizing L-fructose (Scheme 13) catalyzed by D-xylose isomerase from Candida utilis [81] or whole cells of a mutant Klebsiella pneumoniae

Partial thioamide scan on the lipopeptaibiotic trichogin GA IV. Effects on folding and bioactivity

• Marta De Zotti,
• Barbara Biondi,
• Cristina Peggion,
• Matteo De Poli,
• Haleh Fathi,
• Simona Oancea,
• Claudio Toniolo and
• Fernando Formaggio

Beilstein J. Org. Chem. 2012, 8, 1161–1171, doi:10.3762/bjoc.8.129

• , Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853, Klebsiella pneumoniae ATCC 13883, Salmonella entereditis 13076, and Proteus mirabilis ATCC 10975. The well-known antibiotics bacitracin and tetracyclin (10 μg/disk) were used as controls. List of primary structures and abbreviations for the