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Search for "antibacterial activity" in Full Text gives 115 result(s) in Beilstein Journal of Organic Chemistry.

Graphical Abstract
  • phenyl ring. They contain several additional H-bond donor and acceptor functions at the terminal N-glycinyl position [45]. This class of compounds shows moderate to potent antibacterial activity against staphylococcal and enterococcal strains. Though both candidates differ just by a single methyl
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Published 04 Mar 2016

Facile synthesis of 4H-chromene derivatives via base-mediated annulation of ortho-hydroxychalcones and 2-bromoallyl sulfones

  • Srinivas Thadkapally,
  • Athira C. Kunjachan and
  • Rajeev S. Menon

Beilstein J. Org. Chem. 2016, 12, 16–21, doi:10.3762/bjoc.12.3

Graphical Abstract
  • cell death [4]. The natural chromene rhodomyrtone (Figure 1) is known to exhibit potent antibacterial activity [5]. As a consequence, a number of methods have been developed for the synthesis of substituted 4H-chromenes [6]. This includes, inter alia, transition metal-mediated cyclizations [7
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Published 06 Jan 2016

Synthesis of Xenia diterpenoids and related metabolites isolated from marine organisms

  • Tatjana Huber,
  • Lara Weisheit and
  • Thomas Magauer

Beilstein J. Org. Chem. 2015, 11, 2521–2539, doi:10.3762/bjoc.11.273

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  • a large group of structurally diverse secondary metabolites. Among these natural products, Xenia diterpenoids or xenicanes represent a unique family with intriguing structural features and diverse biological activities. Many xenicanes display significant cytotoxic and antibacterial activity and are
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Published 10 Dec 2015

Synthesis, antimicrobial and cytotoxicity evaluation of new cholesterol congeners

  • Mohamed Ramadan El Sayed Aly,
  • Hosam Ali Saad and
  • Shams Hashim Abdel-Hafez

Beilstein J. Org. Chem. 2015, 11, 1922–1932, doi:10.3762/bjoc.11.208

Graphical Abstract
  • substituents such as cholesterol and quinoline hindered the complete reductive debenzylation, at least under the described conditions. Biology The antibacterial activity of selected newly synthesized cholesterol conjugates was evaluated in vitro against E.coli (ATCC 11775) and S. aureus (ATTC 12600) according
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Published 16 Oct 2015

Pyridinoacridine alkaloids of marine origin: NMR and MS spectral data, synthesis, biosynthesis and biological activity

  • Louis P. Sandjo,
  • Victor Kuete and
  • Maique W. Biavatti

Beilstein J. Org. Chem. 2015, 11, 1667–1699, doi:10.3762/bjoc.11.183

Graphical Abstract
  • 95; 9H-furo[2,3-b]pyrido[4,3,2-mn]acridin-9-one, 96) related to that of ascididemin (42) [70] also displayed antibacterial activity two-fold lower than that of 42 and 89. Nevertheless, both 95 and 96 remain good candidates such as 89 to be explored. Considering the cytotoxicity of 42, 89, 95 and 96
  • antibacterial potency of 10- and 30-fold for E. coli and M. luteus, respectively, was observed when the E ring contains an OH group (97). A similar decrease in potency was observed when the same ring is a dihydropyridone and ring A contains an OH group (33). No further improvement in the antibacterial activity
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Published 18 Sep 2015

Structure and conformational analysis of spiroketals from 6-O-methyl-9(E)-hydroxyiminoerythronolide A

  • Ana Čikoš,
  • Irena Ćaleta,
  • Dinko Žiher,
  • Mark B. Vine,
  • Ivaylo J. Elenkov,
  • Marko Dukši,
  • Dubravka Gembarovski,
  • Marina Ilijaš,
  • Snježana Dragojević,
  • Ivica Malnar and
  • Sulejman Alihodžić

Beilstein J. Org. Chem. 2015, 11, 1447–1457, doi:10.3762/bjoc.11.157

Graphical Abstract
  • investigations have shown that beside their antibacterial activity, some macrolides exhibit anti-inflammatory/immunomodulatory [5][6][7][8][9][10], antitumor [11][12][13], antiviral [10] or antimalarial [14][15] activity. These discoveries have sparked a new interest in the structural modification of macrolides
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Published 19 Aug 2015

A new and efficient procedure for the synthesis of hexahydropyrimidine-fused 1,4-naphthoquinones

  • Marcelo Isidoro P. Reis,
  • Vinícius R. Campos,
  • Jackson A. L. C. Resende,
  • Fernando C. Silva and
  • Vitor F. Ferreira

Beilstein J. Org. Chem. 2015, 11, 1235–1240, doi:10.3762/bjoc.11.137

Graphical Abstract
  • N,S-acetals. These compounds were obtained in good yields, and several of them showed promising antibacterial activity [42]. The structures of the synthesized 1,3,5-triazinanes were confirmed by spectroscopic techniques such as NMR, 1H and 13C-APT, infrared spectroscopy (FTIR) and high resolution
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Published 22 Jul 2015

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

Graphical Abstract
  • their high thermal stability, low toxicity to human cells and effective broad-spectrum antibacterial activity. The antibacterial activity of these nanoparticles is probably due to their rapid breakdown which releases ionic silver that interact with the thiol residues of bacterial enzymes [80]. As a
  • diameter of the capped particles was smaller than uncapped ones (up to 3-fold). Moreover, these nanoparticles have superior photostability to intense ultraviolet radiation and significantly higher antibacterial activity (up to 3.5-fold) were obtained against E. coli, P. aeruginosa and S. aureus. As the β
  • mechanism is the same as that of Jaiswal et al. (see Scheme 9) [84]. In 2010, Bajpai et al. loaded silver ions (Ag+) on CD-grafted onto cotton fabric to achieve an antimicrobial property [88]. A correct antibacterial activity was obtained against E. coli and the release of silver ions was observed for a
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Published 07 Nov 2014

De novo macrolide–glycolipid macrolactone hybrids: Synthesis, structure and antibiotic activity of carbohydrate-fused macrocycles

  • Richard T. Desmond,
  • Anniefer N. Magpusao,
  • Chris Lorenc,
  • Jeremy B. Alverson,
  • Nigel Priestley and
  • Mark W. Peczuh

Beilstein J. Org. Chem. 2014, 10, 2215–2221, doi:10.3762/bjoc.10.229

Graphical Abstract
  • antibacterial activity [7][8]. Over time, antibiotic use has created a selection pressure that has led to bacterial resistance and a subsequent need for continuous development of new antibiotics. Despite cumbersome syntheses, erythromycin analogs continue to be used as front line antibiotics while the clinical
  • ]. Conclusion We have described the synthesis and characterization of de novo macrolide 16 as a member of a family of related macrocyles that fuse a pyranose monosaccharide to the macrocyclic ring. The new compounds showed modest antibacterial activity against Gram positive organisms. The main conclusion of the
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Published 17 Sep 2014

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

Graphical Abstract
  • tricyclic intermediate 121. Cleavage of the TBS ethers and hydrogenolysis of the benzyl ester in presence of amidine 122 yielded trinem 23a as its amidinium salt 123. Trinem 123 exhibited antibacterial activity against a variety of strains, with MIC’s of 1.0 μg/mL against Staphylococcus aureus 853E and 0.1
  • μg/mL against Streptococcus pneumoniae 3512. The antibacterial activity of 123 was considerably weaker compared to imipenem (111) and sanfetrinem (113), which showed MIC’s of 0.06 and 0.2 μg/mL, respectively, against S. aureus and 0.01 μg/mL against S. pneumoniae. The lack of potency of 123 was
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Published 13 Aug 2014

Multicomponent reactions in nucleoside chemistry

  • Mariola Koszytkowska-Stawińska and
  • Włodzimierz Buchowicz

Beilstein J. Org. Chem. 2014, 10, 1706–1732, doi:10.3762/bjoc.10.179

Graphical Abstract
  • and 1H NMR analysis). Members of this library were claimed to show promising biological activity, however details were not given. Muraymycins (MRYs) are a class of naturally occurring nucleoside-lipopeptide antibiotics with excellent antibacterial activity. Matsuda and coworkers envisaged that MRYs
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Published 29 Jul 2014

Heronapyrrole D: A case of co-inspiration of natural product biosynthesis, total synthesis and biodiscovery

  • Jens Schmidt,
  • Zeinab Khalil,
  • Robert J. Capon and
  • Christian B. W. Stark

Beilstein J. Org. Chem. 2014, 10, 1228–1232, doi:10.3762/bjoc.10.121

Graphical Abstract
  • detection in cultivations of CMB-0423 and finally the evaluation of its antibacterial activity. We thus demonstrate that biosynthetic considerations and the joint effort of synthetic and natural product chemists can result in the identification of new members of a rare class of natural products. Keywords
  • near Heron Island, Queensland, Australia (Figure 1) [1]. As first in class examples of natural products featuring a 2-nitropyrrole, further elaborated by a farnesyl side chain, the heronapyrroles exhibited promising antibacterial activity against Staphylococcus aureus (ATCC 2593 and 9144) and Bacillus
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Published 26 May 2014

Cuevaenes C–E: Three new triene carboxylic derivatives from Streptomyces sp. LZ35ΔgdmAI

  • Jing-Jing Deng,
  • Chun-Hua Lu,
  • Yao-Yao Li,
  • Shan-Ren Li and
  • Yue-Mao Shen

Beilstein J. Org. Chem. 2014, 10, 858–862, doi:10.3762/bjoc.10.82

Graphical Abstract
  • ., Bacillus subtilis strain ATCC 11060) and modest activity against fungi (e.g., Fusarium verticillioides strain S68 and Rhizoctonia solani strain GXE4). However, cuevaenes D (4) and E (5) showed no inhibitory activity against any of the tested microbes. Keywords: antibacterial activity; cuevaenes
  • for 48 h for antifungal activity and at 37 °C for 24 h for antibacterial activity and examined for the presence of a zone of inhibition. Cuevaenes A–E (1–5) isolated from Streptomyces sp. LZ35. Selected NOESY correlations of compounds 1, 3 and 4, 5. 1H and 13C NMR spectroscopy data for compounds 3, 4
  • ; geometrical isomer; natural products; Streptomyces sp. LZ35; Introduction Cuevaenes are polyketides containing 3-hydroxybenzoic acid (3-HBA). Only 4 naturally occurring cuevaenes are described. Cuevaenes A and B were isolated from Streptomyces sp. HKI 0180 fifteen years ago and display moderate antibacterial
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Published 15 Apr 2014

Isocyanide-based multicomponent reactions towards cyclic constrained peptidomimetics

  • Gijs Koopmanschap,
  • Eelco Ruijter and
  • Romano V.A. Orru

Beilstein J. Org. Chem. 2014, 10, 544–598, doi:10.3762/bjoc.10.50

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Published 04 Mar 2014

An oxidative amidation and heterocyclization approach for the synthesis of β-carbolines and dihydroeudistomin Y

  • Suresh Babu Meruva,
  • Akula Raghunadh,
  • Raghavendra Rao Kamaraju,
  • U. K. Syam Kumar and
  • P. K. Dubey

Beilstein J. Org. Chem. 2014, 10, 471–480, doi:10.3762/bjoc.10.45

Graphical Abstract
  • antibacterial activity. Eudistomin Y6 (6f) exhibits moderate antibacterial activity against the Gram-positive bacteria Staphylococcus epidermis and Bacillus subtilis. Results and Discussion There are several approaches known in literature for the synthesis of β-carbolines. Most of the syntheses of eudistomin T
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Published 25 Feb 2014

Intermediates in monensin biosynthesis: A late step in biosynthesis of the polyether ionophore monensin is crucial for the integrity of cation binding

  • Wolfgang Hüttel,
  • Jonathan B. Spencer and
  • Peter F. Leadlay

Beilstein J. Org. Chem. 2014, 10, 361–368, doi:10.3762/bjoc.10.34

Graphical Abstract
  • semisynthetic urethane derivatives of monensin A show maintained or even improved antibacterial activity [37][38][39]. The recently-determined crystal structure of the C-26-O-phenylurethane of monensin A sodium salt shows that although one of the carboxylate oxygen atoms coordinates the cation, this atom is
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Published 10 Feb 2014
Graphical Abstract
  • , antimalarial and antibacterial activity, which are a strong motivation for total synthesis [26][27]. In addition, several ambiguities in the structural assignment of some of these natural products still exist, and chemical synthesis has been proven to be a powerful and reliable tool for completing the
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Published 18 Nov 2013

Synthesis and antibacterial activity of monocyclic 3-carboxamide tetramic acids

  • Yong-Chul Jeong and
  • Mark G. Moloney

Beilstein J. Org. Chem. 2013, 9, 1899–1906, doi:10.3762/bjoc.9.224

Graphical Abstract
  • rapid construction, and the evaluation of their antibacterial activity is reported. Keywords: acylation; antibacterial; drug discovery; natural products; tetramate; Introduction The discovery of new antibiotic families with novel modes of action is a promising way to overcome resistant or virulent
  • inhibitory activity) [7] and unnatural systems, such as 3-carboxamide tetramic acid 1c and 3-carboxamide piperidine-2,4-dione 1d (undecaprenyl pyrophosphate synthase (UPPS) inhibitory activity) [8] exhibit high levels of antibacterial activity (Figure 1). All these systems share a β-dicarbonyl core. A drug
  • . The substituents of system 3 were chosen in order to probe the effect of a C(3) substituent containing a sulfur heteroatom, which we had earlier seen results in enhanced antibacterial activity compared with the oxygen counterpart [10], for two types of amide substituent and a range of C(3
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Published 19 Sep 2013

Raman spectroscopy as a tool for monitoring mesoscale continuous-flow organic synthesis: Equipment interface and assessment in four medicinally-relevant reactions

  • Trevor A. Hamlin and
  • Nicholas E. Leadbeater

Beilstein J. Org. Chem. 2013, 9, 1843–1852, doi:10.3762/bjoc.9.215

Graphical Abstract
  • -ketoesters and aromatic aldehydes to yield dihydropyrimidines has received significant attention, these products having pharmacological activity including calcium channel modulation, mitotic kinesin Eg5 inhibition, and antiviral and antibacterial activity [49][50]. The Biginelli reaction has been performed
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Published 11 Sep 2013

Lanostane- and cycloartane-type triterpenoids from Abies balsamea oleoresin

  • Serge Lavoie,
  • Charles Gauthier,
  • Jean Legault,
  • Sylvain Mercier,
  • Vakhtang Mshvildadze and
  • André Pichette

Beilstein J. Org. Chem. 2013, 9, 1333–1339, doi:10.3762/bjoc.9.150

Graphical Abstract
  • against human cell lines (A549, DLD-1, WS1) and their antibacterial activity against E. coli and S. aureus. Abiesonic acid (6) exhibited weak cytotoxic activity against A549 (IC50 = 22 µM) while compounds 1 and 4 were weakly active against S. aureus (MIC = 25 µM). Keywords: Abies balsamea; cycloartane
  • (WS1) using the resazurin reduction test [25]. Etoposide was used as a positive control (IC50 ≤ 1.0 µM). None of the compounds were found to be active (IC50 > 25 µM) with the exception of abiesonic acid (6), which showed a weak cytotoxic activity against A549 (IC50 = 22 µM). The antibacterial activity
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Published 04 Jul 2013

Chemoenzymatic synthesis and biological evaluation of enantiomerically enriched 1-(β-hydroxypropyl)imidazolium- and triazolium-based ionic liquids

  • Paweł Borowiecki,
  • Małgorzata Milner-Krawczyk and
  • Jan Plenkiewicz

Beilstein J. Org. Chem. 2013, 9, 516–525, doi:10.3762/bjoc.9.56

Graphical Abstract
  • compounds exhibited biological activity that was significantly dependent on the alkyl chain length, with considerably high toxicity of the substituents with 10–16 carbon atoms. The imidazolium salts revealed stronger antibacterial activity than their triazolium analogues. Model for the configurational
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Published 12 Mar 2013

Multivalent display of the antimicrobial peptides BP100 and BP143

  • Imma Güell,
  • Rafael Ferre,
  • Kasper K. Sørensen,
  • Esther Badosa,
  • Iteng Ng-Choi,
  • Emilio Montesinos,
  • Eduard Bardají,
  • Lidia Feliu,
  • Knud J. Jensen and
  • Marta Planas

Beilstein J. Org. Chem. 2012, 8, 2106–2117, doi:10.3762/bjoc.8.237

Graphical Abstract
  • -melittin antimicrobial undecapeptide hybrids on a carbohydrate template could provide carbopeptides with improved biological properties. In particular, KKLFKKILKYL-NH2 (BP100) and KKLfKKILKYL-NH2 (BP143) were selected based on their high antibacterial activity against the plant pathogenic bacteria Erwinia
  • (BP100) and KKLfKKILKYL-NH2 (BP143), which have been shown to display high antibacterial activity [28][29]. Templates cDTE and Galp functionalized with aminooxyacetic acid were prepared as before [23][30]. Peptide aldehydes KKLFKKILKYLG-H (4) and KKLfKKILKYLG-H (5), derived from BP100 and BP143
  • . monocytogenes was scrapped from BHI agar after growing for 24 h at 37 °C. The cell material was suspended in sterile water to obtain a suspension of 108 CFU mL−1. Antibacterial activity As described in [28], lyophilized compounds were solubilized in sterile Milli-Q water to a final concentration of 1000 μM and
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Published 03 Dec 2012

Modulating the activity of short arginine-tryptophan containing antibacterial peptides with N-terminal metallocenoyl groups

  • H. Bauke Albada,
  • Alina-Iulia Chiriac,
  • Michaela Wenzel,
  • Maya Penkova,
  • Julia E. Bandow,
  • Hans-Georg Sahl and
  • Nils Metzler-Nolte

Beilstein J. Org. Chem. 2012, 8, 1753–1764, doi:10.3762/bjoc.8.200

Graphical Abstract
  • of small synthetic arginine and tryptophan containing peptides was prepared and analyzed for their antibacterial activity. The effect of N-terminal substitution with metallocenoyl groups such as ferrocene (FcCO) and ruthenocene (RcCO) was investigated. Antibacterial activity in different media
  • [14], trivalent lipidated short peptides with antifungal activity [15], peptoids [16], peptides containing D-amino acids [17], and foldamers based on β-amino acid residues with antibacterial activity [18] have been described. Whereas nature has to stick to products compatible with biosynthetic
  • derivatives of platensimycin [23][24][25][26][27][28]. Among the synAMPs known to date, those based on arginine (Arg or R) and tryptophan (Trp or W) residues are amongst the smallest peptides that still possess significant antibacterial activity. For example, Strøm et al. [29] described short RW-based synAMPs
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Published 15 Oct 2012

A macrolactonization approach to the total synthesis of the antimicrobial cyclic depsipeptide LI-F04a and diastereoisomeric analogues

  • James R. Cochrane,
  • Dong Hee Yoon,
  • Christopher S. P. McErlean and
  • Katrina A. Jolliffe

Beilstein J. Org. Chem. 2012, 8, 1344–1351, doi:10.3762/bjoc.8.154

Graphical Abstract
  • strains of Bacillus (Paenebacillus) and exhibit antifungal and antibacterial activity against a range of clinically relevant species, including Candida albicans, Cryptococcus neoformans, Staphylococcus aureus and Micrococcus luteus [1][2][3][4][5][6][7]. These compounds have a cyclic hexadepsipeptide core
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Published 21 Aug 2012

Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations

  • John B. Bremner,
  • Paul A. Keller,
  • Stephen G. Pyne,
  • Mark J. Robertson,
  • K. Sakthivel,
  • Kittiya Somphol,
  • Dean Baylis,
  • Jonathan A. Coates,
  • John Deadman,
  • Dharshini Jeevarajah and
  • David I. Rhodes

Beilstein J. Org. Chem. 2012, 8, 1265–1270, doi:10.3762/bjoc.8.142

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  • assessing the effect of variation in the spatial disposition of the cycloalkyl or oxacycloalkyl ring on antibacterial activity. The conformationally less restricted gem diethyl-substituted compound 2g was also targeted in order to make antibacterial activity comparisons with the five-membered ring analogue
  • chain, either on the carboxylic ester side (2e) or the amino side (2f), had no or little effect on antibacterial activity, regardless of whether a ring oxygen atom was present or not. It appeared that moving the hydrophobic ring substituent position by a small amount in the terminal amino acid unit
  • included in Table 2. This tripeptide derivative 9 showed similar, if slightly weaker, antibacterial activity against these strains, apart from VSE, against which it was significantly less potent than 2c. Although the mode of action of the tripeptide derivatives has not been established, our earlier results
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Published 09 Aug 2012
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