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Search for "antibiotic" in Full Text gives 262 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Synthesis of 3,4,5-trisubstituted isoxazoles in water via a [3 + 2]-cycloaddition of nitrile oxides and 1,3-diketones, β-ketoesters, or β-ketoamides

  • Md Imran Hossain,
  • Md Imdadul H. Khan,
  • Seong Jong Kim and
  • Hoang V. Le

Beilstein J. Org. Chem. 2022, 18, 446–458, doi:10.3762/bjoc.18.47

Graphical Abstract
  • and γ-amino alcohols [1]. Isoxazoles, appearing in 33 patents from the year 2016 to 2018 [3], are an important drug class due to their wide range of biological activities, such as anticancer [5], antibiotic [6][7], antimicrobial [8], antifungal [9], and anti-inflammatory [10]. Therefore, new methods
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Published 22 Apr 2022

The asymmetric Henry reaction as synthetic tool for the preparation of the drugs linezolid and rivaroxaban

  • Martin Vrbický,
  • Karel Macek,
  • Jaroslav Pochobradský,
  • Jan Svoboda,
  • Miloš Sedlák and
  • Pavel Drabina

Beilstein J. Org. Chem. 2022, 18, 438–445, doi:10.3762/bjoc.18.46

Graphical Abstract
  • antibiotic linezolid (1) and the anticoagulant rivaroxaban (2) – belong among modern pharmaceutics, which contain an oxazolidine-2-one moiety bearing a stereogenic center. The chirality of these drugs is a fundamental attribute for their biological activity. Herein, one of the efficient asymmetric syntheses
  • difference between the de values of the starting amides 27 and 28 and the final drugs 1 and 2 was found. Conclusion In conclusion, the synthetic approach to the preparation of the antibiotic linezolid (1) and the anticoagulant rivaroxaban (2) based on the asymmetric Henry reaction was studied in detail. A
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Published 14 Apr 2022

Efficient and regioselective synthesis of dihydroxy-substituted 2-aminocyclooctane-1-carboxylic acid and its bicyclic derivatives

  • İlknur Polat,
  • Selçuk Eşsiz,
  • Uğur Bozkaya and
  • Emine Salamci

Beilstein J. Org. Chem. 2022, 18, 77–85, doi:10.3762/bjoc.18.7

Graphical Abstract
  • β-amino acid derivatives have antibiotic (oryzoxymycin) and antifungal activities (Figure 1) [12][13]. Among the cyclic β-amino acids, the most widely investigated derivatives are the five- and six-membered derivatives [8][9][10][14][15], but only a few synthetic methods are available for the
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Published 06 Jan 2022

Unsaturated fatty acids and a prenylated tryptophan derivative from a rare actinomycete of the genus Couchioplanes

  • Shun Saito,
  • Kanji Indo,
  • Naoya Oku,
  • Hisayuki Komaki,
  • Masashi Kawasaki and
  • Yasuhiro Igarashi

Beilstein J. Org. Chem. 2021, 17, 2939–2949, doi:10.3762/bjoc.17.203

Graphical Abstract
  • Streptomyces, are especially noted, accounting for more than 800 metabolites of actinomycetes origin [11], which include the antiinfective aminoglycoside gentamicin [13], antidiabetic glycoside acarbose [14], glycopeptide antibiotic teicoplanin [15], enediyne antitumor component of drug-antibody conjugate
  • previously [36]. The MIC of the reference antibiotic kanamycin was 0.31 μg/mL (against K. rhizophila). Structures of 1–6. COSY, key HMBC and NOESY correlations of 1–5. 1H NMR spectra and partial chemical shift assignments for MPA esters 4'a–4'd. Upper: (R)-MPA acylation products, Lower: (S)-MPA acylation
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Published 16 Dec 2021

Total synthesis of the O-antigen repeating unit of Providencia stuartii O49 serotype through linear and one-pot assemblies

  • Tanmoy Halder and
  • Somnath Yadav

Beilstein J. Org. Chem. 2021, 17, 2915–2921, doi:10.3762/bjoc.17.199

Graphical Abstract
  • stuartii is a class of enterobacteria of the family Providencia that is responsible for several antibiotic resistant infections, particularly urinary tract infections of patients with prolonged catheterization in hospital settings. Towards the goal of development of vaccine candidates against this pathogen
  • particularly responsible for antibiotic resistant infections in hospitalized patients with long term urinary catheters, particularly immuno-compromised patients [25]. A total 61% of urinary region specimens in the infected populace consist of either Providencia stuartii or Proteus mirabilis, and the infections
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Published 13 Dec 2021

Host–guest interaction and properties of cucurbit[8]uril with chloramphenicol

  • Lin Zhang,
  • Jun Zheng,
  • Guangyan Luo,
  • Xiaoyue Li,
  • Yunqian Zhang,
  • Zhu Tao and
  • Qianjun Zhang

Beilstein J. Org. Chem. 2021, 17, 2832–2839, doi:10.3762/bjoc.17.194

Graphical Abstract
  • inhibitory activity of CPE against E. coli. Keywords: antibacterial activity; chloramphenicol; cucurbit[8]uril; host–guest interaction; in vitro cumulative release; stability; Introduction Chloramphenicol (CPE, Figure 1A) is a broad-spectrum antibiotic resulting from the metabolism of chorismic acid in
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Published 03 Dec 2021

Ligand-dependent stereoselective Suzuki–Miyaura cross-coupling reactions of β-enamido triflates

  • Tomáš Chvojka,
  • Athanasios Markos,
  • Svatava Voltrová,
  • Radek Pohl and
  • Petr Beier

Beilstein J. Org. Chem. 2021, 17, 2657–2662, doi:10.3762/bjoc.17.179

Graphical Abstract
  • of cytotoxic, antifungal, or antibiotic properties [10][11][12]. Modern stereoselective syntheses leading to highly substituted enamides include cross-coupling of vinyl (pseudo)halides or organoboron compounds [13], hydroamidation of alkynes [14][15][16], ynamide functionalization [17][18][19], or
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Published 29 Oct 2021

Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B

  • Emmanuel T. Oluwabusola,
  • Olusoji O. Adebisi,
  • Fernando Reyes,
  • Kojo S. Acquah,
  • Mercedes De La Cruz,
  • Larry L. Mweetwa,
  • Joy E. Rajakulendran,
  • Digby F. Warner,
  • Deng Hai,
  • Rainer Ebel and
  • Marcel Jaspars

Beilstein J. Org. Chem. 2021, 17, 2390–2398, doi:10.3762/bjoc.17.156

Graphical Abstract
  • pseudomonine [28] are produced under iron deficiency by various Pseudomonas species to acquire iron which is essential for cell metabolism and growth [29][30]. Studies show that siderophore–antibiotic complexes may be used as a Trojan horse strategy in which the antibiotics utilize the iron-siderophore
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Published 13 Sep 2021

Synthesis and antimicrobial activity of 1H-1,2,3-triazole and carboxylate analogues of metronidazole

  • Satya Kumar Avula,
  • Syed Raza Shah,
  • Khdija Al-Hosni,
  • Muhammad U. Anwar,
  • Rene Csuk,
  • Biswanath Das and
  • Ahmed Al-Harrasi

Beilstein J. Org. Chem. 2021, 17, 2377–2384, doi:10.3762/bjoc.17.154

Graphical Abstract
  • cost-effective drug. Due to its impressive antimicrobial activity and limited adverse effect metronidazole (1) has been considered as a “Gold Standard” antibiotic (Figure 1). However, to avoid the problem related to clinical resistance to this antimicrobial agent some novel and improved analogues of
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Published 09 Sep 2021

(Phenylamino)pyrimidine-1,2,3-triazole derivatives as analogs of imatinib: searching for novel compounds against chronic myeloid leukemia

  • Luiz Claudio Ferreira Pimentel,
  • Lucas Villas Boas Hoelz,
  • Henayle Fernandes Canzian,
  • Frederico Silva Castelo Branco,
  • Andressa Paula de Oliveira,
  • Vinicius Rangel Campos,
  • Floriano Paes Silva Júnior,
  • Rafael Ferreira Dantas,
  • Jackson Antônio Lamounier Camargos Resende,
  • Anna Claudia Cunha,
  • Nubia Boechat and
  • Mônica Macedo Bastos

Beilstein J. Org. Chem. 2021, 17, 2260–2269, doi:10.3762/bjoc.17.144

Graphical Abstract
  • the antibiotic gentamicin, and all cell lines were grown in a cell culture bottle, which had a 0.22 µm pore membrane filter on the lid, allowing the circulation of CO2. WSS-1 cells grew adherently, while cells of the K562 strain grew in suspension. All strains were maintained at 35 °C, at 5% CO2. Cell
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Published 01 Sep 2021

On the application of 3d metals for C–H activation toward bioactive compounds: The key step for the synthesis of silver bullets

  • Renato L. Carvalho,
  • Amanda S. de Miranda,
  • Mateus P. Nunes,
  • Roberto S. Gomes,
  • Guilherme A. M. Jardim and
  • Eufrânio N. da Silva Júnior

Beilstein J. Org. Chem. 2021, 17, 1849–1938, doi:10.3762/bjoc.17.126

Graphical Abstract
  • ligands but also to the diene R5 and R6 substituents. With this innovative method in hands, the authors explored the synthetic applicability in the preparation of a core unit from lasalocid A (124), a known antibiotic drug [194] that, along with its four analogues 120–123 (Scheme 37A), were extracted from
  • ), a known biosynthetic antibiotic drug that presents a highly complex chemical structure [197] (Scheme 38A). The activation exclusively occurs at one of the hydrogen atoms of the dehydroalanine (Dha) portions Dha1 and Dha2, towards the formation of the Z-stereoisomer (Scheme 38A). No reaction was
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Published 30 Jul 2021

Natural products in the predatory defence of the filamentous fungal pathogen Aspergillus fumigatus

  • Jana M. Boysen,
  • Nauman Saeed and
  • Falk Hillmann

Beilstein J. Org. Chem. 2021, 17, 1814–1827, doi:10.3762/bjoc.17.124

Graphical Abstract
  • ][133]. A. fumigatus possesses an additional MetAP-2 gene in the fma cluster that protects itself against its own toxin [134]. Fumagillin has therapeutic potential for the treatment of intestinal microsporidiosis and nosemiasis in honey bees [58][135]. Overall, antibiotic, immunosuppressive, antitumor
  • and antiangiogenic properties have been attributed to fumagillin [129][136][137][138][139][140]. Specific antibiotic activities were demonstrated against the pathogen Entamoeba histolytica and later against eukaryotic parasites such as Trypanosoma and Plasmodium the causative agent of malaria [141
  • treatment [75][164]. Helvolic acid Helvolic acid (HA) (23) is a fusidane-type antibiotic that belongs to the triterpenoid class of secondary metabolites. Originally, it was discovered from A. fumigatus but later several other members of the sub phylum Pezizomycotina were also found to be HA producers [165
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Published 28 Jul 2021

Sustainable manganese catalysis for late-stage C–H functionalization of bioactive structural motifs

  • Jongwoo Son

Beilstein J. Org. Chem. 2021, 17, 1733–1751, doi:10.3762/bjoc.17.122

Graphical Abstract
  • candidates with tailored physical and biological properties [47]. For example, ampicillin, an analogue of benzylpenicillin (penicillin G), also used as an antibiotic, contains an amine group at the benzylic position [48]. Likewise, other commercially available small-molecule drugs, such as Plavix
  • ® (antiplatelet), Gleevec® (anticancer), and augmentin (antibiotic), also contain the benzylic amine motif. Therefore, C–H amination is synthetically important for the diversification of biologically active molecules. Transition metal catalysis has set the stage for C–H amination processes in organic syntheses
  • late-stage methylation of complex drug derivatives, such as of indoprofen (anti-inflammatory), tedizolid (antibiotic), and celecoxib (anti-inflammatory), successfully delivered methylated drug candidates 22f–h, respectively. In addition, methylation of proline-containing multipeptides was achieved via
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Published 26 Jul 2021

Chemical approaches to discover the full potential of peptide nucleic acids in biomedical applications

  • Nikita Brodyagin,
  • Martins Katkevics,
  • Venubabu Kotikam,
  • Christopher A. Ryan and
  • Eriks Rozners

Beilstein J. Org. Chem. 2021, 17, 1641–1688, doi:10.3762/bjoc.17.116

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Published 19 Jul 2021

Iodine-catalyzed electrophilic substitution of indoles: Synthesis of (un)symmetrical diindolylmethanes with a quaternary carbon center

  • Thanigaimalai Pillaiyar,
  • Masoud Sedaghati,
  • Andhika B. Mahardhika,
  • Lukas L. Wendt and
  • Christa E. Müller

Beilstein J. Org. Chem. 2021, 17, 1464–1475, doi:10.3762/bjoc.17.102

Graphical Abstract
  • treatment of prostate cancer [16] and showed promise for the treatment of cervical dysplasia [17]. The related trisindoline (II) was reported to possess antibiotic activity [18], while DIM derivatives III and IV also showed anticancer activities (Figure 1). Owing to their exciting biological activities, DIM
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Published 18 Jun 2021

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

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Published 08 Jun 2021

Analogs of the carotane antibiotic fulvoferruginin from submerged cultures of a Thai Marasmius sp.

  • Birthe Sandargo,
  • Leon Kaysan,
  • Rémy B. Teponno,
  • Christian Richter,
  • Benjarong Thongbai,
  • Frank Surup and
  • Marc Stadler

Beilstein J. Org. Chem. 2021, 17, 1385–1391, doi:10.3762/bjoc.17.97

Graphical Abstract
  • antibiotic fulvoferruginin (1), fulvoferruginins B–F (2–6). The structures of these sesquiterpenoids were elucidated using HRESIMS, 1D and 2D NMR, as well as CD spectroscopy. Assessing the bioactivity, fulvoferruginin emerged as a potent cytotoxic agent of potential pharmaceutical interest. Keywords
  • Marasmius spp. include the cryptoporic acids [4], marasmals, marasmones, and oreadones [5][6], the caryophyllane hebelophyllene C [7], and the carotane fulvoferruginin (1) [8] (Figure 1). The latter is the only known secondary metabolite from M. fulvoferrugineus Gilliam and displays a modest antibiotic and
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Published 04 Jun 2021

Icilio Guareschi and his amazing “1897 reaction”

  • Gian Cesare Tron,
  • Alberto Minassi,
  • Giovanni Sorba,
  • Mara Fausone and
  • Giovanni Appendino

Beilstein J. Org. Chem. 2021, 17, 1335–1351, doi:10.3762/bjoc.17.93

Graphical Abstract
  • Academy and is of great relevance to chemistry, being where, downtown the capital of the Kingdom of Sardinia (sic!), Ascanio Sobrero synthesized nitroglycerin in 1849 [24] and where Bartolomeo Gosio (1863–1944) reported the purification of the first antibiotic (mycophenolic acid) in 1899 [27]. Guareschi
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Published 25 May 2021

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

  • Guido Gambacorta,
  • James S. Sharley and
  • Ian R. Baxendale

Beilstein J. Org. Chem. 2021, 17, 1181–1312, doi:10.3762/bjoc.17.90

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Published 18 May 2021

N-tert-Butanesulfinyl imines in the asymmetric synthesis of nitrogen-containing heterocycles

  • Joseane A. Mendes,
  • Paulo R. R. Costa,
  • Miguel Yus,
  • Francisco Foubelo and
  • Camilla D. Buarque

Beilstein J. Org. Chem. 2021, 17, 1096–1140, doi:10.3762/bjoc.17.86

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  • piperidine alkaloids isolated from fire ants (Solenopsis) and display hemolytic, insecticide and antibiotic properties. A straightforward synthesis of these natural products from a common imine intermediate was reported by Medjahdi et
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Published 12 May 2021

Beyond ribose and phosphate: Selected nucleic acid modifications for structure–function investigations and therapeutic applications

  • Christopher Liczner,
  • Kieran Duke,
  • Gabrielle Juneau,
  • Martin Egli and
  • Christopher J. Wilds

Beilstein J. Org. Chem. 2021, 17, 908–931, doi:10.3762/bjoc.17.76

Graphical Abstract
  • natural antibiotic nucleocidin [203][205]. Damha reasoned that the incorporation of fluorine at both C2' and C4' could lead to a stable nucleoside due to the glycosidic bond stabilization brought about by 2'-fluorination [206] which turned out to be correct after successful isolation of both 2',4'-diF-rU
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Published 28 Apr 2021

Microwave-assisted multicomponent reactions in heterocyclic chemistry and mechanistic aspects

  • Shivani Gulati,
  • Stephy Elza John and
  • Nagula Shankaraiah

Beilstein J. Org. Chem. 2021, 17, 819–865, doi:10.3762/bjoc.17.71

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Published 19 Apr 2021

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

Graphical Abstract
  • mechanisms [1] in microorganisms ultimately leading to the initiation of antibiotic resistance and survival of the microorganisms [2]. In case of Gram-negative pathogenic bacteria, production of β-lactamases [3] is the main arsenal of these microorganisms against antibiotics. The number of β-lactamases is
  • therapy employs the combination of an existing antibiotic with a β-lactamase inhibitor (BLI). A few of BLI/BL combinations have been approved [6] so far for clinical applications by different countries, clavulanic acid/amoxicillin (augmentin) [7][8][9] being the first one, while others are in clinical
  • passing through phase I and phase III clinical trials [6][25] in combination with different types of β-lactams. These multidrug combinations have shown promise for future antibiotic regime and drug development based on non-β-lactam inhibitors. Nonetheless, a partial loss of activity has been reported in
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Published 12 Mar 2021

Stereoselective syntheses of 3-aminocyclooctanetriols and halocyclooctanetriols

  • Emine Salamci and
  • Yunus Zozik

Beilstein J. Org. Chem. 2021, 17, 705–710, doi:10.3762/bjoc.17.59

Graphical Abstract
  • replacement of one of the hydroxy groups with an amino group. Many aminocyclitols and their derivatives have been found to possess antibiotic properties, such as validamycins (1) [16]. Validamycin A (1) contains two aminocyclitol units, the one is valienamine (2) and the other is validamine (3, Figure 1). One
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Published 11 Mar 2021

Synthetic strategies of phosphonodepsipeptides

  • Jiaxi Xu

Beilstein J. Org. Chem. 2021, 17, 461–484, doi:10.3762/bjoc.17.41

Graphical Abstract
  • depsidipeptide ᴅ-Ala-ᴅ-Lac was a new antibiotic strategy. In this regard, the phosphonodepsipeptide hapten 127 was designed to induce the antibody. First, N-Boc-(S)-1-aminoethylphosphinic acid (122) was coupled with benzyl alcohol in the presence of DCC as the coupling reagent, affording the benzyl N-Boc-1
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Published 16 Feb 2021
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