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Search for "antibiotics" in Full Text gives 200 result(s) in Beilstein Journal of Organic Chemistry.

A new analog of dihydroxybenzoic acid from Saccharopolyspora sp. KR21-0001

  • Rattiya Janthanom,
  • Yuta Kikuchi,
  • Hiroki Kanto,
  • Tomoyasu Hirose,
  • Arisu Tahara,
  • Takahiro Ishii,
  • Arinthip Thamchaipenet and
  • Yuki Inahashi

Beilstein J. Org. Chem. 2024, 20, 497–503, doi:10.3762/bjoc.20.44

Graphical Abstract
  • Actinomycetes are well-known as the main producers of bioactive compounds such as antibiotics, anticancers, and immunosuppressants. Screening of natural products from actinomycetes has been an essential part of several drug discovery programs. Finding such novel biologically active metabolites is immensely
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Published 29 Feb 2024

Development of a chemical scaffold for inhibiting nonribosomal peptide synthetases in live bacterial cells

  • Fumihiro Ishikawa,
  • Sho Konno,
  • Hideaki Kakeya and
  • Genzoh Tanabe

Beilstein J. Org. Chem. 2024, 20, 445–451, doi:10.3762/bjoc.20.39

Graphical Abstract
  • ; Introduction Nonribosomal peptides (NRPs) exhibit various biological activities and have been used as therapeutic agents, such as antibiotics, anticancer agents, and immunosuppressants [1]. Additionally, NRPs function as virulence factors, such as siderophores and genotoxins [2]. Therefore, inhibiting their
  • penetrate cells. The application of this new scaffold to NRPS inhibitors involved in the production of virulence factors could thus facilitate the development of new antibiotics. Biosynthesis of gramicidin S. Modules comprise the PCP, A, E, C, and TE domains. PCP, peptidyl carrier protein; A1, ʟ-Phe
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Published 26 Feb 2024

Optimizations of lipid II synthesis: an essential glycolipid precursor in bacterial cell wall synthesis and a validated antibiotic target

  • Milandip Karak,
  • Cian R. Cloonan,
  • Brad R. Baker,
  • Rachel V. K. Cochrane and
  • Stephen A. Cochrane

Beilstein J. Org. Chem. 2024, 20, 220–227, doi:10.3762/bjoc.20.22

Graphical Abstract
  • is synthesized on the inner leaflet of the cytoplasmic membrane, before translocation to the outer leaflet, where it is then used as the monomeric building block of peptidoglycan biosynthesis. Lipid II is a validated antibiotic target for clinically prescribed antibiotics including vancomycin and
  • synthesis. Thus, this strategy holds considerable promise for advancing the synthesis of a diverse range of lipid II analogues, opening avenues for further exploration into their biophysical characteristics, as well as their interactions with antibiotics. Structure of lipid II, with variable positions shown
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Published 06 Feb 2024

Synthetic approach to 2-alkyl-4-quinolones and 2-alkyl-4-quinolone-3-carboxamides based on common β-keto amide precursors

  • Yordanka Mollova-Sapundzhieva,
  • Plamen Angelov,
  • Danail Georgiev and
  • Pavel Yanev

Beilstein J. Org. Chem. 2023, 19, 1804–1810, doi:10.3762/bjoc.19.132

Graphical Abstract
  • great research interest, with many reviews published in the recent years [20][21][22]. Some of the compounds are known to act as antibiotics [23][24][25][26], while others function as quorum-sensing signal molecules which regulate the production and release of virulence factors in bacteria, thus helping
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Published 23 Nov 2023

Secondary metabolites of Diaporthe cameroonensis, isolated from the Cameroonian medicinal plant Trema guineensis

  • Bel Youssouf G. Mountessou,
  • Élodie Gisèle M. Anoumedem,
  • Blondelle M. Kemkuignou,
  • Yasmina Marin-Felix,
  • Frank Surup,
  • Marc Stadler and
  • Simeon F. Kouam

Beilstein J. Org. Chem. 2023, 19, 1555–1561, doi:10.3762/bjoc.19.112

Graphical Abstract
  • ]. Compound 1 is a benzofuranone, structurally related to enalin A and pseudopithonone, isolated from the fungus Verruculina enalia and the marine-derived fungus Pseudopithomyces maydicus, respectively [12][29]. Its core structure is also like actiketal, a new member of the glutarimide antibiotics, previously
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Published 13 Oct 2023

Synthesis and biological evaluation of Argemone mexicana-inspired antimicrobials

  • Jessica Villegas,
  • Bryce C. Ball,
  • Katelyn M. Shouse,
  • Caleb W. VanArragon,
  • Ashley N. Wasserman,
  • Hannah E. Bhakta,
  • Allen G. Oliver,
  • Danielle A. Orozco-Nunnelly and
  • Jeffrey M. Pruet

Beilstein J. Org. Chem. 2023, 19, 1511–1524, doi:10.3762/bjoc.19.108

Graphical Abstract
  • example, is a common opportunistic human pathogen, some strains of which are resistant to multiple antibiotics [3]. Such drug-resistant microbes are especially prevalent in hospital settings, where they are one of the most difficult illnesses to treat [4]. In addition to being a terrestrial cause for
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Published 29 Sep 2023

Two new lanostanoid glycosides isolated from a Kenyan polypore Fomitopsis carnea

  • Winnie Chemutai Sum,
  • Sherif S. Ebada,
  • Didsanutda Gonkhom,
  • Cony Decock,
  • Rémy Bertrand Teponno,
  • Josphat Clement Matasyoh and
  • Marc Stadler

Beilstein J. Org. Chem. 2023, 19, 1161–1169, doi:10.3762/bjoc.19.84

Graphical Abstract
  • between 1930 and 1960 during the ‘golden era’ of antibiotics. Unfortunately, the pace of antibiotic research and development in the face of emerging resistant pathogens has not been kept up, thus raising a big concern for a return to the pre-antibiotic era [1][2]. Recently, the danger posed by previously
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Published 02 Aug 2023

Synthesis of imidazo[4,5-e][1,3]thiazino[2,3-c][1,2,4]triazines via a base-induced rearrangement of functionalized imidazo[4,5-e]thiazolo[2,3-c][1,2,4]triazines

  • Dmitry B. Vinogradov,
  • Alexei N. Izmest’ev,
  • Angelina N. Kravchenko,
  • Yuri A. Strelenko and
  • Galina A. Gazieva

Beilstein J. Org. Chem. 2023, 19, 1047–1054, doi:10.3762/bjoc.19.80

Graphical Abstract
  • -aminocephalosporanic acid (7-ACA), which is a key fragment of broad-spectrum cephalosporin antibiotics [13][14]. Condensed 1,2,4-triazines attract attention of researchers due to their diverse biological activities [15] and also their application as starting materials for the constructing of new heterocyclic systems
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Published 28 Jul 2023

Palladium-catalyzed enantioselective three-component synthesis of α-arylglycine derivatives from glyoxylic acid, sulfonamides and aryltrifluoroborates

  • Bastian Jakob,
  • Nico Schneider,
  • Luca Gengenbach and
  • Georg Manolikakes

Beilstein J. Org. Chem. 2023, 19, 719–726, doi:10.3762/bjoc.19.52

Graphical Abstract
  • several well-known natural products with interesting biological properties, such as the glycopeptide antibiotics vancomycin and teicoplanin [5] or feglymycin [6], a 13mer peptide which contains nine α-arylglycines in its backbone. α-Arylglycine derivatives are used in the production of important drugs
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Published 25 May 2023

Enolates ambushed – asymmetric tandem conjugate addition and subsequent enolate trapping with conventional and less traditional electrophiles

  • Péter Kisszékelyi and
  • Radovan Šebesta

Beilstein J. Org. Chem. 2023, 19, 593–634, doi:10.3762/bjoc.19.44

Graphical Abstract
  • were able to isolate product (+)-214 in good yield (75–85%) and excellent stereoselectivity (>95%) on a multigram scale. Additionally, both stereoisomers are available by simply using the ligand with the opposite stereochemistry. Pleuromutilin-based antibiotics are an essential line of defense in the
  • war against resistant bacteria strains. The tricyclic diterpene fungal metabolite (+)-pleuromutilin was isolated in 1951 [104]. Since then it has served as a starting point for developing new antibiotics, including semisynthetic derivatives effective against Gram-positive or even both types of
  • -acquired bacterial pneumonia. Herzon et al. have demonstrated the modular synthesis of various pleuromutilins and created the foundation for the development of novel antibiotics against complicated infections. The key stereochemical information was usually introduced by a stereoselective tandem Cu
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Published 04 May 2023

Strategies to access the [5-8] bicyclic core encountered in the sesquiterpene, diterpene and sesterterpene series

  • Cécile Alleman,
  • Charlène Gadais,
  • Laurent Legentil and
  • François-Hugues Porée

Beilstein J. Org. Chem. 2023, 19, 245–281, doi:10.3762/bjoc.19.23

Graphical Abstract
  • delivered cyclooctene 81, an advanced intermediate in the synthesis of (±)-asteriscanolide (2). Pleuromutilin (1) is the flagship representative of a recent class of antibiotics which displays a propellane-like structure (Scheme 14) [41][42][43][44]. Indeed, these compounds possess a compact tricyclic
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Published 03 Mar 2023

Combining the best of both worlds: radical-based divergent total synthesis

  • Kyriaki Gennaiou,
  • Antonios Kelesidis,
  • Maria Kourgiantaki and
  • Alexandros L. Zografos

Beilstein J. Org. Chem. 2023, 19, 1–26, doi:10.3762/bjoc.19.1

Graphical Abstract
  • maydis in 2014 and were reported to possess antibacterial activity against a small panel of both gram-positive and -negative bacteria [89][90]. Interestingly, their chemical structure bears no resemblance to recognize antibiotics and their mechanism of action remains unknown. Based on the knowledge
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Published 02 Jan 2023

Digyalipopeptide A, an antiparasitic cyclic peptide from the Ghanaian Bacillus sp. strain DE2B

  • Adwoa P. Nartey,
  • Aboagye K. Dofuor,
  • Kofi B. A. Owusu,
  • Anil S. Camas,
  • Hai Deng,
  • Marcel Jaspars and
  • Kwaku Kyeremeh

Beilstein J. Org. Chem. 2022, 18, 1763–1771, doi:10.3762/bjoc.18.185

Graphical Abstract
  • proven to be of clinical, health, industrial research and agrochemical importance [7][8][9][10][11][12]. Interestingly, the resistance of Bacillus spores to heat, radiation, and disinfection coupled with an inherent biosynthetic potential that enables them to grow even in the presence of antibiotics such
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Published 28 Dec 2022

Navigating and expanding the roadmap of natural product genome mining tools

  • Friederike Biermann,
  • Sebastian L. Wenski and
  • Eric J. N. Helfrich

Beilstein J. Org. Chem. 2022, 18, 1656–1671, doi:10.3762/bjoc.18.178

Graphical Abstract
  • ., bongkrekic acid (4) [11]), antibacterial (e.g., vancomycin (5) [12]) or antifungal compounds (e.g., amphotericin B (6) [13]) (Figure 1). The identification of almost all clinically relevant antibiotics using bioactivity-guided fractionation approaches long before the beginning of the post-genomic era
  • ). Moreover, since these assembly line-like pathways follow the same biosynthetic principle, they often form hybrids with other biosynthetic assembly line-like pathways [21]. Prominent examples of the usage of pHMMs are the original algorithm of the antibiotics & Secondary Metabolite Analysis Shell (antiSMASH
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Published 06 Dec 2022

Efficient synthesis of aziridinecyclooctanediol and 3-aminocyclooctanetriol

  • Emine Salamci and
  • Ayse Kilic Lafzi

Beilstein J. Org. Chem. 2022, 18, 1539–1543, doi:10.3762/bjoc.18.163

Graphical Abstract
  • ]. Furthermore, aziridine derivatives are valuable precursors for the synthesis of aminocyclitols, which can be found in nature in several families of natural and clinically important antibiotics [10]. Aminocyclitols containing the amino alcohol motif are important structural components for modifying bioactive
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Published 11 Nov 2022

On drug discovery against infectious diseases and academic medicinal chemistry contributions

  • Yves L. Janin

Beilstein J. Org. Chem. 2022, 18, 1355–1378, doi:10.3762/bjoc.18.141

Graphical Abstract
  • issue in this regard as a major portion of published data will have to be filtered out before such methods starts to make some tangible headways [57]. For instance, a recent “deep-learning” search for new antibiotics came out with the finding that halicin (1) depicted in Figure 1 was, as many nitro
  • but way better (rescaffolded?) inhibitors which would have taken the market 10–15 years later. The following is an attempt to illustrate the issues encountered in this second stage with a review of the new antibiotics discovered which are, or about to be, used in human medicine. In 2007, the
  • antibacterial research department of GSK reported the results of their genome-driven seven-year long quest for original antibiotics. This target-based approach actually failed although 300 bacterial genes had been considered and 70 high-throughput screening campaigns, focusing on the corresponding proteins, had
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Published 29 Sep 2022

Synthesis of tryptophan-dehydrobutyrine diketopiperazine and biological activity of hangtaimycin and its co-metabolites

  • Houchao Xu,
  • Anne Wochele,
  • Minghe Luo,
  • Gregor Schnakenburg,
  • Yuhui Sun,
  • Heike Brötz-Oesterhelt and
  • Jeroen S. Dickschat

Beilstein J. Org. Chem. 2022, 18, 1159–1165, doi:10.3762/bjoc.18.120

Graphical Abstract
  • hangtaimycin, TDD and the hangtaimycin degradation product HTM222 are given. Keywords: antibiotics; enantioselective synthesis; peptides; racemisation; Streptomyces; Introduction Hangtaimycin (1, Scheme 1) was first isolated from Streptomyces spectabilis and shown to possess weak antimicrobial activity
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Published 07 Sep 2022

Anti-inflammatory aromadendrane- and cadinane-type sesquiterpenoids from the South China Sea sponge Acanthella cavernosa

  • Shou-Mao Shen,
  • Qing Yang,
  • Yi Zang,
  • Jia Li,
  • Xueting Liu and
  • Yue-Wei Guo

Beilstein J. Org. Chem. 2022, 18, 916–925, doi:10.3762/bjoc.18.91

Graphical Abstract
  • purchased from American Type Culture Collection (ATCC, Manassas, VA, USA). RAW264.7 cells were cultured in DMEM (Dulbecco’s modified Eagle medium) supplemented with 10% fetal bovine serum, antibiotics (100 U/mL penicillin and 100 U/mL streptomycin), and maintained at 37 °C in a humidified incubator of 5
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Published 25 Jul 2022

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

Graphical Abstract
  • the development of multidrug resistant bacteria due to excessive use of antibiotics [2][4]. Heterocyclic compounds are the key components for drug design and synthesis. Among them, 1,3,4-oxadiazole derivatives are attractive and have been investigated for decades. This is due to their promising
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Published 31 May 2022

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 bio-orthogonal chemistry). Our method could also find potential applications in the production of important 3,4,5-trisubstituted isoxazoles, such as the precursors of many β-lactamase-resistant antibiotics like oxacillin, cloxacillin, dicloxacillin, and flucloxacillin (Figure 9), which share a
  • plausible mechanism for the formation of the 3,4,5-trisubstituted isoxazoles 3 in the presence of DIPEA in polar solvents like water or methanol. Structures of β-lactamase-resistant antibiotics oxacillin, cloxacillin, dicloxacillin, and flucloxacillin. Optimization of the reaction conditions for the
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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
  • pharmaceutical substances [1][2][3]. This class includes for instance oxazolidine-type antibiotics [3], e.g., linezolid (1) [4] (sold under the trade name Zyvox® (Figure 1) or tedizolid [5] (sold under the trade name Sivextro®), and the anticoagulant rivaroxaban (2) [6][7] (Figure 1), a member of DOACs (direct
  • -2-one antibiotics only the S-enantiomers are able to block bacterial ribosomes, which leads to the prevention of translation processes in bacteria [9][10]. With regards to these facts, a high enantiomeric purity is one of the fundamental requirements in the production of such pharmaceutical
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Published 14 Apr 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
  • -dienoyl motif in 3 is seen in many antibiotics but that with a C10 chain length is only precedented by manumycin C [29], TMC-1 C [30], and phialomustins [26] (Figure 7). In the family Micromonosporaceae, a strain belonging to the genus Plantactinospora is known to produce U-62162, a manumycin-type
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Published 16 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
  • sustained-release ability of drug molecules [31][33][34]. However, previous studies rarely reported the interaction between Q[8] and antibiotics, and did not explore the effect of Q[8] on antibacterial activity of antibiotics. Herein, Q[8] was selected as the host and the host–guest interaction between Q[8
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Published 03 Dec 2021

Biological properties and conformational studies of amphiphilic Pd(II) and Ni(II) complexes bearing functionalized aroylaminocarbo-N-thioylpyrrolinate units

  • Samet Poyraz,
  • Samet Belveren,
  • Sabriye Aydınoğlu,
  • Mahmut Ulger,
  • Abel de Cózar,
  • Maria de Gracia Retamosa,
  • Jose M. Sansano and
  • H. Ali Döndaş

Beilstein J. Org. Chem. 2021, 17, 2812–2821, doi:10.3762/bjoc.17.192

Graphical Abstract
  • then, 250–0.12 μg/mL final concentration ranges of the compounds were obtained. In each anti-TB activity determination, a sterility control (without H37Rv working solution) and a growth control (containing no antibiotics) were included in each plate. Effects of DMSO were controlled by inoculated broth
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Published 02 Dec 2021

Recent advances in organocatalytic asymmetric aza-Michael reactions of amines and amides

  • Pratibha Sharma,
  • Raakhi Gupta and
  • Raj K. Bansal

Beilstein J. Org. Chem. 2021, 17, 2585–2610, doi:10.3762/bjoc.17.173

Graphical Abstract
  • as an important synthetic strategy for the preparation of a large variety of β-amino carbonyl and similar motifs which are present in many bioactive natural products [8][9], antibiotics [10][11][12] and chiral auxiliaries [13][14][15]. However, the reaction of many nitrogen-nucleophiles, such as
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Published 18 Oct 2021
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