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Search for "inhibition" in Full Text gives 548 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Chemical and biosynthetic potential of Penicillium shentong XL-F41

  • Ran Zou,
  • Xin Li,
  • Xiaochen Chen,
  • Yue-Wei Guo and
  • Baofu Xu

Beilstein J. Org. Chem. 2024, 20, 597–606, doi:10.3762/bjoc.20.52

Graphical Abstract
  • over 260 secondary metabolites from Penicillium [5], exhibiting not only antibacterial and anticancer activities but also potent antioxidant properties, inhibition of GSK-3β and α-glucosidase activities, and interaction with the pregnane X receptor (PXR). These compounds are categorized into
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Published 15 Mar 2024

A myo-inositol dehydrogenase involved in aminocyclitol biosynthesis of hygromycin A

  • Michael O. Akintubosun and
  • Melanie A. Higgins

Beilstein J. Org. Chem. 2024, 20, 589–596, doi:10.3762/bjoc.20.51

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  • peptidyl transferase activity while the furanose group does not appear to be important for target inhibition [6][7]. In addition, hygromycin A contains a unique methylenedioxy group found on the aminocyclitol that is not required for ribosome interaction and in vitro inhibition [8]. Instead, it is
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Published 14 Mar 2024

Recent developments in the engineered biosynthesis of fungal meroterpenoids

  • Zhiyang Quan and
  • Takayoshi Awakawa

Beilstein J. Org. Chem. 2024, 20, 578–588, doi:10.3762/bjoc.20.50

Graphical Abstract
  • the IMP dehydrogenase involved in inosinic acid metabolism [2]; ascofuranone (Figure 1, 2), which exhibits antiparasitic activity by selectively inhibiting the oxidase of Plasmodium trypanosoma [3]; and pyripyropene (Figure 1, 3), which displays hyperlipidemia treatment activity through the inhibition
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Published 13 Mar 2024

Synthesis and biological profile of 2,3-dihydro[1,3]thiazolo[4,5-b]pyridines, a novel class of acyl-ACP thioesterase inhibitors

  • Jens Frackenpohl,
  • David M. Barber,
  • Guido Bojack,
  • Birgit Bollenbach-Wahl,
  • Ralf Braun,
  • Rahel Getachew,
  • Sabine Hohmann,
  • Kwang-Yoon Ko,
  • Karoline Kurowski,
  • Bernd Laber,
  • Rebecca L. Mattison,
  • Thomas Müller,
  • Anna M. Reingruber,
  • Dirk Schmutzler and
  • Andrea Svejda

Beilstein J. Org. Chem. 2024, 20, 540–551, doi:10.3762/bjoc.20.46

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  • show good acyl-ACP thioesterase inhibition in line with strong herbicidal activity against commercially important weeds in broadacre crops, e.g., wheat and corn. The desired substituted 2,3-dihydro[1,3]thiazolo[4,5-b]pyridines were prepared via an optimized BH3-mediated reduction involving tris
  • to the inhibition of FAT [10]. In search for further chemical entities that can control resistant weed species via the inhibition of FAT, we were interested in exploring a compound class containing a 1,8-naphthyridine core that was first reported by BASF, e.g., compound 4 [11]. In contrast to
  • ]pyridines that showed promising inhibition of the plant-specific enzyme FAT, we explored the selective late-stage conversion into the corresponding 2,3-dihydro[1,3]thiazolo[4,5-b]pyridines via different reduction methods. Noteworthy, substituted 2,3-dihydro[1,3]thiazolo[4,5-b]pyridines had remained almost
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Published 01 Mar 2024

Switchable molecular tweezers: design and applications

  • Pablo Msellem,
  • Maksym Dekthiarenko,
  • Nihal Hadj Seyd and
  • Guillaume Vives

Beilstein J. Org. Chem. 2024, 20, 504–539, doi:10.3762/bjoc.20.45

Graphical Abstract
  • increase was observed upon closing due to the spatial proximity in the cavity between the two substrates. In contrast, the open tweezers showed a higher rate for the acetylation of meta and para substrates as a result of substrate inhibition of the closed cavity. These tweezers constitute a remarkable
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Published 01 Mar 2024

Ligand effects, solvent cooperation, and large kinetic solvent deuterium isotope effects in gold(I)-catalyzed intramolecular alkene hydroamination

  • Ruichen Lan,
  • Brock Yager,
  • Yoonsun Jee,
  • Cynthia S. Day and
  • Amanda C. Jones

Beilstein J. Org. Chem. 2024, 20, 479–496, doi:10.3762/bjoc.20.43

Graphical Abstract
  • other in the NMR spectrum. Although we observed reaction inhibition in a number of instances with [JPhosAu(NCCH3)]SbF6 we have never yet observed the formation of this byproduct. On the one hand, this is a testament to the high stability of gold supported by JPhos, on the other hand, it suggests as yet
  • ; more basic carbonyls react faster and undergo N–H/D exchange faster in the presence of gold suggesting gold nucleophile interactions drive reactivity. • Rate inhibition is observed at the highest concentrations of urea 1a and amide 1b; the increasing basicity would slow down any acid mediated processes
  • additive impact on rate of 1a → 3a depending upon catalyst and co-solvent. The data for JPhosAu(NCCH3)SbF6 with MeOH in DCM (▲) is reproduced in Figure 2. (The reaction with catalyst 5 and water in MeOH is not shown but displays similar inhibition). Error bars are from linear least squares analysis of raw
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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

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  • University, Sakyo, Kyoto 606-8501, Japan 10.3762/bjoc.20.39 Abstract The adenylation (A) domain is essential for non-ribosomal peptide synthetases (NRPSs), which synthesize various peptide-based natural products, including virulence factors, such as siderophores and genotoxins. Hence, the inhibition of A
  • of the enterobactin synthetase EntF with Sal-AMS-BPyne requires carbonyl cyanide m-chlorophenylhydrazone, which collapses the proton motive force used in most efflux pumps [17]. Under the same conditions, the competitive inhibition of labeling using excess Sal-AMS is not observed, suggesting that the
  • compound to retain its binding affinity and cell permeability. Overall, these results indicate that a 2′-OH modification with a cyanomethyl group represents a useful AMS scaffold for intracellular NRPS inhibition. Conclusion In this study, we investigated the effect of a 2′-OH modification in an AMS
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Published 26 Feb 2024

Elucidating the glycan-binding specificity and structure of Cucumis melo agglutinin, a new R-type lectin

  • Jon Lundstrøm,
  • Emilie Gillon,
  • Valérie Chazalet,
  • Nicole Kerekes,
  • Antonio Di Maio,
  • Ten Feizi,
  • Yan Liu,
  • Annabelle Varrot and
  • Daniel Bojar

Beilstein J. Org. Chem. 2024, 20, 306–320, doi:10.3762/bjoc.20.31

Graphical Abstract
  • kinetics allowed us to derive an IC50 of 1.4 µM (Figure S2a,b; Supporting Information File 2). No inhibition was observed with chondroitin 6-sulfate tetrasaccharide (CSC), and only very weak inhibition for BGHT2 but no IC50 could be determined as we could not increase the concentration to reach the plateau
  • galactose that is preferentially presented in a β-configuration, enables it to bind to a range of biologically relevant epitopes, such as LacdiNAc, Sda, blood group H, and chondroitin sulfate motifs. Further, the inhibition of binding by the presence of Lewis antigen motifs additionally narrows it binding
  • 10 µL/min. Surfaces were regenerated with 30 s injections of 50 mM NaOH and 1 M NaCl. IC50 was measured using the response at equilibrium for each concentration of competitive sugar that were translated in percentage of inhibition, then plotted against the molar concentration of competitive sugar
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Published 19 Feb 2024
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  • . In particular, the powders of 19 exhibited photoluminescence in the near-infrared (NIR) region centered at 865 nm, with a long tail extending up to 1,550 nm. This enhancement in photoluminescence can be attributed to the restriction of molecular motion, resulting in the inhibition of nonradiative
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Published 22 Jan 2024

Photoinduced in situ generation of DNA-targeting ligands: DNA-binding and DNA-photodamaging properties of benzo[c]quinolizinium ions

  • Julika Schlosser,
  • Olga Fedorova,
  • Yuri Fedorov and
  • Heiko Ihmels

Beilstein J. Org. Chem. 2024, 20, 101–117, doi:10.3762/bjoc.20.11

Graphical Abstract
  • decrease of the cleavage to 17%. It has to be noted, however, that an inhibition of DNA cleavage in the presence of NaN3 may also be induced by direct deactivation of the excited photosensitizer by the azide and not only from quenching of singlet oxygen [83]. Similar, seemingly contradictory effects of D2O
  • and NaN3 on the photoinduced DNA cleavage were observed with other photosensitizers [84][85]. In addition, it has been reported that a relative large excess of NaN3 is required to detect an efficient inhibition of DNA-photocleavage [86]. Overall, these results as well as the efficient photocleavage
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Published 18 Jan 2024

Cycloaddition reactions of heterocyclic azides with 2-cyanoacetamidines as a new route to C,N-diheteroarylcarbamidines

  • Pavel S. Silaichev,
  • Tetyana V. Beryozkina,
  • Vsevolod V. Melekhin,
  • Valeriy O. Filimonov,
  • Andrey N. Maslivets,
  • Vladimir G. Ilkin,
  • Wim Dehaen and
  • Vasiliy A. Bakulev

Beilstein J. Org. Chem. 2024, 20, 17–24, doi:10.3762/bjoc.20.3

Graphical Abstract
  • cells within the concentration range. This indicates the low cytotoxicity of these compounds. Meanwhile, compounds 3m,l are characterized by a borderline inhibition of cell culture viability. Attention is drawn to the increased toxic effect of 3m on cells of tumor origin, in comparison with normal human
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Published 05 Jan 2024

Anion–π catalysis on carbon allotropes

  • M. Ángeles Gutiérrez López,
  • Mei-Ling Tan,
  • Giacomo Renno,
  • Augustina Jozeliūnaitė,
  • J. Jonathan Nué-Martinez,
  • Javier Lopez-Andarias,
  • Naomi Sakai and
  • Stefan Matile

Beilstein J. Org. Chem. 2023, 19, 1881–1894, doi:10.3762/bjoc.19.140

Graphical Abstract
  • increase in polarizability from SWCNTs 2 to MWCNTs 3 (Figure 1). Compared to fullerene monomers and dimers, this activity cannot be overestimated because MWCNTs operate in suspension rather than solution, that is as formal heterogenous rather than homogenous catalysts. Inhibition of the covalently modified
  • . Increasing inhibition with the π basicity of the inhibitor was consistent with powerful anion–π interactions accessible on MWCNTs for efficient anion–π catalysis. Like in the fullerene series, elongation of the tether in 57 decreased catalytic activity to still important A/D57/23 = 5.0, presumably due to
  • with the fully rigid and tight tether, small differences in local environment turned an advantageous match with the most convex surface of fullerene 21 into a slight mismatch with MWCNTs 59. However, activities remained high and inhibition with inhibitor 51 in formal complex 60 was with A/D60/23 = 3.3
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Published 12 Dec 2023

N-Boc-α-diazo glutarimide as efficient reagent for assembling N-heterocycle-glutarimide diads via Rh(II)-catalyzed N–H insertion reaction

  • Grigory Kantin,
  • Pavel Golubev,
  • Alexander Sapegin,
  • Alexander Bunev and
  • Dmitry Dar’in

Beilstein J. Org. Chem. 2023, 19, 1841–1848, doi:10.3762/bjoc.19.136

Graphical Abstract
  • ubiquitin-proteasome degradation system, it has been achieved to approach previously considered undruggable targets and conceive remedies for drug-resistant targets [4]. The given TPD's benefit over traditional inhibition; numerous proteins have been set for proteasomal degradation by transmuting accessible
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Published 07 Dec 2023

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
  • avicennae [18]. Inhibition of hepatitis C virus replication by 2-nonyl-4-quinolone, isolated from Ruta angustifolia leaves, has also been reported [19]. Another significant group of natural 4-quinolones are those of microbial origin. The function of these compounds in the microbial world is a matter of
  • . Among the novel compounds, only compounds 4d and 4e gave inhibition zones of more than 20 mm and were further analyzed to determine their minimum inhibitory concentrations (MIC) by serial broth dilutions [72]. The MICs measured for 4d and 4e were ≤6.25 µg/mL and ≤3.12 µg/mL, respectively, with a MIC
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Published 23 Nov 2023

Synthesis of 5-arylidenerhodanines in L-proline-based deep eutectic solvent

  • Stéphanie Hesse

Beilstein J. Org. Chem. 2023, 19, 1537–1544, doi:10.3762/bjoc.19.110

Graphical Abstract
  • with an OH group at position 2 and a methoxy substituent at position 5 was slightly more potent with 41.6% inhibition. Compounds without a OH group (like 3f–h) presented as expected a weak scavenging activity. Conclusion 5-Arylidenerhodanines were successfully synthesized in an ʟ-proline-based deep
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Published 04 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
  • often attributed to high binding affinity to DNA, interference with protein biosynthesis, induction of membrane leakage, and affecting GTPase activity in bacteria cell division [12][13][14][15]. Recent reports have also pointed to inhibition of the ‘filamenting temperature-sensitive mutant Z’ (FtsZ
  • ]. Similar to berberine, results have demonstrated that the antibacterial activity of chelerythrine can be tied to DNA intercalation and disruption to cell membrane permeability [11][24]. One particular mechanism of action noted for chelerythrine’s antitumor bioactivity is through the inhibition of protein
  • inhibition in millimeters. An overall summary of the various plant extracts against the complete set of 12 microbes is displayed in Figure 1. Our synthetic work began with the construction of the berberine derivatives. Several synthetic routes to berberine have been reported [28][30][33][34], but by far the
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Published 29 Sep 2023

Synthesis of ether lipids: natural compounds and analogues

  • Marco Antônio G. B. Gomes,
  • Alicia Bauduin,
  • Chloé Le Roux,
  • Romain Fouinneteau,
  • Wilfried Berthe,
  • Mathieu Berchel,
  • Hélène Couthon and
  • Paul-Alain Jaffrès

Beilstein J. Org. Chem. 2023, 19, 1299–1369, doi:10.3762/bjoc.19.96

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Published 08 Sep 2023

Photoredox catalysis harvesting multiple photon or electrochemical energies

  • Mattia Lepori,
  • Simon Schmid and
  • Joshua P. Barham

Beilstein J. Org. Chem. 2023, 19, 1055–1145, doi:10.3762/bjoc.19.81

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Published 28 Jul 2023

Five new sesquiterpenoids from agarwood of Aquilaria sinensis

  • Hong Zhou,
  • Xu-Yang Li,
  • Hong-Bin Fang,
  • He-Zhong Jiang and
  • Yong-Xian Cheng

Beilstein J. Org. Chem. 2023, 19, 998–1007, doi:10.3762/bjoc.19.75

Graphical Abstract
  • inhibition [8], anti-inflammatory [10], antiasthmatic [11], antidiabetic [12], and antioxidant [13] activities, have been reported for agarwood extracts [14][15]. Our group recently reported five structurally intriguing and biologically active sesquiterpene dimers [16], which attracted our interest to gain
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Published 30 Jun 2023

Intermediates and shunt products of massiliachelin biosynthesis in Massilia sp. NR 4-1

  • Till Steinmetz,
  • Blaise Kimbadi Lombe and
  • Markus Nett

Beilstein J. Org. Chem. 2023, 19, 909–917, doi:10.3762/bjoc.19.69

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  • ). The filter paper method was used to determine the inhibition zone diameters, which are reported in Supporting Information File 1, Table S1. It turned out that the compounds possess only modest inhibitory activities against B. subtilis. These results are consistent with previous studies [22][23
  • being tested were dissolved in methanol at a concentration of 50 µg/10 µL. Each compound was impregnated onto filter papers at a volume of 10 µL per disc. The inoculated plates were then incubated at 30 °C for 48 hours. The antibacterial activity was evaluated by measuring the zone of inhibition against
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Published 23 Jun 2023

Synthesis of imidazo[1,2-a]pyridine-containing peptidomimetics by tandem of Groebke–Blackburn–Bienaymé and Ugi reactions

  • Oleksandr V. Kolomiiets,
  • Alexander V. Tsygankov,
  • Maryna N. Kornet,
  • Aleksander A. Brazhko,
  • Vladimir I. Musatov and
  • Valentyn A. Chebanov

Beilstein J. Org. Chem. 2023, 19, 727–735, doi:10.3762/bjoc.19.53

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  • structures containing a substituted imidazo[1,2-a]pyridine fragment, such as anticancer [5], antibacterial [6], antifungal [7], antiviral [8], anti-inflammatory [9], antimalarial [10], antiparkinsonian [11] and antituberculous activities [12]. In addition, some derivatives show enzyme inhibition [13] and can
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Published 26 May 2023

Synthesis of medium and large phostams, phostones, and phostines

  • Jiaxi Xu

Beilstein J. Org. Chem. 2023, 19, 687–699, doi:10.3762/bjoc.19.50

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  • efficient inhibitors of matrix metalloproteinases MMP-1, MMP-3, and MMP-9 with IC50 values varied from 5.0 nM to 10.0 μM. They are more efficient against MMP-3 and MMP-9 than against MMP-1. Phostams 5 and 6 show higher inhibition activities than 9 and 10 [23]. RCM is also an efficient strategy for the
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Published 15 May 2023

Cassane diterpenoids with α-glucosidase inhibitory activity from the fruits of Pterolobium macropterum

  • Sarot Cheenpracha,
  • Ratchanaporn Chokchaisiri,
  • Lucksagoon Ganranoo,
  • Sareeya Bureekaew,
  • Thunwadee Limtharakul and
  • Surat Laphookhieo

Beilstein J. Org. Chem. 2023, 19, 658–665, doi:10.3762/bjoc.19.47

Graphical Abstract
  • common metabolic disease that affects how the body uses blood glucose. In 2021, 537 million patients suffered from diabetes worldwide, and the number is feared to increase to 783 million in 2045 [1]. Type 2 diabetes account for the majority of the cases [2]. Currently, inhibition of α-glucosidase, the
  • percent inhibition of activity was calculated as (A0 − A1)/A0 × 100, where A0 is the absorbance of control, and A1 is the absorbance with the sample. Acarbose was used as a standard drug and all experiments were evaluated in triplicate. Chemical structures of 1-3 isolated from P. macropterum. Key 1H,1H
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Published 11 May 2023

pH-Responsive fluorescent supramolecular nanoparticles based on tetraphenylethylene-labelled chitosan and a six-fold carboxylated tribenzotriquinacene

  • Nan Yang,
  • Yi-Yan Zhu,
  • Wei-Xiu Lin,
  • Yi-Long Lu and
  • Wen-Rong Xu

Beilstein J. Org. Chem. 2023, 19, 635–645, doi:10.3762/bjoc.19.45

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  • structures. As shown in Figure 7b, the emission of all CS-TPE in a solution at pH 5.3 was enhanced after the addition of the host TBTQ-C6. This effect can be attributed to the further inhibition of the intramolecular rotation of the phenyl rings of TPE after binding with the host molecule [31]. The
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Published 08 May 2023

Dipeptide analogues of fluorinated aminophosphonic acid sodium salts as moderate competitive inhibitors of cathepsin C

  • Karolina Wątroba,
  • Małgorzata Pawełczak and
  • Marcin Kaźmierczak

Beilstein J. Org. Chem. 2023, 19, 434–439, doi:10.3762/bjoc.19.33

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  • first reported example of the application of fluorinated aminophosphonates in cathepsin C inhibition studies. The new molecules show moderate inhibition of the cathepsin C enzyme, which opens the door to consider them as potential therapeutic agents. Overall, our findings provide a new avenue for the
  • in chemotherapies to support traditional anticancer drugs. Moreover, there is a growing interest in the topic of cathepsin C inhibition, which directly affects serine protease activity [5][6]. Inhibitors of cathepsin C can be cystatins that show activity against a large group of cysteine proteases [7
  • to the corresponding phosphonic acids or their salts is often a necessary step to measure activity in enzyme inhibition bioassays [16][17][18][19][20][21][22]. Therefore, our goal was to determine the best conditions for carrying out the solvolysis reaction of synthesized dipeptide analogues of
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Published 12 Apr 2023
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