Search results

Search for "biological activity" in Full Text gives 468 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Efficient synthesis of dipeptide analogues of α-fluorinated β-aminophosphonates

  • Marcin Kaźmierczak and
  • Henryk Koroniak

Beilstein J. Org. Chem. 2020, 16, 756–762, doi:10.3762/bjoc.16.69

Graphical Abstract
  • organic chemistry in the field of the synthesis of building blocks with a potential biological activity. To date, scientists have developed many nucleophilic fluorinating reagents [17][18][19]. Among others, we can distinguish a family of such chemicals having in their structure a sulfonyl fluoride system
  • with potential biological activity. Experimental General methods 1H NMR, 13C NMR, 19F NMR and 31P NMR spectra were obtained on a Bruker ASCEND 400 (400 MHz) and a Bruker ASCEND 600 (600 MHz) spectrometer. All 2D spectra were recorded on a Bruker ASCEND 600 (600 MHz) spectrometer. 1H NMR chemical shifts
PDF
Album
Supp Info
Full Research Paper
Published 16 Apr 2020

Microwave-assisted efficient and facile synthesis of tetramic acid derivatives via a one-pot post-Ugi cascade reaction

  • Yong Li,
  • Zheng Huang,
  • Jia Xu,
  • Yong Ding,
  • Dian-Yong Tang,
  • Jie Lei,
  • Hong-yu Li,
  • Zhong-Zhu Chen and
  • Zhi-Gang Xu

Beilstein J. Org. Chem. 2020, 16, 663–669, doi:10.3762/bjoc.16.63

Graphical Abstract
  • exhibit a wide range of biological activities, including antibiotic [8], antiviral [9], antifungal [10], phytotoxic [11], cytotoxic [12][13], and enzyme inhibitory activities against bacterial DNA-directed RNA polymerase [14]. The wide range of biological activity and structural variation of this class of
PDF
Album
Supp Info
Letter
Published 09 Apr 2020

Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals

  • Adam Drop,
  • Hubert Wojtasek and
  • Bożena Frąckowiak-Wojtasek

Beilstein J. Org. Chem. 2020, 16, 616–620, doi:10.3762/bjoc.16.57

Graphical Abstract
  • biological activity, thus preventing cross-species attraction [11]. Due to the great economic damage caused by the gypsy moth and the nun moth, many synthetic routes for the preparation of (+)-disparlure (1) have been developed to monitor and control their populations. These methods use various approaches to
  • ensure the required configuration of the asymmetric centers determining the biological activity of this compound. They include the use of naturally occurring chiral substrates, such as ʟ-glutamic acid [13], ʟ-tartaric acid [14][15][16], ᴅ-glucose [17], and sorbitol [18] as starting materials, as well as
PDF
Album
Supp Info
Full Research Paper
Published 03 Apr 2020

Regio- and stereoselective synthesis of new ensembles of diversely functionalized 1,3-thiaselenol-2-ylmethyl selenides by a double rearrangement reaction

  • Svetlana V. Amosova,
  • Andrey A. Filippov,
  • Nataliya A. Makhaeva,
  • Alexander I. Albanov and
  • Vladimir A. Potapov

Beilstein J. Org. Chem. 2020, 16, 515–523, doi:10.3762/bjoc.16.47

Graphical Abstract
  • activity based on affordable and environmentally friendly materials is another important trend in organoselenium chemistry [17]. Reviews on the biological activity of organoselenium compounds reported examples exhibiting high antitumor, antiviral, antimicrobial, and neuroprotective activities [12][18][19
  • ]. Having established the synthesis of heterocycle 4 this unsaturated five-membered S,Se-containing compound was used as a starting material for the synthesis of novel ensembles of selenium heterocycles with promising biological activity. The treatment of 4 with organyl halides resulted in the efficient
  • compound from selenium dihalides was the preparation of 1,4-selenasilafulvenes by cyclization reaction with diethynyldimethylsilane [15][16]. The creation of new methodologies for the synthesis of new classes of organoselenium compounds and especially selenium heterocycles, with promising biological
PDF
Album
Supp Info
Full Research Paper
Published 27 Mar 2020

Two antibacterial and PPARα/γ-agonistic unsaturated keto fatty acids from a coral-associated actinomycete of the genus Micrococcus

  • Amit Raj Sharma,
  • Enjuro Harunari,
  • Naoya Oku,
  • Nobuyasu Matsuura,
  • Agus Trianto and
  • Yasuhiro Igarashi

Beilstein J. Org. Chem. 2020, 16, 297–304, doi:10.3762/bjoc.16.29

Graphical Abstract
  • ; Micrococcus; PPAR; Introduction Marine actinobacteria are considered as a potential source for novel natural products with high structural diversity, unique biological activity, and molecular modes of action beneficial to drug development [1][2][3]. Actinobacteria in marine environments are mostly found in
PDF
Album
Supp Info
Full Research Paper
Published 02 Mar 2020

Ultrasonic-assisted unusual four-component synthesis of 7-azolylamino-4,5,6,7-tetrahydroazolo[1,5-a]pyrimidines

  • Yana I. Sakhno,
  • Maryna V. Murlykina,
  • Oleksandr I. Zbruyev,
  • Anton V. Kozyryev,
  • Svetlana V. Shishkina,
  • Dmytro Sysoiev,
  • Vladimir I. Musatov,
  • Sergey M. Desenko and
  • Valentyn A. Chebanov

Beilstein J. Org. Chem. 2020, 16, 281–289, doi:10.3762/bjoc.16.27

Graphical Abstract
  • "Investigation of structural features of nitrogen containing heterocycles with potential biological activity" (0119U100716). M. Murlykina was supported by the Grant of National Academy of Sciences of Ukraine for young scientists’ research laboratories and groups (0118U100275).
PDF
Album
Supp Info
Full Research Paper
Published 27 Feb 2020

Synthesis and herbicidal activities of aryloxyacetic acid derivatives as HPPD inhibitors

  • Man-Man Wang,
  • Hao Huang,
  • Lei Shu,
  • Jian-Min Liu,
  • Jian-Qiu Zhang,
  • Yi-Le Yan and
  • Da-Yong Zhang

Beilstein J. Org. Chem. 2020, 16, 233–247, doi:10.3762/bjoc.16.25

Graphical Abstract
  • biological activity against AtHPPD. Chemical structures of title compound II, III and their biological activity against AtHPPD. Postemergence crop safety of compounds II3, II4 and II5 (150 g ai/ha). Supporting Information Supporting Information File 76: Additional experimental and analytical data, and NMR
  • spectra of synthesized compounds. Acknowledgments The author thanks Prof. Da-Yong Zhang and Hao Huang for experimental guidance, Zhejiang University Chemical Industry Research Institute for biological activity assay, and National Natural science Foundation of China (30973607, 81172934), "Double First
PDF
Album
Supp Info
Full Research Paper
Published 19 Feb 2020

Synthesis of 4-(2-fluorophenyl)-7-methoxycoumarin: experimental and computational evidence for intramolecular and intermolecular C–F···H–C bonds

  • Vuyisa Mzozoyana,
  • Fanie R. van Heerden and
  • Craig Grimmer

Beilstein J. Org. Chem. 2020, 16, 190–199, doi:10.3762/bjoc.16.22

Graphical Abstract
  • , nitrogen, fluorine) and have been observed to govern the conformational structure of some molecules as well as the alignment of the molecules within a crystal structure [27][28][29]. Moreover, HBs have been reported to play a vital role in a ligand–receptor interaction that determines the biological
  • activity of a molecule. Oxygen and nitrogen have been proven to be good hydrogen-bond acceptors which form strong intermolecular and intramolecular hydrogen bonds, however, fluorine is still denied hydrogen-bond acceptor status by some scientists. There is evidence of the existence of C–F···H interaction
PDF
Album
Supp Info
Full Research Paper
Published 10 Feb 2020

Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin

  • Thomas J. Cogswell,
  • Craig S. Donald and
  • Rodolfo Marquez

Beilstein J. Org. Chem. 2020, 16, 135–139, doi:10.3762/bjoc.16.15

Graphical Abstract
  • significantly lower biological activity compared to the parent compound (IC50 = 942 µM, U251 cell line) [15][16]. However, Pilli and co-workers were able to demonstrate that acylation of aza-goniothalamin 1 yielded analogues such as compound 3 with significantly improved biological profiles (IC50 = 11 µM, U251
PDF
Album
Supp Info
Full Research Paper
Published 28 Jan 2020

Potent hemithioindigo-based antimitotics photocontrol the microtubule cytoskeleton in cellulo

  • Alexander Sailer,
  • Franziska Ermer,
  • Yvonne Kraus,
  • Rebekkah Bingham,
  • Ferdinand H. Lutter,
  • Julia Ahlfeld and
  • Oliver Thorn-Seshold

Beilstein J. Org. Chem. 2020, 16, 125–134, doi:10.3762/bjoc.16.14

Graphical Abstract
  • to assess the biological activity of HITubs in all cellular experiments shown in this work. Since tubulin is a highly conserved protein target critical for survival in all cell types, we expected that, as for other colchicine domain tubulin inhibitors, trends in potency and in photoswitchability of
PDF
Album
Supp Info
Full Research Paper
Published 27 Jan 2020

Reversible photoswitching of the DNA-binding properties of styrylquinolizinium derivatives through photochromic [2 + 2] cycloaddition and cycloreversion

  • Sarah Kölsch,
  • Heiko Ihmels,
  • Jochen Mattay,
  • Norbert Sewald and
  • Brian O. Patrick

Beilstein J. Org. Chem. 2020, 16, 111–124, doi:10.3762/bjoc.16.13

Graphical Abstract
  • ; photodimerization; photoswitches; Introduction The association of DNA-targeting drugs with nucleic acids [1][2][3][4][5][6][7][8] is considered one of the essential properties that determine their biological activity [9]. Specifically, a ligand may occupy particular binding sites of DNA or induce significant
  • biological activity on and off due to the reversibility of the photoreaction [15]. Indeed, the application of light to induce and control bioactivity of pharmaceuticals or bio(macro)molecules has been convincingly demonstrated in the emerging field of photopharmacology [16][17][18]. Consequently, several
PDF
Album
Supp Info
Full Research Paper
Published 23 Jan 2020

Understanding the role of active site residues in CotB2 catalysis using a cluster model

  • Keren Raz,
  • Ronja Driller,
  • Thomas Brück,
  • Bernhard Loll and
  • Dan T. Major

Beilstein J. Org. Chem. 2020, 16, 50–59, doi:10.3762/bjoc.16.7

Graphical Abstract
  • with numerous pharmacological [7][8] and biological activities have been reported, rendering them important targets for medical and biotechnology research [9]. Chemical synthetic and sustainable biosynthetic strategies in synergy with the biological activity of different terpene natural products have
PDF
Album
Supp Info
Full Research Paper
Published 08 Jan 2020

Light-controllable dithienylethene-modified cyclic peptides: photoswitching the in vivo toxicity in zebrafish embryos

  • Sergii Afonin,
  • Oleg Babii,
  • Aline Reuter,
  • Volker Middel,
  • Masanari Takamiya,
  • Uwe Strähle,
  • Igor V. Komarov and
  • Anne S. Ulrich

Beilstein J. Org. Chem. 2020, 16, 39–49, doi:10.3762/bjoc.16.6

Graphical Abstract
  • pharmacophore (the drug is “switched OFF”), whereas the other photoform should restore the biological activity of the active element (the drug is “switched ON”). Correspondingly, an inactive drug (the OFF photoform) can be safely administered, and subsequently it can be locally activated for the therapy
PDF
Album
Full Research Paper
Published 07 Jan 2020

Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction

  • Renata Kaczmarek,
  • Dariusz Korczyński,
  • James R. Green and
  • Roman Dembinski

Beilstein J. Org. Chem. 2020, 16, 1–8, doi:10.3762/bjoc.16.1

Graphical Abstract
  • -nucleosides, preserving the dicobalt hexacarbonyl unit. This methodology allows for access in a divergent fashion to a variety of modified nucleosides with potential biological activity, and was shown to be viable for both 2'-deoxy- and regular uridines. Experimental General and instrumentation. All NMR
PDF
Album
Supp Info
Letter
Published 02 Jan 2020

Two new aromatic polyketides from a sponge-derived Fusarium

  • Mada Triandala Sibero,
  • Tao Zhou,
  • Keisuke Fukaya,
  • Daisuke Urabe,
  • Ocky K. Karna Radjasa,
  • Agus Sabdono,
  • Agus Trianto and
  • Yasuhiro Igarashi

Beilstein J. Org. Chem. 2019, 15, 2941–2947, doi:10.3762/bjoc.15.289

Graphical Abstract
  • (1) and B (2) along with five known compounds, rhodolamprometrin (3) [19], 7-O-methylrhodolamprometrin (4) [20], 6-O-methylSMA93 (5) [21], tricinonoic acid (6) [22], and cyclonerodiol (7) [23] (Figure 1). We herein describe the isolation, structure determination, and biological activity of 1 and 2
PDF
Album
Supp Info
Full Research Paper
Published 09 Dec 2019

Bacterial terpene biosynthesis: challenges and opportunities for pathway engineering

  • Eric J. N. Helfrich,
  • Geng-Min Lin,
  • Christopher A. Voigt and
  • Jon Clardy

Beilstein J. Org. Chem. 2019, 15, 2889–2906, doi:10.3762/bjoc.15.283

Graphical Abstract
  • Abstract Terpenoids are the largest and structurally most diverse class of natural products. They possess potent and specific biological activity in multiple assays and against diseases, including cancer and malaria as notable examples. Although the number of characterized terpenoid molecules is huge, our
  • biosynthetic promiscuity should be regarded as a valuable feature rather than a bug in the system. According to the “screening hypothesis" [38][39] (more recently and appropriately also referred to as the “diversity-based hypothesis" [40]), potent biological activity is a rare property of any molecule in
PDF
Album
Supp Info
Review
Published 29 Nov 2019

One-pot synthesis of substituted pyrrolo[3,4-b]pyridine-4,5-diones based on the reaction of N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamide with amines

  • Valeriya G. Melekhina,
  • Andrey N. Komogortsev,
  • Boris V. Lichitsky,
  • Vitaly S. Mityanov,
  • Artem N. Fakhrutdinov,
  • Arkady A. Dudinov,
  • Vasily A. Migulin,
  • Yulia V. Nelyubina,
  • Elizaveta K. Melnikova and
  • Michail M. Krayushkin

Beilstein J. Org. Chem. 2019, 15, 2840–2846, doi:10.3762/bjoc.15.277

Graphical Abstract
  • : condensation; dihydropyrrolone derivative; one-pot synthesis; pyrrolo[3,4-b]pyridine-4,5-diones; recyclization; Introduction Derivatives of pyrrolo[3,4-b]pyridin-5-one are known for their broad-spectrum biological activity [1][2][3]. One example includes a family of compounds based on this fragment that was
PDF
Album
Supp Info
Letter
Published 25 Nov 2019

Palladium-catalyzed synthesis and nucleotide pyrophosphatase inhibition of benzo[4,5]furo[3,2-b]indoles

  • Hoang Huy Do,
  • Saif Ullah,
  • Alexander Villinger,
  • Joanna Lecka,
  • Jean Sévigny,
  • Peter Ehlers,
  • Jamshed Iqbal and
  • Peter Langer

Beilstein J. Org. Chem. 2019, 15, 2830–2839, doi:10.3762/bjoc.15.276

Graphical Abstract
  • first time, a study related to the activity of the products as nucleotide pyrophosphatase inhibitors. In this context, we also studied the biological activity of previously synthesized diindolofurans and the results are compared with those of benzofuroindoles. Results and Discussion Following a
  • -bromophenylboronic acid (2), 5 mol % Pd(PPh3)4, 3.0 equiv K3PO4, 1,4-dioxane, H2O, 100 ºC, 8 h. (ii) 1.5 equiv 4, 3.0 equiv NaOt-Bu, 5 mol % Pd2(dba)3, 10 mol % ligand, toluene, 110 ºC, 12 h. Optimization for the Synthesis of 5b. Synthesis of 5a–ja. Biological activity of 5 and 6. Supporting Information Supporting
PDF
Album
Supp Info
Full Research Paper
Published 22 Nov 2019

Fluorinated maleimide-substituted porphyrins and chlorins: synthesis and characterization

  • Valentina A. Ol’shevskaya,
  • Elena G. Kononova and
  • Andrei V. Zaitsev

Beilstein J. Org. Chem. 2019, 15, 2704–2709, doi:10.3762/bjoc.15.263

Graphical Abstract
  • the maleimide group with its rich biological activity to the tetrapyrrole macrocycles with their unique photophysical properties may result in new conjugates with improved chemical, biological and anticancer characteristics [28]. Moreover, maleimide is a stable functionality that rapidly and
PDF
Album
Supp Info
Letter
Published 13 Nov 2019

Nanangenines: drimane sesquiterpenoids as the dominant metabolite cohort of a novel Australian fungus, Aspergillus nanangensis

  • Heather J. Lacey,
  • Cameron L. M. Gilchrist,
  • Andrew Crombie,
  • John A. Kalaitzis,
  • Daniel Vuong,
  • Peter J. Rutledge,
  • Peter Turner,
  • John I. Pitt,
  • Ernest Lacey,
  • Yit-Heng Chooi and
  • Andrew M. Piggott

Beilstein J. Org. Chem. 2019, 15, 2631–2643, doi:10.3762/bjoc.15.256

Graphical Abstract
  • cell lines, two bacteria, one fungus and one plant (Table 4). Compound 1 was inactive up to 100 μg mL−1 in all of the assays performed, suggesting acylation at 6-OH is important for biological activity. Compounds 4, 5 and 7 showed moderate antibacterial activity against B. subtilis, with weaker
PDF
Album
Supp Info
Full Research Paper
Published 05 Nov 2019

α,ß-Didehydrosuberoylanilide hydroxamic acid (DDSAHA) as precursor and possible analogue of the anticancer drug SAHA

  • Shital K. Chattopadhyay,
  • Subhankar Ghosh,
  • Sarita Sarkar and
  • Kakali Bhadra

Beilstein J. Org. Chem. 2019, 15, 2524–2533, doi:10.3762/bjoc.15.245

Graphical Abstract
  • impressive level of biological activity, SAHA has received considerable attention in terms of SAR studies in the quest for a selective inhibitor and/or improved/altered biological activity [12][13]. Many of these studies have shown that minor variations in the structure of SAHA have sometimes led to
  • significant changes in biological activity [14]. Three syntheses of this important anticancer drug have been described [15][16][17]. However, need for the development of alternative synthetic routes amenable for SAR studies does exist. Although a number of α,ß-dehydrohydroxamates (e.g., 2 and 3) display an
  • . The use of DMSO-d6 resulted in a well resolved spectrum. The series of compounds 11b–f (Table 1) were similarly obtained using the three-step sequence detailed for the conversion 4a→11a in comparable overall yields of 57–66%. Short chain SAHA derivatives have occasionally displayed biological activity
PDF
Album
Supp Info
Full Research Paper
Published 24 Oct 2019

A toolbox of molecular photoswitches to modulate the CXCR3 chemokine receptor with light

  • Xavier Gómez-Santacana,
  • Sabrina M. de Munnik,
  • Tamara A. M. Mocking,
  • Niels J. Hauwert,
  • Shanliang Sun,
  • Prashanna Vijayachandran,
  • Iwan J. P. de Esch,
  • Henry F. Vischer,
  • Maikel Wijtmans and
  • Rob Leurs

Beilstein J. Org. Chem. 2019, 15, 2509–2523, doi:10.3762/bjoc.15.244

Graphical Abstract
  • spatial disposition similar to the original biaryl unit and, therefore, a similar biological activity that might change upon isomerization of the azobenzene [8]. The second reason for the success of azobenzene in the photopharmacology field is the robust photoisomerization. It provides typically high
PDF
Album
Supp Info
Full Research Paper
Published 23 Oct 2019

In water multicomponent synthesis of low-molecular-mass 4,7-dihydrotetrazolo[1,5-a]pyrimidines

  • Irina G. Tkachenko,
  • Sergey A. Komykhov,
  • Vladimir I. Musatov,
  • Svitlana V. Shishkina,
  • Viktoriya V. Dyakonenko,
  • Vladimir N. Shvets,
  • Mikhail V. Diachkov,
  • Valentyn A. Chebanov and
  • Sergey M. Desenko

Beilstein J. Org. Chem. 2019, 15, 2390–2397, doi:10.3762/bjoc.15.231

Graphical Abstract
  • nitrogen-containing heterocycles with potential biological activity" (0119U100716) and the Ministry of Education and Science of Ukraine for financial support in the frame of project “Molecular docking for express identification of new potential drugs” (0119U002550).
PDF
Album
Supp Info
Full Research Paper
Published 08 Oct 2019

Recent advances in transition-metal-catalyzed incorporation of fluorine-containing groups

  • Xiaowei Li,
  • Xiaolin Shi,
  • Xiangqian Li and
  • Dayong Shi

Beilstein J. Org. Chem. 2019, 15, 2213–2270, doi:10.3762/bjoc.15.218

Graphical Abstract
PDF
Album
Review
Published 23 Sep 2019

Azologization and repurposing of a hetero-stilbene-based kinase inhibitor: towards the design of photoswitchable sirtuin inhibitors

  • Christoph W. Grathwol,
  • Nathalie Wössner,
  • Sören Swyter,
  • Adam C. Smith,
  • Enrico Tapavicza,
  • Robert K. Hofstetter,
  • Anja Bodtke,
  • Manfred Jung and
  • Andreas Link

Beilstein J. Org. Chem. 2019, 15, 2170–2183, doi:10.3762/bjoc.15.214

Graphical Abstract
  • the biological activity of small molecules in vitro or in vivo comprises numerous opportunities for example in the elucidation of biochemical pathways or the reduction of systemic side effects in drug therapy. Molecular photoswitches, i.e., compounds that undergo changes in their geometry and
  • inhibitors has already been fruitful in the past [32][33]. Therefore, a focused kinase inhibitor library from GlaxoSmithKline was screened for biological activity on human sirtuin isoforms Sirt1–Sirt3. Aza-stilbene derivative GW435821X (2a, Figure 1), initially published as c-RAF kinase inhibitor, was
  • and 8b, calculations do not allow to predict which of the two isomers was present in the respective fraction analysed. Regarding the high similarity between 8a/8b and selisistat, it was likely that these cyclized compounds could possess biological activity against sirtuins, too. On the other hand they
PDF
Album
Supp Info
Full Research Paper
Published 16 Sep 2019
Other Beilstein-Institut Open Science Activities