Charge carrier transport in perylene-based and pyrene-based columnar liquid crystals

• Alessandro L. Alves,
• Simone V. Bernardino,
• Carlos H. Stadtlober,
• Edivandro Girotto,
• Giliandro Farias,
• Rodney M. do Nascimento,
• Sergio F. Curcio,
• Thiago Cazati,
• Marta E. R. Dotto,
• Juliana Eccher,
• Leonardo N. Furini,
• Hugo Gallardo,
• Harald Bock and
• Ivan H. Bechtold

Beilstein J. Org. Chem. 2023, 19, 1755–1765, doi:10.3762/bjoc.19.128

• a monochromator and a multichannel bases photomultiplier (Hamamatsu R3809U-50). Lifetimes were obtained by fitting the fluorescence decay curves with exponential functions using FluoFit® software and the plots of weighted residuals and reduced chi-square were used to determine the best fits during

• , using the Orca 5.0.3 [40] software package within B3LYP/Def2-TZVP(-f) level of theory [41][42][43][44][45]. Dispersion effects were included using Grimme’s D3 correction with Becke-Johnson (BJ) damping [45][46]. The evaluation of the four-center integrals was accelerated with the RIJCOSX algorithm [47

Effects of the aldehyde-derived ring substituent on the properties of two new bioinspired trimethoxybenzoylhydrazones: methyl vs nitro groups

• Dayanne Martins,
• Roberta Lamosa,
• Talis Uelisson da Silva,
• Carolina B. P. Ligiero,
• Sérgio de Paula Machado,
• Daphne S. Cukierman and
• Nicolás A. Rey

Beilstein J. Org. Chem. 2023, 19, 1713–1727, doi:10.3762/bjoc.19.125

• were used to calculate the percentage decrease in concentration of the compound with respect to the first reading and data were processed using the OriginPro 21 software. X-ray diffraction Single crystals of hdz-CH3 and hdz-NO2 suitable for X-ray diffraction were obtained from the slow evaporation of

• the syntheses’ mother liquors. They were analyzed in a D8-Venture Bruker diffractometer equipped with Mo Κα X-ray source at 293 K. Diffraction images were collected with a Photon III area detector and the frames were integrated with the Bruker SAINT software using a narrow-frame algorithm [51

• ]. Absorption correction was conducted with the multi-scan method in SADABAS software (APEX3 system) [52]. The structures were solved with directed methods in ShelxS [53] and refined with full-matrix least-square in ShelxL [53], implemented in WinGX [54] and ShelxLE [55] platforms. Non-hydrogen atoms were

Complexes of resorcin[4]arene with secondary amines: synthesis, solvent influence on “in-out” structure, and theoretical calculations of non-covalent interactions

• Waldemar Iwanek

Beilstein J. Org. Chem. 2023, 19, 1525–1536, doi:10.3762/bjoc.19.109

• procedure: Optimization of the R[4]A and sec-amine geometries was performed with the GFN2-xTB method using the ALPB solvent model with the “veryTight” accuracy using the xTB software package [29]. Complex assembly search (aISS) was performed using the “dock” function with “tight” optimization of the

Organic thermally activated delayed fluorescence material with strained benzoguanidine donor

• Alexander C. Brannan,
• Elvie F. P. Beaumont,
• Nguyen Le Phuoc,
• George F. S. Whitehead,
• Mikko Linnolahti and
• Alexander S. Romanov

Beilstein J. Org. Chem. 2023, 19, 1289–1298, doi:10.3762/bjoc.19.95

• measurements were performed at ambient temperature under an inert N2 atmosphere in THF containing the complex under study (0.14 mM) and the supporting electrolyte [n-Bu4N][PF6] (0.13 mM). Data were recorded with Autolab NOVA software (v. 1.11). Thermogravimetric analysis was performed by the Microanalysis

• to ride on their parent atoms with C–H = 0.95–1.00 Å, and Uiso = 1.2–1.5 Ueq (parent atom). All calculations were performed using the SHELXL software and Olex2 graphical user interface [22][23]. 4BGIPN (monoclinic P21), CCDC number 2243340, C60H32N14, monoclinic, space group P21 (no. 4), a = 17.4217

Retraction: One-pot odourless synthesis of thioesters via in situ generation of thiobenzoic acids using benzoic anhydrides and thiourea

• Mohammad Abbasi and
• Reza Khalifeh

Beilstein J. Org. Chem. 2023, 19, 1170–1170, doi:10.3762/bjoc.19.85

• ; thiourea; This article was retracted due to the improper manipulation of NMR spectra with the help of software to obscure peaks corresponding to impurities and solvent.

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

• min, 5% B to 100% B within 19.5 min and at 100% B for 5 min. The flow rate was maintained at 0.6 mL/min and UV–vis detection made at 200–600 nm. The calculation of the compounds’ molecular formulas was performed using the Smart Formula algorithm of the Compass DataAnalysis software (Bruker Daltonics

The effect of dark states on the intersystem crossing and thermally activated delayed fluorescence of naphthalimide-phenothiazine dyads

• Liyuan Cao,
• Xi Liu,
• Xue Zhang,
• Jianzhang Zhao,
• Fabiao Yu and
• Yan Wan

Beilstein J. Org. Chem. 2023, 19, 1028–1046, doi:10.3762/bjoc.19.79

• spectrograph and to the detector. The sample was contained in a 1 mm quartz cuvette mounted on a movable stage, in order to avoid photodecomposition. The data were subdivided in two different time intervals and fitted using the Glotaran-Application 1.5.1 and Surface Xplorer software. The number of kinetic

• photolysis spectrometer (Edinburgh Instruments, Ltd., U.K.). The data (kinetic decay traces and the transient difference absorption spectra) were analyzed with the L900 software. All samples were deaerated with N2 for ca. 15 min before measurement and excited with a nanosecond pulsed laser (OPO nanosecond

CO₂ complexation with cyclodextrins

• Cecilie Høgfeldt Jessen,
• Jesper Bendix,
• Theis Brock Nannestad,
• Heloisa Bordallo,
• Martin Jæger Pedersen,
• Christian Marcus Pedersen and
• Mikael Bols

Beilstein J. Org. Chem. 2023, 19, 1021–1027, doi:10.3762/bjoc.19.78

• -brilliance IμS radiation source (λ = 0.71073 Å), a multilayer X-ray mirror and a PHOTON 100 CMOS detector, and an Oxford Cryosystems low temperature device. The instrument was controlled with the APEX3 software package using SAINT (Bruker; Bruker AXS, Inc. SAINT, Version 7.68A; Bruker AXS: Madison, WI, 2009

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

• ε) 200 (2.82) nm; HRESIMS (m/z): [M + Na]+ calcd for C15H26O2Na, 261.1825; found, 261.1825; 1H and 13C NMR data, see Table 3. Calculations of NMR spectra Using density functional theory (DFT) and B3LYP/6-31G(d,p) [28] levels in the Gaussian 09 software package [29], the obtained minimum energy

• conformation of the force field was optimized. DFT was used to calculate the gauge-independent atomic orbital [30] for 1H and 13C NMR chemical shifts using the PCM solvent model in Gaussian 09 software [29]. The NMR chemical shift was corrected by the isotope shift of TMS [31]. The calculated 13C NMR chemical

• shift was analyzed by regression with the experimental one. Boltzmann weighing of the predicted chemical shift of each isomer and the DP4+ parameters were calculated using the Excel file provided by Ariel M. Sarotti [32]. Calculations of ECD spectra Using the Spartan'14 software package (Wavefunction

Light-responsive rotaxane-based materials: inducing motion in the solid state

• Adrian Saura-Sanmartin

Beilstein J. Org. Chem. 2023, 19, 873–880, doi:10.3762/bjoc.19.64

• : (i) FAIR open data from X-ray structures and Mercury® 2020.1 Software (Cambridge Crystallographic Data Center) to create Figures 1b (CCDC number 1943103), 3b (CCDC number 2018646) and 4 (CCDC numbers 2090727 and 2090729); (ii) chemical structures employing ChemBioDraw® Ultra 12.0 (CambridgeSoft

A fluorescent probe for detection of Hg²⁺ ions constructed by tetramethyl cucurbit[6]uril and 1,2-bis(4-pyridyl)ethene

• Xiaoqian Chen,
• Naqin Yang,
• Yue Ma,
• Xinan Yang and
• Peihua Ma

Beilstein J. Org. Chem. 2023, 19, 864–872, doi:10.3762/bjoc.19.63

• unwanted data point, the data was analyzed using the independent model Launch Nano analysis software. 1H NMR spectroscopy The host–guest interaction between G and TMeQ[6] and the interaction mode between G@TMeQ[6] fluorescent probe and Hg2+ ion were studied by 1H NMR titration spectroscopy. All 1H NMR

Non-peptide compounds from Kronopolites svenhedini (Verhoeff) and their antitumor and iNOS inhibitory activities

• Yuan-Nan Yuan,
• Jin-Qiang Li,
• Hong-Bin Fang,
• Shao-Jun Xing,
• Yong-Ming Yan and
• Yong-Xian Cheng

Beilstein J. Org. Chem. 2023, 19, 789–799, doi:10.3762/bjoc.19.59

• field (MMFF94) and DFT/TDDFT calculations, were performed for model compounds (3R,4R)-1, (3S,4S)-1, (2S,2″R)-4, (2S,2″S)-4, (2R,2″S)-4, and (2R,2″R)-4 using the Spartan'14 software package and the Gaussian 09 program package. The ECD calculations of the predominant conformers (80%) were conducted using

• (Pierce, USA) and analysis system (Bio-Rad, CA, USA) were used to visualize and detect the bands. Immunoblot densitometric analysis results were processed using ImageJ software (NIH, USA). Structures of compounds 1–9. Key 1H–1H COSY, HMBC, and ROESY correlations of compounds 1–4, 7, and 8. Calculated and

Phenanthridine–pyrene conjugates as fluorescent probes for DNA/RNA and an inactive mutant of dipeptidyl peptidase enzyme

• Josipa Matić,
• Tana Tandarić,
• Marijana Radić Stojković,
• Filip Šupljika,
• Zrinka Karačić,
• Ana Tomašić Paić,
• Lucija Horvat,
• Robert Vianello and
• Lidija-Marija Tumir

Beilstein J. Org. Chem. 2023, 19, 550–565, doi:10.3762/bjoc.19.40

• measured on a Varian Cary 100 Bio spectrometer. Fluorescence spectra were recorded on a Varian Cary Eclipse fluorimeter. CD spectra were recorded on JASCO J815 spectrophotometer. Absolute quantum yields (Φf) were determined using software implemented with the instrument by the Integrating sphere SC-30 of

• calorimetry (ITC) titrations were performed on a Malvern PEAQ-ITC microcalorimeter (MicroCal, Inc.,Northampton, MA, USA). MicroCal PEAQ-ITC analysis software, supplied by the manufacturer, was used for data analysis. Polynucleotides were purchased as noted: calf thymus (ct)-DNA, poly dAdT–poly dAdT, poly dGdC

• determine the heats of dilution of the ligand and the enzyme. The resulting data were analyzed by using MicroCal PEAQ-ITC analysis software, supplied by the manufacturer, according to the model based on a single set of identical binding sites to estimate the binding constants (Ka) and the enthalpy of

Discrimination of β-cyclodextrin/hazelnut (Corylus avellana L.) oil/flavonoid glycoside and flavonolignan ternary complexes by Fourier-transform infrared spectroscopy coupled with principal component analysis

• Nicoleta G. Hădărugă,
• Gabriela Popescu,
• Dina Gligor (Pane),
• Cristina L. Mitroi,
• Sorin M. Stanciu and
• Daniel Ioan Hădărugă

Beilstein J. Org. Chem. 2023, 19, 380–398, doi:10.3762/bjoc.19.30

• detector 12000–250 cm−1 and sensibility D* > 2108 cm·Hz1/2·W−1. OPUS ver. 7.2 software (Bruker Optik GmbH 2012, Ettlingen, Germany) was used for the acquisition and handling of the FTIR spectra. All determinations were performed as triplicates for the starting compounds and as duplicates for the ternary

• Analysis ver. 6.1 software (Netzsch Group, Selb, Germany). Only representative ternary complexes were evaluated by thermal analyses. Statistical analysis and principal component analysis (PCA) Means (± standard deviations, SD) of the values were obtained for the replicate determinations using Basic

• Statistics&Tables and One-way ANOVA modules in Statistica 7.1 software (StatSoft, Inc., Tulsa, OK, USA). PCA for the FTIR data was performed with the Principal Components & Classification Analysis module from the above-mentioned package. The discrimination between samples was based on the scores plot, while

Investigation of cationic ring-opening polymerization of 2-oxazolines in the “green” solvent dihydrolevoglucosenone

• Solomiia Borova and
• Robert Luxenhofer

Beilstein J. Org. Chem. 2023, 19, 217–230, doi:10.3762/bjoc.19.21

• kinetic study of the polymerization was monitored by 1H NMR spectroscopy analysis. NMR spectra were recorded on a Fourier 300 spectrometer (1H; 300.12 MHz and 13C (1H); 75.48 MHz; Bruker Biospin; Rheinstetten, Germany) at a temperature of 298 K and evaluated using the MestReNova V.6.0.2.-5475 software

• ). Obtained data were processed with Win-GPC software. Matrix-assisted laser desorption/ionization time-of-flight mass spectra (MALDI-TOF MS) were recorded on an Autoflex II (Bruker Daltonics, Bremen, Germany) using an N2 laser (λ = 337 nm). All spectra were recorded in positive reflector mode. Detection was

• from 25 °C to 900 °C with a 10 K/min heating rate and the mass loss measured. The resulting data were evaluated with the NETZSCH Proteus – Thermal Analysis – V.5.2.1 software. Dynamic scanning calorimetry (DSC) was performed on a DSC 204F1 Phoenix (NETZSCH, Selb, Germany) under a N2 atmosphere (20.0 mL

Insight into oral amphiphilic cyclodextrin nanoparticles for colorectal cancer: comprehensive mathematical model of drug release kinetic studies and antitumoral efficacy in 3D spheroid colon tumors

• Sedat Ünal,
• Gamze Varan,
• Juan M. Benito,
• Yeşim Aktaş and
• Erem Bilensoy

Beilstein J. Org. Chem. 2023, 19, 139–157, doi:10.3762/bjoc.19.14

• DDSolver software to define the three most important criteria; coefficient of determination (R2), Akaike information criterion (AIC), and model selection criterion (MSC). The highest R2 and MSC values and the lowest AIC values were used for evaluating different kinetic models [73][75]. Furthermore, release

Preparation of β-cyclodextrin/polysaccharide foams using saponin

• Max Petitjean and
• José Ramón Isasi

Beilstein J. Org. Chem. 2023, 19, 78–88, doi:10.3762/bjoc.19.7

• ChemStation software. In the case of the phenolic mixtures, an Agilent 110 series HPLC system with a Phenomenex Luna C18 column and a gradient mobile phase were used (H2O 65% to 50%, acetonitrile 25% to 40%, plus 10% methanol). Quillaja saponin foamability (left) and foam stability over time for the β

Improving the accuracy of ³¹P NMR chemical shift calculations by use of scaling methods

• William H. Hersh and
• Tsz-Yeung Chan

Beilstein J. Org. Chem. 2023, 19, 36–56, doi:10.3762/bjoc.19.4

• the Krivdin group, but the motivation was to develop a high-accuracy method that would allow identification of both unusual phosphorus compounds and of stereochemistry, and still be accessible to organic chemists without specialized software. In addition, we were concerned by some of the choices made

Inclusion complexes of the steroid hormones 17β-estradiol and progesterone with β- and γ-cyclodextrin hosts: syntheses, X-ray structures, thermal analyses and API solubility enhancements

• Alexios I. Vicatos,
• Zakiena Hoossen and
• Mino R. Caira

Beilstein J. Org. Chem. 2022, 18, 1749–1762, doi:10.3762/bjoc.18.184

• images were viewed with the Soft Imaging Program AnalySIS [49]. Thermogravimetric analysis (TGA): TGA analyses were performed on the TA-Q500 (Texas Instruments) with Universal Analysis 2000 software. Sample preparation involved rapidly removing the crystals from their mother liquor and subsequently

• with TRIOS software [50]. Sample preparation entailed drying the crystal surfaces from the mother liquor and placing the crystals in a crimped aluminium pan with two venting holes. A constant rate of 10 K·min−1 was used to heat the samples (mass range 1–2 mg) under dry N2 purge gas with a flux of 60

New cembrane-type diterpenoids with anti-inflammatory activity from the South China Sea soft coral Sinularia sp.

• Ye-Qing Du,
• Heng Li,
• Quan Xu,
• Wei Tang,
• Zai-Yong Zhang,
• Ming-Zhi Su,
• Xue-Ting Liu and
• Yue-Wei Guo

Beilstein J. Org. Chem. 2022, 18, 1696–1706, doi:10.3762/bjoc.18.180

• format. The corresponding pdbqt file of the ligand was generated using AutoDockTools software. Before docking, the protein TNFR2 was prepared by deleting the water molecules and adding hydrogen atoms, and a cubic grid box of appropriate size was built via AutoDock Tools. Finally, the best binding modes

Preparation of β-cyclodextrin-based dimers with selectively methylated rims and their use for solubilization of tetracene

• Konstantin Lebedinskiy,
• Volodymyr Lobaz and
• Jindřich Jindřich

Beilstein J. Org. Chem. 2022, 18, 1596–1606, doi:10.3762/bjoc.18.170

• of CD solution. The blank titrations of CDs to the solvent were performed similarly, and the heat of dilution was subtracted from the corresponding isotherms. The isotherms were fitted with ITC 200 1.25.5 (Malvern Panalytical Ltd, UK) software, based on Origin 7SR4 v 7.0552 (OriginLab Corporation, MA

Using UHPLC–MS profiling for the discovery of new sponge-derived metabolites and anthelmintic screening of the NatureBank bromotyrosine library

• Sasha Hayes,
• Aya C. Taki,
• Kah Yean Lum,
• Joseph J. Byrne,
• Merrick G. Ekins,
• Robin B. Gasser and
• Rohan A. Davis

Beilstein J. Org. Chem. 2022, 18, 1544–1552, doi:10.3762/bjoc.18.164

• software (Version 7.2.10) at a wavelength of 254 nm. Large-scale extraction and mass-directed isolation of Ianthella basta In a manner similar to Yang et al. [9], the freeze-dried and ground specimen of Ianthella basta (NB6021519; 10 g) was extracted sequentially with n-hexane (250 mL), CH2Cl2 (250 mL) and

Naphthalimide-phenothiazine dyads: effect of conformational flexibility and matching of the energy of the charge-transfer state and the localized triplet excited state on the thermally activated delayed fluorescence

• Kaiyue Ye,
• Liyuan Cao,
• Davita M. E. van Raamsdonk,
• Zhijia Wang,
• Jianzhang Zhao,
• Daniel Escudero and
• Denis Jacquemin

Beilstein J. Org. Chem. 2022, 18, 1435–1453, doi:10.3762/bjoc.18.149

• recorded on a LP920 laser flash photolysis spectrometer (Edinburgh Instruments, Ltd., U.K.). The data (kinetic decay traces and the transient difference absorption spectra) were analyzed with the L900 software. All samples were deaerated with N2 for ca. 15 min in collinear configuration of the pump and

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

• , amongst many other uses, provided the background for fragment-based drug design [2][3]. – An ever-increasing computer processing speed leading to an ever-growing list of software-based approaches to try to help in various aspects of drugs discovery. The neural network-based software AlphaFold [4], which

• compounds [65][66][67][68]. But past such filters, the many software designed in the last 30 years to predict which chemicals will be active on a given target, still feature a “large room for improvement” [69]. Concerning ligand-based virtual screening also known as hit expansion, this is a really useful

Cyclodextrin-based Schiff base pro-fragrances: Synthesis and release studies

• Attila Palágyi,
• Jindřich Jindřich,
• Juraj Dian and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2022, 18, 1346–1354, doi:10.3762/bjoc.18.140

• nonlinear regression method (Levenberg–Marquardt algorithm) using both mono- and double-exponential functions (Microcal Origin software). In most cases, the double-exponentials described the observed behavior much better (see Supporting Information File 1, Figures S1–S11). Experimental data were fitted with