The reagents and solvents were purchased from commercial suppliers and used without further purification unless indicated otherwise. Microwave-assisted reactions were conducted using a CEM Discover Synthesis Unit (CEM Corp., Matthews, NC, USA). The purification of the reaction mixtures was performed using flash chromatography on a glass column with silica gel (high-purity grade (9385), 60 Å, 230–400 mesh, Merck KGaA, Darmstadt, Germany). For thin layer chromatography, ALUGRAM® pre-coated TLC plates (Silica gel 60 F254, MACHEREY-NAGEL GmbH & Co. KG, Düren, Germany) were employed. Melting points were determined using DigiMelt MPA160 apparatus (Nyköping, Sweden) and are uncorrected. The IR spectra were recorded on a Brüker TENSOR 27 (Brüker Optik GmbH, Ettlingen, Germany) spectrometer using KBr pellets. NMR spectra were recorded using Brüker Avance III spectrometer (400 MHz for 1H NMR, 100 MHz for 13C NMR, 40 MHz for 15N NMR; Brüker BioSpin AG, Fallanden, Switzerland) at 25 °C. Residual solvent signals were used as internal standards, i.e., for DMSO-d6δ1H = 2.50 and δ13C = 39.52, for CDCl3δ1H = 7.26 and δ13C = 77.16, for acetone-d6δ1H = 2.05 and δ13C = 29.84. A neat external nitromethane standard was used to recalculate 15N chemical shifts. The full and unambiguous assignments of the 1H, 13C, 15N-NMR resonances were achieved using standard Brüker software and a combination of advanced NMR spectroscopic techniques. High-resolution mass spectra were recorded on a micrOTOF-Q III Brüker spectrometer (Brüker Daltonik GmbH, Bremen, Germany) in electrospray ionization mode.
Dzedulionytė K., Fuxreiter N., Schreiber-Brynzak E., Žukauskaitė A., Šačkus A., Pichler V, & Arbačiauskienė E. (2023). Pyrazole-based lamellarin O analogues: synthesis, biological evaluation and structure–activity relationships. RSC Advances, 13(12), 7897-7912.