The stems of Boswellia ovalifoliolata BAL. & HENRY (Burseraceae) afforded two new macrocyclic diaryl ether heptanoids, ovalifoliolatin A (1) and B (2) together with three known compounds; acerogenin C (3), 3 alpha-hydroxyurs-12-ene (4), and sitost-4-en-3-one (5). The structures were established by means of spectroscopic analysis and compounds 1, 3-5 were evaluated for their antibacterial activity.
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http://dx.doi.org/10.1248/cpb.51.1081 | DOI Listing |
Angew Chem Int Ed Engl
January 2025
Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, People's Republic of China.
The bisbenzylisoquinoline alkaloids (bisBIAs) have attracted tremendous attention from the synthetic community due to their diverse and intriguing biological activities. Herein, we report the convergent and modular chemoenzymatic syntheses of eight bisBIAs bearing various substitutes and linkages in 5-7 steps. The gram-scale synthesis of various well-designed enantiopure benzylisoquinoline monomers was accomplished through an enzymatic stereoselective Pictet-Spengler reaction, followed by regioselective enzymatic methylation or chemical functionalization in a sequential one-pot process.
View Article and Find Full Text PDFDalton Trans
September 2024
Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), Department of Chemistry, Fuzhou University, Fuzhou 350108, China.
Two -carborane-hybridized macrocyclic arenes have been synthesized Friedel-Crafts alkylation of carborane diaryl derivatives. The single-crystal X-ray diffraction analysis clearly revealed their cavity structure and intermolecular interaction force. These novel macrocycles exhibited aggregation-induced luminescence and intramolecular charge transfer properties and also significant selectivity towards nitro explosive compounds.
View Article and Find Full Text PDFJ Am Chem Soc
September 2023
Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva 84105, Israel.
The biosynthesis of glycopeptide antibiotics such as vancomycin and other biologically active biaryl-bridged and diaryl ether-linked macrocyclic peptides includes key enzymatic oxidative phenol macrocyclization(s) of linear precursors. However, a simple and step-economical biomimetic version of this transformation remains underdeveloped. Here, we report highly efficient conditions for preparing biaryl-bridged and diaryl ether-linked macrocyclic peptides based on multicopper(II) clusters.
View Article and Find Full Text PDFBeilstein J Org Chem
March 2023
Universidade Federal de Pernambuco, Departamento de Química Fundamental, Recife-PE, 50740-560, Brazil.
The combretastatin D series and its analogues, corniculatolides and isocorniculatolides belong to a class of macrocycles called cyclic diaryl ether heptanoids (DAEH). This review is intended to highlight the structure elucidation, biosynthesis, and biological activity of these compounds as well as the use of different strategies for their synthesis.
View Article and Find Full Text PDFInorg Chem
March 2023
ISC Laboratory, Department of Chemistry, School of Chemical Sciences and Pharmacy, Central University of Rajasthan, NH-8, Bandarsindri, Ajmer, Rajasthan 305817, India.
Herein, by implanting palladium nanoparticles (Pd NPs) onto titanium dioxide (TiO) nanorods (NRs) through 11-mercaptoundecanoic acid (MUA), we devised a robust heterogeneous catalyst. The formation of Pd-MUA-TiO nanocomposites (NCs) was authenticated using Fourier transform infrared spectroscopy, powder X-ray diffraction, transmission electron microscopy, energy-dispersive X-ray analysis, Brunauer-Emmett-Teller analysis, atomic absorption spectroscopy, and X-ray photoelectron spectroscopy techniques. Pd NPs were synthesized directly onto TiO nanorods without the MUA support for comparative studies.
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