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Carboxylated Pillar[5]arene Meets Medicinal Biguanides: Host–Guest Complexes with Alexidine and Phenformin in the Crystal and Solution/Gas Phase
(American Chemical Society, 2023)Here, we discuss crystal and solution/gas-phase complexes of carboxylated pillar[5]arene with two cationic guests, alexidine and phenformin, revealing host–guest and assembly curiosities, the role of hydrogen bonding, and ... -
Carboxylated Pillar[6]arene Emulates Pillar[5]arene in the Host–Guest Crystal Complexes and Shows Conformational Flexibility in the Solution/Gas Phase
(American Chemical Society, 2023)Despite the thriving interest in the aqueous complexation properties of carboxylated pillar[6]arene, its solid state supramolecular chemistry has remained a mystery. Here, overcoming challenging crystallogenesis, we report ... -
Cascade Transformation of the Ansamycin Benzoquinone Core into Benzoxazole Influencing Anticancer Activity and Selectivity
(American Chemical Society, 2023)The metal-free cascade transformation of geldanamycin benzoquinone core is proposed at relatively mild conditions. This approach yields new benzoxazole ansamycin antibiotics and enables their functionalization in an ... -
Changes in the mitochondrial membrane potential in endothelial cells can be detected by Raman microscopy
(Elsevier, 2022)The role of mitochondria goes beyond their capacity to create molecular fuel and includes e.g. the production of reactive oxygen species and the regulation of cell death. In endothelial cells, mitochondria have a significant ... -
Chiral Water-Soluble Molecular Capsules With Amphiphilic Interiors
(Frontiers Media, 2022-04-14)We present the synthesis of new chiral water-soluble dimeric capsules by the multicomponent Mannich reaction between charged amino acids (glutamic acid or arginine), resorcinarene, and formaldehyde and by subsequent ... -
Collective interactions among organometallics are exotic bonds hidden on lab shelves
(Springer Nature, 2022-04-19)Recent discovery of an unusual bond between Na and B in NaBH3− motivated us to look for potentially similar bonds, which remained unnoticed among systems isoelectronic with NaBH3−. Here, we report a novel family of collective ... -
Computational synthesis design for controlled degradation and revalorization
(Nature Publishing Group, 2024)Degradation of larger and undesired/harmful molecules into smaller and, ideally, value-added products is one of the important facets of circular chemistry. This task may be cumbersome to chemists who are accustomed to plan ... -
A computer algorithm to discover iterative sequences of organic reactions
(Springer Nature, 2022)Iterative syntheses comprise sequences of organic reactions in which the substrate molecules grow with each iteration and the functional groups, which enable the growth step, are regenerated to allow sustained cycling. ... -
Computer-designed repurposing of chemical wastes into drugs
(Nature, 2022-04-27)As the chemical industry continues to produce considerable quantities of waste chemicals1,2, it is essential to devise ‘circular chemistry’3,4,5,6,7,8 schemes to productively back-convert at least a portion of these unwanted ... -
Conformation of the Ester Group Governs the Photophysics of Highly Polarized Benzo[g]coumarins
(American Chemical Society, 2023)Photosensitizers that display “unusual” emission from upper electronically excited states offer possibilities for initiating higher-energy processes than what the governing Kasha’s rule postulates. Achieving conditions for ... -
Conversion of Ketones into Blue-Emitting Electron-Deficient Benzofurans
(Wiley, 2023)A novel heavy metal-free and safe synthetic methodology enabling one-step conversion of ketones into corresponding 4,5,6,7-tetrafluorobenzofurans (F4BFs) has been developed. The presented approach has numerous advantageous ... -
Copolymers Containing 1-Methyl-2-phenyl-imidazole Moieties as Permanent Dipole Generating Units: Synthesis, Spectroscopic, Electrochemical, and Photovoltaic Properties
(MDPI, 2022)New donor–acceptor conjugated alternating or random copolymers containing 1-methyl-2- phenylbenzimidazole and benzothiadiazole (P1), diketopyrrolopyrrole (P4), or both acceptors (P2) are reported. The specific feature of ... -
C−C Bond Forming Reactions Enabled by Vitamin B12 - Opportunities and Challenges
(American Chemical Society, 2022)Cobalt not only is an essential micronutrient for mammals but also marks itself as important in organic synthesis, especially in the field of catalysis. Various useful reactions, such as alkene hydroformylation, hydrogenation, ... -
C−H Functionalization of Heterocycles with Triplet Carbenes by means of an Unexpected 1,2-Alkyl Radical Migration
(Wiley, 2023)The C−H functionalization of indole heterocycles constitutes a key strategy to leverage the synthesis of endogenous signaling molecules such as tryptamine or tryptophol. Herein, we report on the photocatalytic reaction of ... -
DCC Mediated Direct Amidation of NSAID Naproxen, Ibuprofen and Ketoprofen with Secondary Amines
(Wiley, 2022)Direct and atom-economical amidation of nonsteroidal anti-inflammatory drugs naproxen ibuprofen and ketoprofen with a variety of secondary amines was effected using commercially available DCC under mild and open-air ... -
Design, Synthesis and Activity of New N1-Alkyl Tryptophan Functionalized Dendrimeric Peptides against Glioblastoma
(MDPI, 2022)Background: Due to resistance to conventional therapy, a blood–brain barrier that results in poor drug delivery, and a high potential for metastasis, glioblastoma (GBM) presents a great medical challenge. Since the repertoire ... -
Diastereoselective Formation of Quaternary Stereocenters in Imidazole N-Oxide Cycloaddition with Fluoroalkenes
(MDPI, 2022)Imidazole N-oxides are attractive starting materials for the preparation of complex molecules containing an imidazole ring. Dipolar cycloaddition between 1,1-difluoroalkenes and imidazole N-oxides bearing a chiral auxiliary ... -
Dipyrrolonaphthyridinedione – (still) a mysterious cross-conjugated chromophore
(Royal Society of Chemistry, 2023)Dipyrrolonaphthyridinediones (DPNDs) entered the chemical world in 2016. This cross-conjugated donor–acceptor skeleton can be prepared in two steps from commercially available reagents in overall yieldz15–20% (5 mmol scale). ... -
Divergent contribution of the MVA and MEP pathways to the formation of polyprenols and dolichols in Arabidopsis
(Portland Press, 2023)Isoprenoids, including dolichols (Dols) and polyprenols (Prens), are ubiquitous components of eukaryotic cells. In plant cells, there are two pathways that produce precursors utilized for isoprenoid biosynthesis: the ... -
EdU sensing: The Raman way of following endothelial cell proliferation in vitro and ex vivo
(Elsevier, 2022)Endothelial cells line the lumen of all vessels in the body and maintain vascular homeostasis. In particular, endothelial cell regeneration in response to insult sustain functional endothelial layer. EdU (5-ethynyl-2′-de ...