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Article Abstract
A pair of atropisomers secofumitremorgins C () and D (), together with fifteen known alkaloids (), were isolated from a saltern-derived fungus GXIMD00544. The structures of atropisomers and were elucidated by the detailed spectroscopic data, chemical reaction and quantum chemical calculations. Compounds and displayed antifungal spore germination effects against plant pathogenic fungus associated with sugarcane sp. with inhibitory rates of 53% and 77% at the concentration of 100 µM, repectively. Atropisomers also exhibited antifouling potential against larval settlement with an inhibitory rate of 96% at the concentration of 100 µM.
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| http://dx.doi.org/10.1080/10286020.2024.2349664 | DOI Listing |
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- - A virtual library of substituted benzoic acid analogues was created to explore the atropisomers of GSK866, a non-steroidal glucocorticoid receptor modulator, using torsion angle scans to find stable compounds.
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- - Screening in a glucocorticoid receptor assay revealed that one compound from each atropisomer pair was significantly more effective, while docking studies helped determine the stereochemistry of the most potent compounds 13a and 14b.
Secofumitremorgins C and D, a pair of atropisomers from saltern-derived fungus GXIMD00544.
J Asian Nat Prod Res
September 2024
Institute of Marine Drugs/Guangxi Key Laboratory of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, China.
A pair of atropisomers secofumitremorgins C () and D (), together with fifteen known alkaloids (), were isolated from a saltern-derived fungus GXIMD00544. The structures of atropisomers and were elucidated by the detailed spectroscopic data, chemical reaction and quantum chemical calculations. Compounds and displayed antifungal spore germination effects against plant pathogenic fungus associated with sugarcane sp.
View Article and Find Full Text PDFLone-Pair-π Bond Strength Unveiled by a Combined Experimental and Computational Study.
Angew Chem Int Ed Engl
August 2024
Institute of Advanced Materials (INAM)., Universitat Jaume I, Av. Vicente Sos Baynat s/n., Castellón., E-12071., Spain.
A series of naphthalene-diimide (NDI) and perylene-diimide (PDI) connected bis-N-heterocyclic carbene complexes of iridium(III) have been prepared and fully characterized. The analysis of their NMR spectroscopic features, together with their molecular structures show that these species display lone-pair-π interactions between the chloride ligands of the Ir(III) complex and the heterocycles of the NDI/PDI moieties. The detection of this type of interaction in solution is due to the formation of two atropisomers, which are formed as a result of the restricted rotation about the Ir-C bond imposed by the (Cl)lp⋅⋅⋅π interaction.
View Article and Find Full Text PDFChemical constituents with antioxidant activity from the branches and leaves of Hultholia mimosoides.
Phytochemistry
July 2024
The Second Hospital, Cheeloo College of Medicine, Shandong University, 247 Bei-Yuan Street, Jinan, 250033, PR China. Electronic address:
Four undescribed homoisoflavanoids (1-4), one homoflavonoid (5), ten dibenzoxocin derivatives (6a-10a and 6b-10b), one dibenzoxocin-derived phenolic compound (11), one diterpenoid (13), three aliphatic dicarboxylic acid derivatives (14-16), together with the known diterpenoid 12-O-ethylneocaesalpin B (12) were obtained from the branches and leaves of Hultholia mimosoides. Their structures were elucidated by extensive spectroscopic techniques. Notably, each of the dibenzoxocins 6-10 existed as a pair of interconvertible atropisomers and the conformation for these compounds was clarified by NMR and ECD analyses.
View Article and Find Full Text PDFCytotoxic indole diterpenoids and rare pyridoxatin atropisomers from the endophytic fungus Tolypocladium sp. SHJJ1.
Fitoterapia
June 2024
School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, China. Electronic address:
Phytochemical investigation on the extract of endophytic fungus Tolypocladium sp. SHJJ1 resulted in the identification of a pair of previously undescribed pyridoxatin atropisomers [1 (M/P)] and three new indole diterpenoids (3-5), together with a pair of known pyridoxatin atropisomers [2 (M/P)] and ten known indole diterpenoids (6-15). Their structures, including their absolute configurations were elucidated by extensive spectroscopic analysis, quantum chemical calculations, and X-ray diffraction.
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