The new phenalenone metabolites 1, 2, 4, and 6 were isolated from the marine-derived endophytic fungus Coniothyrium cereale, in addition to the ergostane-type sterol (3) and entatrovenetinone (5). Compounds 1 and 2 represent two unusual nitrogen-containing compounds, which are composed of a sterol portion condensed via two bonds to phenalenone derivatives. Compound 6, which contains unprecedented imine functionality between two carbonyl groups to form a oxepane -imine-dione ring, exhibited a moderate cytotoxicity against K562, U266, and SKM1 cancer cell lines. Moreover, molecular docking studies were done on estrogen receptor α-ligand binding domain (ERα-LBD) to compounds 1 and 2 to correlate with binding energies and affinities calculated from molecular docking to the anti-proliferative activity.
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http://dx.doi.org/10.3390/molecules21020178 | DOI Listing |
J Nat Prod
October 2024
School of Pharmacy, Bengbu Medical University, 2600 Donghai Road, Bengbu 233030, People's Republic of China.
Seven new nitrogen-containing heptacyclic oligophenalenone dimers, talauromides A-G (-), together with known compounds bacillisporins A and B ( and ), talaromycesones C and B ( and ), duclauxin () and lamellicolic anhydride (), were isolated from the soil derived-fungus BMC-16. Their chemical structures were determined based on spectroscopic analysis data. The absolute configurations were elucidated by chemical approaches and the comparison of CD spectra with related compounds.
View Article and Find Full Text PDFDalton Trans
August 2024
Department of Chemistry, University of North Bengal, Darjeeling 734013, India.
The synthesis of amides holds great promise owing to their impeccable contributions as building blocks for highly valued functional derivatives. Herein, we disclose the design, synthesis and crystal structure of a mixed-ligand ruthenium(II) complex, [Ru(η-Cym)(O,O-PLY)Cl], (1) where Cym = 1-isopropyl-4-methyl-benzene and O,O-PLY = deprotonated form of 9-hydroxy phenalenone (HO,O-PLY). The complex catalyzes the aerobic oxidation of various primary amines (RCHNH) to value-added amides (RCONH) with excellent selectivity and efficiency under relatively mild conditions with common organic functional group tolerance.
View Article and Find Full Text PDFFungal Genet Biol
September 2024
Department of Chemistry and Bioscience, Aalborg University, Niels Bohrs Vej 8A, 6700 Esbjerg, Denmark. Electronic address:
The Fusarium solani species complex (FSSC) is comprised of important pathogens of plants and humans. A distinctive feature of FSSC species is perithecial pigmentation. While the dark perithecial pigments of other Fusarium species are derived from fusarubins synthesized by polyketide synthase 3 (PKS3), the perithecial pigments of FSSC are derived from an unknown metabolite synthesized by PKS35.
View Article and Find Full Text PDFDalton Trans
April 2024
Department of Chemistry, Indian Institute of Technology Jodhpur, Rajasthan-342030, India.
The sustainable chemical energy of HO as a fuel and an oxidant in an advantageous single-compartment fuel cell design can be converted into electric energy, which requires molecular engineering to design suitable cathodes for lowering the high overpotential associated with HO reduction. The present work covers the synthesis and structural characterization of a novel cathode material, [FeIII2(hnmh-PLY)] complex, 1, designed from a PLY-derived Schiff base ligand ()-9-(2-((2-hydroxynaphthalen-1-yl)methylene)hydrazineyl)-1-phenalen-1-one, hnmh-PLYH. Complex 1, when coated on the surface of a glassy carbon electrode (GC-1) significantly catalyzed the reduction of HO in an acidic medium.
View Article and Find Full Text PDFAnal Chem
April 2024
Ocean College, Zhejiang University, Zhoushan 321000, China.
Natural product discovery is hindered by the lack of tools that integrate untargeted nuclear magnetic resonance and mass spectrometry data on a library scale. This article describes the first application of the innovative NMR/MS-based machine learning tool, the "Structure-Oriented Fractions Screening Platform (SFSP)", enabling functional-group-guided fractionation and accelerating the discovery and characterization of undescribed natural products. The concept was applied to the extract of a marine fungus known to be a prolific producer of diverse natural products.
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