The fungus , isolated from the mangrove soil, was characterized as a novel species by morphology observation and phylogenetic analyses. Four new -lactam alkaloids talaroilactams A-D (-) and two reported compounds harzianic acid () and isoharzianic acid () were identified from the fungus WHUF0341, assisted by OSMAC along with molecular networking approaches. Their structures were determined through ECD calculations and spectroscopic analyses. Moreover, the biosynthetic route of - was also proposed. Compound displayed potent cytotoxicity against HepG2 cell lines, with an IC value of 10.75 ± 1.11 μM. In addition, network pharmacology was employed to dissect the probable mechanisms contributing to the antihepatocellular carcinoma effects of compound , revealing that cytotoxicity was mainly associated with proteolysis, negative regulation of autophagy, inflammatory response, and the renin-angiotensin system. These results not only expanded the chemical space of natural products from the mangrove associated fungi but also afforded promising lead compounds for developing the antihepatocellular carcinoma agents.
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http://dx.doi.org/10.1021/acs.jafc.4c03959 | DOI Listing |
Chem Commun (Camb)
December 2024
Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland.
Org Biomol Chem
December 2024
Department of Biochemistry, UT Southwestern Medical Center, Dallas, Texas 75390, USA.
We describe the development of a unified synthetic strategy for the preparation of all known 5/5-spirocyclic spiroindimicin (SPM) alkaloids, namely spiroindimicins B-G. The present synthetic route relies on four fundamental transformations: Grignard-based fragment coupling between halogenated pyrrolemetal and isatin partners, Suzuki coupling to generate a triaryl scaffold encompassing all requisite skeletal atoms of the natural products, Lewis acid-mediated spirocyclization to construct the 5/5-spirocyclic core, and chemoselective lactam reduction. The developed syntheses are step-economic (6-7 steps from commercial materials), scalable, and amenable to analogue synthesis.
View Article and Find Full Text PDFFront Microbiol
October 2024
Yunnan Provincial Engineering and Research Center for Sustainable Utilization of Honey Bee Resources, Eastern Bee Research Institute, College of Animal Science and Technology, Yunnan Agricultural University, Kunming, China.
, an ancient plant species endemic to Yunnan Province, China, remains underexplored in terms of its endophytic bacterial communities. The plant tissue pedicel serves as the connection between the flower and the stem, not only delivers nutrients but also transmits metabolic substances from endophytic bacteria to the nectar during long-term microbial colonization and probably improves the antagonistic activity of nectar against yeast. Hence, 138 isolates of endophytic bacteria have been isolated in this study from the pedicels of 12- and 60-year-old .
View Article and Find Full Text PDFFront Microbiol
September 2024
Key Laboratory of Study and Discovery of Small Targeted Molecules of Hunan Province, School of Medicine, Hunan Normal University, Changsha, China.
Three sulfur-containing alkaloids aplospojaveedins A-C (1-3) with a hitherto undescribed carbon skeleton comprising octahy-dronaphthalene, , -unsaturated lactam and glycine-cysteine moieties were isolated from . Their structures were elucidated by 1D and 2D NMR spectroscopy, HR-MS, X-ray diffraction analysis, DFT-NMR and TDDFT-ECD calculations. A plausible biosynthetic pathway and putative targets are described.
View Article and Find Full Text PDFAlkaloids Chem Biol
October 2024
School of Environmental and Life Sciences, The University of Newcastle, Callaghan, NSW, Australia; The Australian Research Council Centre of Excellence in Synthetic Biology, Macquarie Park, NSW, Australia.
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