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A cyclic tetrapeptide, androsamide (), was isolated from a marine actinomycete of the genus , strain CNT-189. The planar structure of was assigned by the interpretation of 1D and 2D NMR spectroscopic data. The absolute configurations of constituent amino acids of were determined by application of the Marfey's and advanced Marfey's methods. Androsamide () strongly suppressed the motility of Caco2 cells caused by epithelial-mesenchymal transition.
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http://dx.doi.org/10.1021/acs.jnatprod.0c00815 | DOI Listing |
Chem Sci
August 2025
Institute for Molecular Bio Science, Goethe University Frankfurt Max-von-Laue Strasse 9 60438 Frankfurt am Main Germany
Cyclic peptides exhibit diverse bioactivities and are distinguished by their enhanced cell permeability, improved proteolytic stability, and increased binding affinity due to their conformational rigidity. Despite significant advancements in peptide synthesis, the production of complex cyclic peptides remains a challenge. Nature has evolved diverse strategies for peptide cyclization, with an ever-growing repertoire of characterized cyclases involved in the biosynthesis of ribosomally synthesized and post-translationally modified peptides (RiPPs).
View Article and Find Full Text PDFBMC Chem
July 2025
School of Pharmacy and Food Engineering, Wuyi University, Jiangmen, 529020, China.
Analogues of chlamydocin derivatives consistently demonstrate multifaceted bioactivities, particularly through HDAC inhibition mechanisms, oncolytic efficacy, and neuronal preservation capacities. These activities primarily originate from their unique cyclic tetrapeptide scaffold and functional groups within the side chains that enable specific interactions with biomacromolecules. We herein report the total syntheses of three naturally occurring chlamydocin analogues-koshidacin B, TAN-1746, and Ac-TAN-1746.
View Article and Find Full Text PDFNanoscale Adv
July 2025
Department of Physics, Faculty of Science, Khon Kaen University Khon Kaen 40002 Thailand
The functionalization of gold nanoclusters (AuNCs) with peptides offers a promising strategy for tuning their electronic and optical properties, making them suitable for applications in bioimaging, sensing, and photodynamic therapy. However, the influence of peptide structure, charge state, and length on ligand-to-metal charge transfer (LMCT) and electronic transitions is not yet fully comprehended. In this study, we employ density functional theory (DFT) calculations to systematically investigate the role of linear and cyclic peptides in modulating the optical and electronic properties of AuNCs.
View Article and Find Full Text PDFJ Antibiot (Tokyo)
June 2025
Group of Peptides and Natural Products Research, School of Pharmaceutical Sciences, Southern Medical University, Guangzhou, China.
A new cyclic tetrapeptide named Cereusitin B (1), along with a number of known cyclic dipeptides was isolated from the fermentation broth of a marine-associated Bacillus sp. I-2. The structure of Cereusitin B, cyclo-(L-phenylalanyl-trans-4-hydroxy-L-prolyl-L-leucyl-L-alanine), was determined through extensive analysis using high-resolution electrospray ionization mass spectrometry and NMR spectral data (1D, 2D NMR), and its identity was further confirmed by Marfey' method and chemical synthesis.
View Article and Find Full Text PDFSci Rep
April 2025
Department of Physics, University of Alberta, Edmonton, AB, T6G 2E1, Canada.
The belief that we could always stay ahead of the pathogens was forced upon scientists in the whole world by antimicrobial resistance. According to several reports, there are medications that are yet to be made public in the pipeline and there are little motivations to design novel antimicrobials to combat the worldwide drug resistance issues. Presently, the desire to design and develop efficient novel anti-bacterial agents is very high by researchers; thus, this study focuses on identifying the interactions between the studied ligands and Proplasmepsin IV, as well as examining the relationship between the calculated descriptors and binding affinities.
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