Rakicidin J () and rakicidin K (), two new cyclic depsipeptides, were isolated from culture broth of FIM-R150103. Their structures were elucidated by extensive analysis of NMR, HR-ESI-MS, and electronic circular dichroism (ECD) data. The two compounds showed strong cytotoxic activity against human colon carcinoma HCT-8 and human pancreatic cancer PANC-1 cells under normoxic and hypoxic conditions in the range of IC values from 0.024 to 0.79 μg/mL. Moreover, compounds and also showed moderate antibacterial activity against ten Gram-positive bacterial strains with MIC values ranging from 4 to more than 32 μg/mL. Structure-activity relationship of these two compounds with a close analogue, rakicidin B1, is also discussed.
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http://dx.doi.org/10.1080/14786419.2024.2335354 | DOI Listing |
Molecules
December 2024
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China.
Seven cyclic depsipeptides, including two new cyclic pentadepsipeptides avenamides A () and B (), were isolated from a plant-derived fungus W8 by using the bioassay-guided fractionation method. The planar structures were elucidated by using comprehensive spectroscopic analyses, including 1D and 2D NMR, as well as MS/MS spectrometry. The absolute configuration of the amino acid and hydroxy acid residues was confirmed by using the advanced Marfey's method and chiral HPLC analysis, respectively.
View Article and Find Full Text PDFMolecules
November 2024
Department of Chemistry and Nanoscience, Ewha Womans University, Seoul 03760, Republic of Korea.
Three new depsipeptides, homiamides A-C (-), were isolated from a marine sediment-derived strain of sp., ROA-065. The planar structures of homiamides A-C (-) were elucidated using mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopic data.
View Article and Find Full Text PDFJ Nat Prod
December 2024
Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
New lipodepsipeptides, octaminomycins C and D ( and ), were discovered in an engineered sp. strain overexpressing the LysR transcriptional regulator family. The structures of and were elucidated by comprehensive analysis of their UV, HRMS, and NMR data.
View Article and Find Full Text PDFJ Med Chem
December 2024
School of Biological Sciences, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700032, India.
Sunshinamide, a cyclodepsipeptide, has demonstrated significant potential in inhibiting cancer cell proliferation. Our prior research established the total synthesis and anticancer properties of sunshinamide. However, a deeper understanding of the structure-activity relationship (SAR) of sunshinamide remained imperative.
View Article and Find Full Text PDFHum Cell
December 2024
Division of Rare Cancer Research, National Cancer Center Research Institute, 5-1-1 Tsukiji, Chuo-Ku, Tokyo, 104-0045, Japan.
Chondrosarcoma (CS) is a malignant tumor that produces cartilaginous matrix and is the second most common primary bone sarcoma. CS encompasses a range of histological subtypes, with high-grade conventional central CS being particularly rare, occurring at a rate of 1.81 cases per 1 million person-years.
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