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Compound <jats:bold>1<\/jats:bold> was characterized through a combination of spectroscopic techniques, including 1D and 2D NMR analysis, ECD calculation, and X\u2010ray crystallography. Interestingly, we discovered that compound <jats:bold>1<\/jats:bold> was spontaneously converted from kalafungin (<jats:bold>4<\/jats:bold>) in methanol solution. All isolated compounds, except for compound <jats:bold>3<\/jats:bold>, were assessed for their cytotoxic potential against a panel of five human cancer cell lines: A549, HepG2, BxPC\u20103, SW620, and C4\u20102B. Compounds <jats:bold>1<\/jats:bold>, <jats:bold>2<\/jats:bold>, <jats:bold>4<\/jats:bold>, and <jats:bold>5<\/jats:bold> exhibited remarkable cytotoxicity with <jats:italic>IC<jats:sub>50<\/jats:sub><\/jats:italic> values below 2.382\u2005\u03bcM, suggesting their potential as promising anticancer agents. These findings highlight the significance of using a combined approach of single\u2010molecule stretching assays and molecular networking for efficiently discovering novel natural products with potential therapeutic applications.<\/jats:p>","DOI":"10.1002\/cbic.202400732","type":"journal-article","created":{"date-parts":[[2024,9,25]],"date-time":"2024-09-25T22:25:04Z","timestamp":1727303104000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Molecular Networking\u2010Guided Discovery of a New Antitumor Pyranonaphthoquinone from <i>Streptomyces tanashiensis<\/i> DSM 731: Insights from Single\u2010Molecule Stretching Assays"],"prefix":"10.1002","volume":"26","author":[{"given":"Teng","family":"Cai","sequence":"first","affiliation":[{"name":"Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation School of Pharmacy Tongji Medical College Huazhong University of Science and Technology  Wuhan 430030 P. 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