{"title":"Ulleungpeptins A and B: Antiangiogenic Lipohexapeptides Containing E/Z-Decadienoic Acid Moieties from Streptomyces sp. 13F051","authors":"Gwi Ja Hwang, , , Jongtae Roh, , , Kyung Taek Heo, , , Byeongsan Lee, , , Sangkeun Son, , , Young-Sam Kim, , , Jun-Pil Jang, , , Sung-Kyun Ko*, , , Young-Soo Hong*, , and , Jae-Hyuk Jang*, ","doi":"10.1021/acs.jnatprod.5c00880","DOIUrl":null,"url":null,"abstract":"<p >Two new lipopeptides, ulleungpeptins A and B (<b>1</b> and <b>2</b>), were isolated from cultures of <i>Streptomyces</i> sp. 13F051. Spectroscopic analyses revealed that both compounds consist of a 2,4-decadienoic acid moiety conjugated to a hexapeptide incorporating the non-proteinogenic amino acid 3,5-dihydroxyphenylglycines (Dpgs). Detailed NMR studies established that the two compounds differ in the configuration of the double bonds within the 2,4-decadienoic acid moiety. The absolute configurations of the amino acid residues were determined by advanced Marfey’s analysis, supported by bioinformatic predictions. Bioactivity evaluation demonstrated that compounds <b>1</b> and <b>2</b> inhibit angiogenesis in HUVEC cells without exhibiting cytotoxicity.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 9","pages":"2225–2232"},"PeriodicalIF":3.6000,"publicationDate":"2025-09-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.jnatprod.5c00880","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
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Abstract
Two new lipopeptides, ulleungpeptins A and B (1 and 2), were isolated from cultures of Streptomyces sp. 13F051. Spectroscopic analyses revealed that both compounds consist of a 2,4-decadienoic acid moiety conjugated to a hexapeptide incorporating the non-proteinogenic amino acid 3,5-dihydroxyphenylglycines (Dpgs). Detailed NMR studies established that the two compounds differ in the configuration of the double bonds within the 2,4-decadienoic acid moiety. The absolute configurations of the amino acid residues were determined by advanced Marfey’s analysis, supported by bioinformatic predictions. Bioactivity evaluation demonstrated that compounds 1 and 2 inhibit angiogenesis in HUVEC cells without exhibiting cytotoxicity.
期刊介绍：
The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
When new compounds are reported, manuscripts describing their biological activity are much preferred.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
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