Shuai-Shuai Zhang , Zong-Mei Wu , Ying Wu , Ya-Jun Zeng , Yuan-Yuan Zhang , Xin-Li Lin , Si Zhang , Kai-Xuan Zhan , Hou-Wen Lin , Shu-Ping Wang
{"title":"具有细胞毒活性的含Ile/ leu环肽reniochpeptin A-D的发现和构型分配。","authors":"Shuai-Shuai Zhang , Zong-Mei Wu , Ying Wu , Ya-Jun Zeng , Yuan-Yuan Zhang , Xin-Li Lin , Si Zhang , Kai-Xuan Zhan , Hou-Wen Lin , Shu-Ping Wang","doi":"10.1016/j.phytochem.2025.114412","DOIUrl":null,"url":null,"abstract":"<div><div>Four previously undescribed cyclic peptides, reniochpeptins A–D (<strong>1</strong>–<strong>4</strong>), were isolated from the marine sponge <em>Reniochalina</em> sp. Their structures were elucidated through comprehensive spectroscopic analyses and a modified advanced Marfey's method. This method utilized ultra-high-performance liquid chromatography coupled with tandem multiple reaction monitoring mass spectrometry, employing a CORTECS T<sub>3</sub> column to achieve simultaneous separation of derivatized <sub>L</sub>-Leu, <sub>L</sub>-Ile, <sub>L</sub>-<em>allo</em>-Ile, <sub>D</sub>-Leu, <sub>D</sub>-Ile, and <sub>D</sub>-<em>allo</em>-Ile within 25 min in a single analytical run. Reniochpeptin A displayed moderate inhibitory activity against NCI–H460 cells, with an IC<sub>50</sub> value of 4.7 μM, by inducing cell cycle arrest at the G2/M phase and promoting apoptosis.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"233 ","pages":"Article 114412"},"PeriodicalIF":3.4000,"publicationDate":"2025-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Discovery and configurations assignment of Ile/Leu-containing cyclic peptides with cytotoxic activity, Reniochpeptins A–D, from the marine sponge Reniochalina sp.\",\"authors\":\"Shuai-Shuai Zhang , Zong-Mei Wu , Ying Wu , Ya-Jun Zeng , Yuan-Yuan Zhang , Xin-Li Lin , Si Zhang , Kai-Xuan Zhan , Hou-Wen Lin , Shu-Ping Wang\",\"doi\":\"10.1016/j.phytochem.2025.114412\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Four previously undescribed cyclic peptides, reniochpeptins A–D (<strong>1</strong>–<strong>4</strong>), were isolated from the marine sponge <em>Reniochalina</em> sp. Their structures were elucidated through comprehensive spectroscopic analyses and a modified advanced Marfey's method. This method utilized ultra-high-performance liquid chromatography coupled with tandem multiple reaction monitoring mass spectrometry, employing a CORTECS T<sub>3</sub> column to achieve simultaneous separation of derivatized <sub>L</sub>-Leu, <sub>L</sub>-Ile, <sub>L</sub>-<em>allo</em>-Ile, <sub>D</sub>-Leu, <sub>D</sub>-Ile, and <sub>D</sub>-<em>allo</em>-Ile within 25 min in a single analytical run. Reniochpeptin A displayed moderate inhibitory activity against NCI–H460 cells, with an IC<sub>50</sub> value of 4.7 μM, by inducing cell cycle arrest at the G2/M phase and promoting apoptosis.</div></div>\",\"PeriodicalId\":20170,\"journal\":{\"name\":\"Phytochemistry\",\"volume\":\"233 \",\"pages\":\"Article 114412\"},\"PeriodicalIF\":3.4000,\"publicationDate\":\"2025-05-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Phytochemistry\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0031942225000354\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/1/20 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q2\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0031942225000354","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/20 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Discovery and configurations assignment of Ile/Leu-containing cyclic peptides with cytotoxic activity, Reniochpeptins A–D, from the marine sponge Reniochalina sp.
Four previously undescribed cyclic peptides, reniochpeptins A–D (1–4), were isolated from the marine sponge Reniochalina sp. Their structures were elucidated through comprehensive spectroscopic analyses and a modified advanced Marfey's method. This method utilized ultra-high-performance liquid chromatography coupled with tandem multiple reaction monitoring mass spectrometry, employing a CORTECS T3 column to achieve simultaneous separation of derivatized L-Leu, L-Ile, L-allo-Ile, D-Leu, D-Ile, and D-allo-Ile within 25 min in a single analytical run. Reniochpeptin A displayed moderate inhibitory activity against NCI–H460 cells, with an IC50 value of 4.7 μM, by inducing cell cycle arrest at the G2/M phase and promoting apoptosis.
期刊介绍：
Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.
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