Discovery and configurations assignment of Ile/Leu-containing cyclic peptides with cytotoxic activity, Reniochpeptins A–D, from the marine sponge Reniochalina sp.

IF 3.4 2区 生物学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY Phytochemistry Pub Date : 2025-01-20 DOI:10.1016/j.phytochem.2025.114412
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
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Abstract

Four previously undescribed cyclic peptides, reniochpeptins A–D (14), 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.

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具有细胞毒活性的含Ile/ leu环肽reniochpeptin A-D的发现和构型分配。
从海绵Reniochalina sp中分离到4个先前未描述的环肽,reniochpeptin a - d(1-4)。通过综合光谱分析和改进的先进Marfey方法对它们的结构进行了鉴定。该方法采用超高效液相色谱联用串联多重反应监测质谱法,采用CORTECS T3色谱柱,在25分钟内实现衍生L-Leu、L-Ile、l - allol - ile、D-Leu、D-Ile和d - allol - ile的同时分离。Reniochpeptin A对NCI-H460细胞表现出中等抑制活性,IC50值为4.7 μM,其作用机制是诱导细胞周期阻滞于G2/M期,促进细胞凋亡。
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来源期刊
Phytochemistry
Phytochemistry 生物-植物科学
CiteScore
6.40
自引率
7.90%
发文量
443
审稿时长
39 days
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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