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巧用旧海绵:基于特征的分子网络快速鉴定. 中的新型 Stylissamide L

New Tricks with an Old Sponge: Feature-Based Molecular Networking Led to Fast Identification of New Stylissamide L from .

机构信息

Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, via Domenico Montesano 49, 80131 Napoli, Italy.

Laboratory of Pre-Clinical and Translational Research, IRCCS-CROB, Referral Cancer Center of Basilicata, 85028 Rionero in Vulture, Italy.

出版信息

Mar Drugs. 2020 Aug 27;18(9):443. doi: 10.3390/md18090443.

DOI:10.3390/md18090443
PMID:32867085
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7551058/
Abstract

Feature-based molecular networking was used to re-examine the secondary metabolites in extracts of a very well studied marine sponge, , known to contain a large array of cyclic peptides and brominated alkaloids. The analysis revealed the presence of 13 cyclic peptides in the sponge that had never been detected in previous work and appeared to be new compounds. The most abundant one was isolated and shown to be a new proline-rich cyclic heptapetide that was called stylissamide L (). Structure of compound , including the cis/trans geometry of the three proline residues, was determined by extensive NMR studies; the l configuration of the seven amino acid residues was determined using Marfey's method. Stylissamide L was tested for activity as a cell growth inhibitor and cell migration inhibitor on two cancer cell lines but, unlike other members of the stylissamide family, it showed no significant activity. This approach showed that even a thoroughly studied species such as may contain new chemistry that can be revealed if studied with the right tools.

摘要

基于特征的分子网络被用于重新研究一种研究非常透彻的海洋海绵, 中提取的次生代谢产物,已知其含有大量的环肽和溴化生物碱。分析表明,在海绵中存在 13 种以前从未在先前工作中检测到的环肽,这些环肽似乎是新的化合物。最丰富的一种被分离出来,并被证明是一种新的富含脯氨酸的七肽环,被称为 stylissamide L ()。化合物的结构,包括三个脯氨酸残基的顺/反几何形状,通过广泛的 NMR 研究确定;使用 Marfey 法确定了七个氨基酸残基的 l 构型。Stylissamide L 被测试作为两种癌细胞系的细胞生长抑制剂和细胞迁移抑制剂的活性,但与 stylissamide 家族的其他成员不同,它没有显示出显著的活性。这种方法表明,即使是像 这样研究得很透彻的物种,也可能含有新的化学物质,如果用正确的工具进行研究,这些新的化学物质就可以被揭示出来。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/80b1/7551058/f5042ef610ab/marinedrugs-18-00443-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/80b1/7551058/6f8a82adfc2c/marinedrugs-18-00443-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/80b1/7551058/e18881e1771d/marinedrugs-18-00443-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/80b1/7551058/f5042ef610ab/marinedrugs-18-00443-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/80b1/7551058/6f8a82adfc2c/marinedrugs-18-00443-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/80b1/7551058/e18881e1771d/marinedrugs-18-00443-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/80b1/7551058/f5042ef610ab/marinedrugs-18-00443-g003.jpg

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