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从太平洋海星中分离得到的新型三萜糖苷及其抗癌活性。

New Rare Triterpene Glycosides from Pacific Sun Star, , and Their Anticancer Activity.

机构信息

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch, Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia.

Department of Bioorganic Chemistry and Biotechnology, School of Natural Sciences, Far Eastern Federal University, Russky Island, Ajax Bay, 10, 690922 Vladivostok, Russia.

出版信息

Mar Drugs. 2023 Dec 28;22(1):19. doi: 10.3390/md22010019.

DOI:10.3390/md22010019
PMID:38248644
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10820528/
Abstract

Six previously unknown triterpene glycosides, pacificusosides L-Q (-), and two previously known triterpene glycosides, cucumariosides B () and A (), were isolated from an alcoholic extract of Pacific sun star, . The structures of - were determined using 1D and 2D NMR, ESIMS, and chemical modifications. Compound is a rare type of triterpene glycoside with non-holostane aglycon, having a linear trisaccharide carbohydrate chain. Pacificusosides M-P (-) have new structures containing a Δ-3,16,18-trihydroxy tetracyclic triterpene moiety. This tetracyclic fragment in sea star or sea cucumber triterpene glycosides was described for the first time. All the compounds under study exhibit low or moderate cytotoxic activity against colorectal carcinoma HCT 116 cells, and breast cancer MDA-MB-231 cells were assessed by MTS assay. Compound effectively suppresses the colony formation of cancer cells at a non-toxic concentration, using the soft-agar assay. A scratch assay has shown a significant anti-invasive potential of compound against HCT 116 cells, but not against MDA-MB-231 cells.

摘要

从太平洋海星中分离得到了六个以前未知的三萜糖苷,太平洋糖苷 L-Q(-),以及两个以前已知的三萜糖苷,黄瓜苷 B()和 A()。通过 1D 和 2D NMR、ESIMS 和化学修饰确定了-的结构。化合物是一种罕见的具有非霍斯坦苷元的三萜糖苷,具有线性三糖碳水化合物链。太平洋糖苷 M-P(-)具有新的结构,含有Δ-3,16,18-三羟基四环三萜部分。首次在海星或海参三萜糖苷中描述了这个四环片段。所有研究的化合物对结肠直肠癌细胞 HCT 116 和乳腺癌 MDA-MB-231 细胞均表现出低或中等的细胞毒性活性,通过 MTS 测定进行评估。化合物在非毒性浓度下有效抑制癌细胞的集落形成,使用软琼脂测定。划痕测定表明化合物对 HCT 116 细胞具有显著的抗侵袭潜力,但对 MDA-MB-231 细胞没有。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/8e9d68d2eebf/marinedrugs-22-00019-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/4181afa87ace/marinedrugs-22-00019-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/45b2778da59b/marinedrugs-22-00019-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/271104ad0be8/marinedrugs-22-00019-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/44294027dc3c/marinedrugs-22-00019-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/e2e16a34e27b/marinedrugs-22-00019-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/39e7c3ac3cd0/marinedrugs-22-00019-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/8e9d68d2eebf/marinedrugs-22-00019-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/4181afa87ace/marinedrugs-22-00019-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/45b2778da59b/marinedrugs-22-00019-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/271104ad0be8/marinedrugs-22-00019-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/44294027dc3c/marinedrugs-22-00019-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/e2e16a34e27b/marinedrugs-22-00019-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/39e7c3ac3cd0/marinedrugs-22-00019-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb15/10820528/8e9d68d2eebf/marinedrugs-22-00019-g007.jpg

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