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Isolation and absolute configuration of alkylpyridine alkaloids from the marine sponge Hippospongia lachne
Phytochemistry ( IF 3.8 ) Pub Date : 2024-02-10 , DOI: 10.1016/j.phytochem.2024.114017
Dong-Xue Fan , Xiang-Chao Luo , Ya-Fang Ding , Li-Yun Liu , Xin Wang , Jia-Yan Pan , Yuan-Yuan Ji , Jie Wang , Cui Li , Li-Li Hong , Hou-Wen Lin

Marine sponges are well known as prolific producers of structurally diverse molecules with valuable pharmacological potential. As part of our ongoing program to discover bioactive compounds from marine sponges collected from the Xisha Islands in the South China Sea, a chemical study on the specimens of was conducted. As a result, eight undescribed compounds, including four zwitterionic alkylpyridinium salts, hippospondines A−D (−), and four 3-alkylpyridine alkaloids, hippospondines E (), F (), and (±)-hippospondine G (), were isolated from the marine sponge , together with one known 3-alkylpyridine alkaloid (). The undescribed structures were elucidated by HRESIMS, NMR, DP4+ and CP3 probability analysis, and the Snatzke's method. Hippospondines A−D (−) represent the rare example of inner salt type alkylpyridinium alkaloid with a farnesyl moiety. Compounds − and were subjected to cytotoxic and lymphocyte proliferation assays. Compound exhibited a weak promotion effect on the ConA-induced T lymphocyte proliferation.

中文翻译:

海洋海绵 Hippospongia lachne 中烷基吡啶生物碱的分离和绝对构型

众所周知,海洋海绵是结构多样的分子的多产者,具有宝贵的药理学潜力。作为我们正在进行的从南海西沙群岛采集的海绵中发现生物活性化合物的计划的一部分,我们对样本进行了化学研究。结果,分离出八种未描述的化合物,包括四种两性离子烷基吡啶鎓盐,海马碱 AD (-) 和四种 3-烷基吡啶生物碱,海马碱 E ()、F () 和 (±)-海马碱 G ()。来自海绵,以及一种已知的 3-烷基吡啶生物碱 ()。通过 HRESIMS、NMR、DP4+ 和 CP3 概率分析以及 Snatzke 方法阐明了未描述的结构。 Hippospondines AD (-) 代表具有法呢基部分的内盐型烷基吡啶鎓生物碱的罕见例子。化合物 - 并进行细胞毒性和淋巴细胞增殖测定。化合物对ConA诱导的T淋巴细胞增殖有微弱的促进作用。
更新日期:2024-02-10
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