来自太平洋被囊动物的软珊瑚硫酸酯

Lamellarin Sulfates from the Pacific Tunicate .

机构信息

Environmental Futures Research Institute , Griffith University , Southport 4222 , Gold Coast , Australia.

Griffith Institute for Drug Discovery , Griffith University , Nathan 4111 , Brisbane , Australia.

出版信息

J Nat Prod. 2019 Jul 26;82(7):2000-2008. doi: 10.1021/acs.jnatprod.9b00493. Epub 2019 Jul 15.

DOI:10.1021/acs.jnatprod.9b00493

PMID:31306000

Abstract

Six new lamellarin sulfates (-) were isolated from the methanolic extract of the Pacific tunicate , collected from the Kingdom of Tonga. Mass spectrometric molecular networking through the GNPS platform was used to target the isolation of -. Planar structures were elucidated through a combination of NMR and MS experiments. Through comparison of experimental and calculated ECD spectra, the absolute configurations of atropisomers - were determined, with their energetic barriers to racemization also determined computationally. The cytotoxicity of the compounds was tested against the human colon carcinoma cell line HCT-116, where lamellarin D-8-sulfate () exhibited moderate activity with an IC of 9.7 μM.

摘要

从汤加王国采集的太平洋樽海鞘的甲醇提取物中分离得到了 6 种新的 lamellarin 硫酸盐（-）。通过 GNPS 平台的质谱分子网络进行靶向分离。通过 NMR 和 MS 实验的组合，阐明了平面结构。通过比较实验和计算的 ECD 光谱，确定了对映异构体 - 的绝对构型，并且通过计算确定了它们外消旋化的能垒。测试了化合物对人结肠癌细胞系 HCT-116 的细胞毒性，其中 lamellarin D-8-硫酸盐（）表现出中等活性，IC 为 9.7 μM。