School of Chemistry, National University of Ireland Galway, University Road, H91 TK33 Galway, Ireland.
Organische Chemie 2, Ruhr-Universität Bochum, Universitätsstraße 150, 44801 Bochum, Germany.
Mar Drugs. 2020 Nov 23;18(11):581. doi: 10.3390/md18110581.
Brown alga is a prolific source of bioactive acyclic (linear) diterpenes with high structural diversity. In the continuation of our investigations on Irish brown algae, we undertook an in-depth chemical study on the -hexanes and chloroform subextracts of that led to isolation of six new (-) and two known (-) acyclic diterpenes. Chemical structures of the compounds were elucidated by a combination of 1D and 2D NMR, HRMS, FT-IR, [α] and vibrational circular dichroism (VCD) spectroscopy. Compounds -, as well as three additional linear diterpenes (-), which we isolated from the same seaweed before, were tested against the human breast cancer cell line (MDA-MB-231). Several compounds moderately inhibited the growth of the MDA-MB-231 cell line with IC values ranging from 11.6 to 32.0 μg/mL. The present study carried out on the lipophilic extracts of the Irish shows the enormous capacity of this seaweed to produce a large palette of acyclic diterpenes with diverse oxygenation and substitution patterns and promising bioactivities.
棕藻是具有高度结构多样性的生物活性无环（线性）二萜类化合物的丰富来源。在对爱尔兰棕藻进行深入的化学研究过程中，我们对其 -己烷和氯仿亚提取物进行了深入的化学研究，从中分离出了 6 个新的（-）和 2 个已知的（-）无环二萜类化合物。通过 1D 和 2D NMR、高分辨率质谱、FT-IR、[α]和振动圆二色性（VCD）光谱的组合，确定了化合物的化学结构。化合物 -，以及我们之前从同一种海藻中分离出的另外三种线性二萜类化合物（-），对人乳腺癌细胞系（MDA-MB-231）进行了测试。一些化合物对 MDA-MB-231 细胞系的生长有中等抑制作用，IC 值范围为 11.6 至 32.0 μg/mL。本研究对爱尔兰 的脂溶性提取物进行了研究，表明这种海藻具有巨大的潜力，可以产生具有不同氧化和取代模式的大量无环二萜类化合物，具有广阔的应用前景。
