Centre for Biodiscovery, Victoria University of Wellington, Wellington, New Zealand.
Org Biomol Chem. 2013 Dec 14;11(46):8041-51. doi: 10.1039/c3ob41305e.
The NMR-directed investigation of the New Zealand marine sponge Hamigera tarangaensis has afforded ten new compounds of the hamigeran family, and a new 13-epi-verrucosane congener. Notably, hamigeran F (6) possesses an unusual carbon–carbon bond between C-12 and C-13, creating an unprecedented skeleton within this class. In particular, the structural features of 6, hamigeran H (10) and hamigeran J (12) imply a diterpenoid origin, which has allowed the putative biogenesis of three hamigeran carbon skeletons to be proposed based on geranyl geranyl pyrophosphate. All new hamigerans exhibited micromolar activity towards the HL-60 promyelocytic leukaemic cell line, and hamigeran G also selectively displayed antifungal activity in the budding yeast Saccharomyces cerevisiae. Homozygous deletion profiling (HOP) analysis suggests Golgi apparatus function as a potential target of this unusual class of sponge-derived terpenoids.
新西兰海洋海绵 Hamigera tarangaensis 的 NMR 指导研究提供了十个新的 hamigeran 家族化合物和一个新的 13-epi-verrucosane 同系物。值得注意的是，hamigeran F（6）在 C-12 和 C-13 之间具有不寻常的碳-碳键，在该类中创造了一个前所未有的骨架。特别是，化合物 6、hamigeran H（10）和 hamigeran J（12）的结构特征暗示了二萜的起源，这使得基于香叶基香叶基焦磷酸提出了三种 hamigeran 碳骨架的假定生物合成。所有新的 hamigeran 对 HL-60 早幼粒细胞白血病细胞系均表现出微摩尔活性，hamigeran G 还对芽殖酵母酿酒酵母表现出选择性抗真菌活性。纯合缺失分析（HOP）表明，高尔基器功能可能是这种不寻常的海绵衍生萜类化合物的潜在靶标。
