School of Applied Sciences, Health Innovations Research Institute (HIRi) RMIT University, GPO Box 2476V, Melbourne, Victoria 3001, Australia.
Phytochemistry. 2013 Nov;95:351-9. doi: 10.1016/j.phytochem.2013.07.019. Epub 2013 Aug 20.
Chemical investigation of the Australian plant Haemodorum simulans (Haemodoraceae) resulted in the isolation of two new phenylphenalenones, haemoxiphidone and haemodordioxolane from the bulbs together with the first report of an oxabenzochrysenone glycoside, haemodoroxychrysenose from the aerial parts of the plant. Also isolated were two previously described phenylphenalenones 5,6-dimethoxy-7-phenyl-1H,3H-naphtho[1,8-cd]pyran-1,3-dione and haemodorone and two oxabenzochrysenones 5-hydroxyl-2-methoxy-1H-naphtho[2,1,8-mna]xanthen-1-one and 5-methoxy-1H-naphtho[2,1,8-mna]xanthen-1-one. The X-ray structure of the phenylphenalenone 5,6-dimethoxy-7-phenyl-1H,3H-naphtho[1,8-cd]pyran-1,3-dione was secured for the first time. All compounds were deduced by detailed spectroscopic analyses. HPLC-NMR chemical profiling of an enriched fraction containing a mixture of haemodordioxolane and 5,6-dimethoxy-7-phenyl-1H,3H-naphtho[1,8-cd]pyran-1,3-dione facilitated the partial identification of these secondary metabolites. The structure previously assigned as xiphidone in our initial studies of this plant was re-assigned as the new isomer haemoxiphidone.
从澳大利亚植物 Haemodorum simulans（Haemodoraceae）中进行的化学研究，从鳞茎中分离出两种新的苯并菲酚酮，即 haemoxiphidone 和 haemodordioxolane，以及来自植物地上部分的苯并菲酚酮糖苷 haemodoroxychrysenose 的首次报道。还分离出两种先前描述的苯并菲酚酮 5,6-二甲氧基-7-苯基-1H,3H-萘并[1,8-cd]吡喃-1,3-二酮和 haemodorone，以及两种苯并菲酚酮糖苷 5-羟基-2-甲氧基-1H-萘并[2,1,8-mna]蒽-1-酮和 5-甲氧基-1H-萘并[2,1,8-mna]蒽-1-酮。苯并菲酚酮 5,6-二甲氧基-7-苯基-1H,3H-萘并[1,8-cd]吡喃-1,3-二酮的 X 射线结构首次得到确定。所有化合物均通过详细的光谱分析推导得出。HPLC-NMR 化学分析富含 haemodordioxolane 和 5,6-二甲氧基-7-苯基-1H,3H-萘并[1,8-cd]吡喃-1,3-二酮混合物的富分，有助于这些次生代谢物的部分鉴定。在我们对该植物的初步研究中，以前作为 xiphidone 分配的结构被重新分配为新的异构体 haemoxiphidone。
