The localisations in liposomal membranes of the tetrahydrofuran ring moieties of the annonaceous acetogenins, annonacin and sylvaticin, as determined by 1H NMR spectroscopy.
The localisations in liposomal membranes of the tetrahydrofuran ring moieties of the annonaceous acetogenins, annonacin and sylvaticin, as determined by 1H NMR spectroscopy.
复制标题
通过 1 H NMR 光谱测定，番荔枝苷元、番荔枝酸和西伐替辛的四氢呋喃环部分在脂质体膜中的定位。
DOI：
10.1006/phrs.1998.0314
复制
发表时间：
1998
影响因子：
9.3
通讯作者：
Mclaughlin,JL
中科院分区：
文献类型：
--
作者：
Shimada,H;Kozlowski,JF;Mclaughlin,JL
The positions of the tetrahydrofuran (THF) ring moieties of annonacin (a mono-THF ring Annonaceous acetogenin) and sylvaticin (a non-adjacent bis-THF ring Annonaceous acetogenin) within liposomal membranes made of dimyristoylphosphatidylcholine (DMPC) were determined by proton (1H) nuclear magnetic resonance (NMR) spectroscopy. Based on1H intermolecular nuclear Overhauser effects (NOEs), the THF rings of both acetogenins studied reside near the polar interfacial head group region of the DMPC. Recently, we have reported that the THF rings of a series of asimicin type of Annonaceous acetogenins (with adjacent bis-THF rings) also reside near the interfacial head group of DMPC. We can now conclude that the Annonaceous acetogenins, containing either mono-, adjacent bis-, or non-adjacent bis-THF ring moieties, have their THF ring moieties at the interfacial region of membranes, i.e., the THF ring moiety seems to serve a role as an anchor in the lipid membranes. This may be related to the uniquely potent bioactivities that Annonaceous acetogenins exhibit at their enzyme-inhibitory sites within mitochondrial and plasma membranes.
