Ye Q, He K, Oberlies N H, Zeng L, Shi G, Evert D, McLaughlin J L
Department of Medicinal Chemistry and Pharmacognosy, School of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette, Indiana 47907, USA.
J Med Chem. 1996 Apr 26;39(9):1790-6. doi: 10.1021/jm9600510.
Bioactivity-directed fractionation of the ethanol extract of Asimina longifolia led to the isolation of four novel bioactive annonaceous acetogenins: longimicins A-D (1-4). Compounds 1-4 represent the asimicin type of acetogenins; however, the locations of the adjacent bis-tetrahydrofuran (THF) ring moieties are shifted along the aliphatic chains compared to the known compounds of this type. They are the first examples among this type of acetogenins with the placements of the ring systems altered. Compounds 1-4 showed bioactivities in several bioassays, but they are less active than their structural isomers. Study of their structure-activity relationships (SAR) reveals that the position of the adjacent bis-THF ring moiety is essential for maximization of the bioactivities among these asimicin type annonaceous acetogenins.
对长叶番荔枝乙醇提取物进行生物活性导向分离，得到了四种新型生物活性番荔枝内酯：长叶霉素A - D（1 - 4）。化合物1 - 4属于番荔枝内酯类型；然而，与该类型的已知化合物相比，相邻双四氢呋喃（THF）环部分在脂肪链上的位置发生了移动。它们是这类番荔枝内酯中首个环系统位置发生改变的例子。化合物1 - 4在多种生物测定中表现出生物活性，但活性低于其结构异构体。对它们构效关系（SAR）的研究表明，相邻双THF环部分的位置对于这些番荔枝内酯类型的番荔枝内酯生物活性最大化至关重要。
