Seca Ana M L, Silva Artur M S, Bazzocchi Isabel L, Jimenez Ignacio A
Department of Technologic Sciences and Development, University of Azores, Rua Mãe de Deus, 9501-801 Ponta Delgada, Azores, Portugal.
Phytochemistry. 2008 Jan;69(2):498-505. doi: 10.1016/j.phytochem.2007.07.026. Epub 2007 Sep 12.
The dichloromethane extract from leaves of Juniperus brevifolia, through chromatographic fractionations yield six compounds: 3beta-hydroxy-abieta-8,11,13-trien-7-one, 18-hydroxy-sandaracopimara-8(14),15-dien-7-one, sandaracopimara-8(14),15-dien-18-yl formate; and the first examples of sandaracopimaranes and abieta-8,11,13-triene diterpenoids with a large aliphatic chain on C-18, abieta-8,11,13-trien-18-yl hexadecanoate, 7-oxoabieta-8,11,13-trien-18-yl hexadecanoate, sandaracopimara-8(14),15-dien-18-yl hexadecanoate. Moreover fifteen known compounds were also isolated, some of them for the first time identified on Juniperus genus. The compound abieta-8,11,13-trien-18-yl formate is reported for the first time as a natural product. All the structures were established by spectroscopic methods. 2D NMR techniques have allowed the revision of certain previously reported (13)C NMR assignments. Studies on the isolated new compounds showed those possessing a diterpenol ester of a long-chain fatty acid present lipophilicity very distinct from other diterpenoid compounds.
来自短叶刺柏叶片的二氯甲烷提取物,通过色谱分离得到六种化合物:3β-羟基-枞-8,11,13-三烯-7-酮、18-羟基-山达海松-8(14),15-二烯-7-酮、山达海松-8(14),15-二烯-18-基甲酸酯;以及在C-18位带有大脂肪链的山达海松烷和枞-8,11,13-三烯二萜类化合物的首个实例,枞-8,11,13-三烯-18-基十六烷酸酯、7-氧代枞-8,11,13-三烯-18-基十六烷酸酯、山达海松-8(14),15-二烯-18-基十六烷酸酯。此外,还分离出了15种已知化合物,其中一些是首次在刺柏属植物中鉴定出来的。枞-8,11,13-三烯-18-基甲酸酯作为天然产物首次被报道。所有结构均通过光谱方法确定。二维核磁共振技术对某些先前报道的碳-13核磁共振归属进行了修正。对分离出的新化合物的研究表明,那些具有长链脂肪酸二萜醇酯的化合物表现出与其他二萜类化合物截然不同的亲脂性。