Ohtsu H, Tanak R, In Y, Matsunaga S, Tokuda H, Nishino H
Department of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, Takatsuki, Japan.
Planta Med. 2001 Feb;67(1):55-60. doi: 10.1055/s-2001-10873.
Four known (1-3, 8) and four new abietane diterpenes, 15-hydroxy-8alpha,14alpha,12alpha,13alpha-diepoxyabietan-18-oic acid (4), 7alpha,8alpha,13beta,14beta-diepoxyabietan-18-oic acid (5), 18-nor-abieta-8,11,13-triene-4alpha,7alpha,15-triol (6), and abieta-8,11,13-triene-7alpha,15,18-triol (7) were isolated from the CHCl3 extract of the cones of Larix koempferi. A known compound, 13,14-seco-13,14-dioxoabiet-13-en-18-oic acid (8) was isolated from natural sources for the first time. Their structures were determined by chemical and spectroscopic methods including 1D and 2D NMR techniques. The absolute stereostructure of 5 was determined by X-ray crystallographic analysis. The inhibitory effects of these compounds on Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor promoter, 12-O-tetradecanoylphorbol-13-acetate (TPA), were examined as a primary screening for antitumor promotors.
从日本落叶松球果的氯仿提取物中分离出4种已知的（1 - 3, 8）和4种新的枞酸型二萜，15 - 羟基 - 8α,14α,12α,13α - 二环氧枞酸 - 18 - 酸（4）、7α,8α,13β,14β - 二环氧枞酸 - 18 - 酸（5）、18 - 降枞 - 8,11,13 - 三烯 - 4α,7α,15 - 三醇（6）和枞 - 8,11,13 - 三烯 - 7α,15,18 - 三醇（7）。首次从天然来源分离出一种已知化合物，13,14 - 开环 - 13,14 - 二氧代枞 - 13 - 烯 - 18 - 酸（8）。通过包括一维和二维核磁共振技术在内的化学和光谱方法确定了它们的结构。通过X射线晶体学分析确定了5的绝对立体结构。作为抗肿瘤促进剂的初步筛选，研究了这些化合物对由肿瘤促进剂12 - O - 十四酰佛波醇 - 13 - 乙酸酯（TPA）诱导的爱泼斯坦 - 巴尔病毒早期抗原（EBV - EA）激活的抑制作用。
