从乔治氏雪松中分离得到的 25 个新的二萜类化合物 abiesadines A-Y 的结构、分离和生物活性。

Isolation, structure, and bioactivities of abiesadines A-Y, 25 new diterpenes from Abies georgei Orr.

机构信息

Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, PR China; Key Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang Rd., Guangzhou 510301, PR China.

出版信息

Bioorg Med Chem. 2010 Jan 15;18(2):744-54. doi: 10.1016/j.bmc.2009.11.055. Epub 2009 Dec 3.

DOI:10.1016/j.bmc.2009.11.055

PMID:20022253

Abstract

Twenty-five new (abiesadines A-Y, 1-25) and 29 known (26-54) diterpenes were isolated from the aerial parts of Abies georgei. Abiesadine A (1) is a novel 8,14-seco-abietane, while abiesadine B (2) is a novel 9,10-seco-abietane. The structures of the new compounds were established on the basis of spectroscopic data analysis. Manool (52) showed the strongest effect against LPS-induced NO production in RAW264.7 macrophages with the IC(50) value of 11.0microg/mL. In another anti-inflammatory assay against TNFalpha-triggered NF-kappaB activity, (12R,13R)-8,12-epoxy-14-labden-13-ol (54) exhibited the strongest effect (IC(50)=8.7microg/mL). For antitumor assays, pomiferin A (26) and 8,11,13-abietatriene-7alpha,18-diol (29) both showed the most significant activity against LOVO cells (IC(50)=9.2microg/mL). While 7-oxocallitrisic acid (46) exhibited significant cytotoxicity against QGY-7703 tumor cells (IC(50)=10.2microg/mL).

摘要

从青海云杉的地上部分分离得到 25 个新的（abiesadines A-Y，1-25）和 29 个已知（26-54）二萜。Abiesadine A（1）是一种新型的 8,14-裂环松香烷，而 Abiesadine B（2）是一种新型的 9,10-裂环松香烷。新化合物的结构是基于光谱数据分析确定的。Manool（52）在 LPS 诱导的 RAW264.7 巨噬细胞中产生的 NO 生成方面表现出最强的抑制作用，IC50 值为 11.0μg/mL。在另一种针对 TNFalpha 触发的 NF-kappaB 活性的抗炎测定中，(12R,13R)-8,12-环氧-14-叶立德-13-醇（54）表现出最强的抑制作用（IC50=8.7μg/mL）。在抗肿瘤测定中，pomiferin A（26）和 8,11,13-abietatriene-7alpha,18-diol（29）均对 LOVO 细胞表现出最显著的活性（IC50=9.2μg/mL）。而 7-氧代贝壳杉酸（46）对 QGY-7703 肿瘤细胞表现出显著的细胞毒性（IC50=10.2μg/mL）。