奥洛普奈因 A 和 B，来自杠柳茎的多炔类化合物。

Oploxynes A and B, polyacetylenes from the stems of Oplopanax elatus.

机构信息

Natural Products Research Center, Korea Institute of Science and Technology, Gangneung, Gangwon-do 210-340, Republic of Korea.

出版信息

J Nat Prod. 2010 May 28;73(5):801-5. doi: 10.1021/np900628j.

DOI:10.1021/np900628j

PMID:20387902

Abstract

Two new polyacetylenes, oploxynes A (1) and B (2), and the known oplopandiol (3) and falcarindiol (4) were isolated from the stem of Oplopanax elatus. The structures of compounds 1 and 2 were determined to be 9,10-epoxyheptadeca-4,6-diyne-3,8-diol and 10-methoxyheptadeca-4,6-diyne-3,8,9-triol, respectively, on the basis of their UV, MS, and NMR data. The absolute configurations of these compounds were determined using the modified Mosher's method and acetonide formation. Oploxyne A (1), oplopandiol (3), and falcarindiol (4) inhibited the formation of nitric oxide (NO) and prostaglandin E(2) (PGE(2)) in lipopolysaccharide (LPS)-induced murine macrophage RAW 267.7 cells.

摘要

从杠柳的茎中分离得到了两个新的聚乙炔类化合物 oploxynes A（1）和 B（2），以及已知的 oplopandiol（3）和 falcarindiol（4）。根据它们的 UV、MS 和 NMR 数据，化合物 1 和 2 的结构分别被确定为 9,10-环氧十七碳-4,6-二炔-3,8-二醇和 10-甲氧基十七碳-4,6-二炔-3,8,9-三醇。使用改进的 Mosher 法和缩酮形成确定了这些化合物的绝对构型。Oploxyne A（1）、oplopandiol（3）和 falcarindiol（4）抑制脂多糖（LPS）诱导的鼠巨噬细胞 RAW 267.7 细胞中一氧化氮（NO）和前列腺素 E2（PGE2）的形成。