来自卵叶鹿藿的类异戊二烯糖苷。

Isoprenoid glycosides from Liriosma ovata.

作者信息

Picerno Patrizia, Mencherini Teresa, Rastrelli Luca, Piccinelli Annalisa, Aquino Rita

机构信息

Dipartimento di Scienze Farmaceutiche, University of Salerno, Via Ponte Don Melillo, 84084, Fisciano, Salerno, Italy.

出版信息

J Nat Prod. 2008 Feb;71(2):265-8. doi: 10.1021/np0704405. Epub 2008 Jan 15.

DOI:10.1021/np0704405

PMID:18197604

Abstract

A methanol extract of the dried bark of Liriosma ovata afforded two new isoprenoid glycosides, a eudesmane sesquiterpene, 1alpha(beta- d-glucopyranosyloxy)eudesma-3alpha,4beta, 11-triol ( 1), and a C 13-norisoprenoid, 3alpha,6alpha-dihydroxymegastigman-7-en-9-one 3- O-beta- d-apiofuranosyl-(1-->6)-beta- d-glucopyranoside ( 2), as well as a known constituent, isopropyl-beta- d-apiofuranosyl-(1-->6)-beta- d-glucopyranoside ( 3). The structures of 1 and 2 were determined using spectroscopic methods. The methanol extract had a significant topical anti-inflammatory activity (ID 50, dose inducing 50% edema inhibition = 780 microg/cm (2)) about 8 times less than that of indomethacin (ID 50, 93 microg/cm (2)) assayed by the croton oil ear test in mice. In addition, the chloroform extract and compounds 1 and 2 showed weak antimicrobial activity against S taphylococcus aureus (MIC = 5.1, 2.1, and 4.0 mg/mL, respectively) using a broth microdilution assay.

摘要

卵叶鹿藿干燥树皮的甲醇提取物得到了两种新的类异戊二烯糖苷、一种桉叶烷倍半萜，即1α-(β - d - 吡喃葡萄糖氧基)桉叶烷 - 3α,4β,11 - 三醇(1)，以及一种C13 - 去甲异戊二烯，即3α,6α - 二羟基 - 7 - 烯 - 9 - 氧代 - 3 - O - β - d - 阿吡喃糖基-(1→6)-β - d - 吡喃葡萄糖苷(2)，还有一种已知成分，异丙基 - β - d - 阿吡喃糖基-(1→6)-β - d - 吡喃葡萄糖苷(3)。通过光谱方法确定了1和2的结构。甲醇提取物具有显著的局部抗炎活性(半数抑制剂量，ID50，即诱导50%水肿抑制的剂量 = 780 μg/cm²)，约为在小鼠巴豆油耳肿胀试验中测定的吲哚美辛(ID50，93 μg/cm²)的抗炎活性的八分之一。此外，氯仿提取物以及化合物1和2对金黄色葡萄球菌显示出较弱的抗菌活性(最低抑菌浓度，MIC分别为5.1、2.1和4.0 mg/mL)，采用的是肉汤微量稀释法。