来自烟草叶片的降蒈烷倍半萜类化合物。

Noreudesmane sesquiterpenoids from the leaves of Nicotiana tabacum.

作者信息

Yang Cai-Yan, Geng Chang-An, Huang Xiao-Yan, Wang Hao, Xu Hong-Bo, Liang Wen-Juan, Ma Yun-Bao, Zhang Xue-Mei, Zhou Jun, Chen Ji-Jun

机构信息

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan 650201, PR China; University of Chinese Academy of Sciences, Beijing 100049, PR China.

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan 650201, PR China.

出版信息

Fitoterapia. 2014 Jul;96:81-7. doi: 10.1016/j.fitote.2014.04.010. Epub 2014 Apr 24.

DOI:10.1016/j.fitote.2014.04.010

PMID:24769287

Abstract

Six new 14-noreudesmane sesquiterpenoids, nicotabacosides A-F (1-6), along with five known sesquiterpenoids (7-11), were isolated from the leaves of Nicotiana tabacum. The structures of compounds 1-6 were elucidated as isorishitin 3-O-β-D-glucopyranoside (1), rishitin 3-O-β-D-glucopyranoside (2), rishitin 2-O-β-D-glucopyranoside (3), 1, 6-dehydro-rishitin 3-O-β-D-glucopyranoside (4), 2-hydroxyl-ligudentatol 3-O-β-D-glucopyranoside (5) and oxyglutinosone 3-O-β-D-glucopyranoside (6) based on extensive spectroscopic analyses (HRESIMS, UV, IR, 1D and 2D NMR). Their absolute configurations were determined by X-ray single-crystal diffraction and comparison of their electronic circular dichroism (ECD) spectra.

摘要

从烟草叶片中分离出6个新的14-降香烷型倍半萜类化合物，即烟草苷A-F（1-6），以及5个已知的倍半萜类化合物（7-11）。通过广泛的光谱分析（高分辨电喷雾电离质谱、紫外光谱、红外光谱、一维和二维核磁共振谱），确定化合物1-6的结构分别为异瑞香素3-O-β-D-吡喃葡萄糖苷（1）、瑞香素3-O-β-D-吡喃葡萄糖苷（2）、瑞香素2-O-β-D-吡喃葡萄糖苷（3）、1,6-脱氢瑞香素3-O-β-D-吡喃葡萄糖苷（4）、2-羟基-去甲齿叶黄皮醇3-O-β-D-吡喃葡萄糖苷（5）和氧化谷氨酰胺3-O-β-D-吡喃葡萄糖苷（6）。通过X射线单晶衍射和电子圆二色光谱比较确定了它们的绝对构型。