Noreudesmane sesquiterpenoids from the leaves of Nicotiana tabacum.
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.
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.
Cai-Yan
CY
Yang
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan 650201, PR China.
Chang-An
CA
Geng
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan 650201, PR China.
Xiao-Yan
XY
Huang
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.
Hao
H
Wang
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.
Hong-Bo
HB
Xu
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.
Wen-Juan
WJ
Liang
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan 650201, PR China.
Yun-Bao
YB
Ma
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan 650201, PR China.
Xue-Mei
XM
Zhang
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan 650201, PR China.
Jun
J
Zhou
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan 650201, PR China. Electronic address: chenjj@mail.kib.ac.cn.
Ji-Jun
JJ
Chen
D045744:Cell Line, Tumor; D002942:Circular Dichroism; D018360:Crystallography, X-Ray; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D018515:Plant Leaves / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014026:Nicotiana / Q000737:chemistry*
D004365:Drugs, Chinese Herbal; D006027:Glycosides; D012717:Sesquiterpenes
14-Noreudesmane sesquiterpenoids; Nicotabacosides A–F; Nicotiana tabacum