Methyl Group in Isocopalane Derivative Showed an Unusual Negative 1H NMR Chemical Shift

被引：2

作者：

Xiao, Xiong ^{[1
]}

Chen, Tianqi ^{[1
]}

Zhang, Fengfeng ^{[1
]}

Cheng, Jiagao ^{[1
]}

Wu, Peiying ^{[3
]}

Ren, Jiangmeng ^{[1
]}

Zeng, Bubing ^{[1
,2
]}

机构：

[1] E China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Sch Pharm, Shanghai 200237, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China

[3] Shanghai Univ Tradit Chinese Med, Sch Pharm, Shanghai 201203, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2015年 / 33卷 / 06期

基金：

中国国家自然科学基金;

关键词：

shielding effect; diterpenoid; dihydropyrazole; negative chemical shift; computational study; RING;

D O I：

10.1002/cjoc.201500187

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An unusual negative H-1 NMR chemical shift of methyl group was discovered in condensation product of isocopalane diterpenoid with p-toluenesulfonyl hydrazide. 2D NMR, computational studies and single-crystal X-ray diffraction analysis showed that the C-20 methyl group was shielded.

引用

页码：643 / 645

页数：3

共 50 条

[1] On the 1H NMR chemical shift assignments for ampicillin
O'Leary, D.J. (doleary@pomona.edu), 2000, John Wiley and Sons Ltd (38)
[2] On the 1H NMR chemical shift assignments for ampicillin
Tung, JC
Gonzales, AJ
Sadowsky, JD
O'Leary, DJ
MAGNETIC RESONANCE IN CHEMISTRY, 2000, 38 (02) : 126 - 128
[3] Finding NEMA's vinyl protons: Unusual chemical shift variability in 1H NMR spectra at low concentrations
Price, William A.
Abud, Alexander M.
Dyer, Robert F.
Zeller, Matthias
Hunter, Allen D.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
[4] Simple local composition model for 1H NMR chemical shift of mixtures
Deng, DS
Li, HR
Yao, H
Han, SJ
CHEMICAL PHYSICS LETTERS, 2003, 376 (1-2) : 125 - 129
[5] Use of quantitative 1H NMR chemical shift changes for ligand docking into barnase
Marina Cioffi
Christopher A. Hunter
Martin J. Packer
Maya J. Pandya
Mike P. Williamson
Journal of Biomolecular NMR, 2009, 43
[6] Use of quantitative 1H NMR chemical shift changes for ligand docking into barnase
Cioffi, Marina
Hunter, Christopher A.
Packer, Martin J.
Pandya, Maya J.
Williamson, Mike P.
JOURNAL OF BIOMOLECULAR NMR, 2009, 43 (01) : 11 - 19
[7] Determination of Water Content in Bioethanol Using the 1H NMR Chemical Shift Change
Yoon, Jeongbin
Yun, Suyeon
Kim, Byungjoo
Ahn, Sangdoo
Choi, Kihwan
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2019, 40 (04): : 313 - 316
[8] 1H isotropic chemical shift metrics for NMR crystallography of powdered molecular organics
Zakeri, Fatemeh
Widdifield, Cory M.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2025, 27 (08) : 4368 - 4382
[9] Anomalous 1H NMR chemical shift behavior of substituted benzoic acid esters
Gadikota, Vidya
Govindapur, Rajeshwar Reddy
Reddy, D. Srinivas
Roseman, Hailey J.
Williamson, R. Thomas
Raab, Jeffrey G.
MAGNETIC RESONANCE IN CHEMISTRY, 2023, 61 (04) : 248 - 252
[10] Effect of Ca2+ on the 1H NMR chemical shift of the methyl signal of oversulphated chondroitin sulphate, a contaminant in heparin
McEwen, Ian
Rundlof, Torgny
Ek, Marianne
Hakkarainen, Birgit
Carlin, Gunnar
Arvidsson, Torbjorn
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2009, 49 (03) : 816 - 819

← 1 2 3 4 5 →