Dependence of 1H NMR chemical shifts of geminal protons of glycosyloxy methylene (H2-26) on the orientation of the 27-methyl group of furostane-type steroidal saponins

Magnetic Resonance in Chemistry : MRC
P K Agrawal

Abstract

An approach based on the difference (Delta(ab) = delta(a) - delta(b)) between the 1H NMR chemical shifts (delta(a), delta(b)) of the geminal protons of glycosyloxy methylene (H2-26) (Delta(ab) = <0.48 for 25R; Delta(ab) = >0.57 for 25S) is proposed for ascertaining 25R/25S orientation of the 27-methyl group of furostane-type steroidal saponins. These studies suggested the 25R-orientation of the 27-Me group for the furostanol glycosides isolated by Wu et al. from Tribulus terrestris.

References

Jan 1, 1996·Phytochemistry·J P PengT Kikuchi
Aug 1, 1996·Phytochemistry·G WuS Jiang
Jan 5, 2001·Journal of Natural Products·E Bedir, I A Khan
Sep 18, 2001·Journal of Agricultural and Food Chemistry·W OleszekP Cheeke
Apr 3, 2002·Zeitschrift Für Naturforschung. C, a Journal of Biosciences·Ivanka KostovaAntoaneta Ivanova
Jul 11, 2002·Journal of Agricultural and Food Chemistry·Maria IorizziFranco Zollo
Jul 23, 2002·Zeitschrift Für Naturforschung. C, a Journal of Biosciences·Bernadete P da SilvaJosé P Parente
Dec 20, 2002·Fitoterapia·E de CombarieuR Pace
Feb 26, 2003·Phytotherapy Research : PTR·Alexandra Da Silva AntunesAna Paula Valente
Nov 8, 2003·Journal of Asian Natural Products Research·Hong-Wei LiuXin-Sheng Yao
May 27, 2004·Natural Product Reports·Kenneth W Bentley

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Citations

Dec 18, 2013·Journal of Asian Natural Products Research·Zhi-Yun KangDe-Quan Yu
Jan 30, 2009·Journal of Asian Natural Products Research·Lan SuYue-Hu Pei
Jun 13, 2009·Natural Product Research·Antoaneta IvanovaIvanka Kostova
Oct 4, 2006·Chemical & Pharmaceutical Bulletin·Kun ZouGuangzhong Tu
Jul 5, 2006·Chemical & Pharmaceutical Bulletin·Jie ZhangFang-Ting Dong
Sep 2, 2008·Chemical & Pharmaceutical Bulletin·Zineddine BelhouchetMarie-Aleth Lacaille-Dubois
Oct 27, 2015·Journal of Asian Natural Products Research·Ying ZhangYing-Jun Zhang
Apr 5, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Zhen-Fang WangXin-Guang Sun
Jan 7, 2015·Journal of Asian Natural Products Research·Xiao-Juan LiJing Wang
Aug 2, 2014·Journal of Asian Natural Products Research·Yue LiuDong-Ming Xu
Sep 17, 2014·Journal of Asian Natural Products Research·Jian-Chao YuanBai-Ping Ma
Aug 7, 2007·Phytochemistry·Ying ZhangChong-Ren Yang
Apr 17, 2017·Chinese Journal of Natural Medicines·Xing-Huan SunXue-Feng Huang
Feb 27, 2017·Steroids·Nguyen Thi MaiPhan Van Kiem
Mar 31, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yuwen CuiHaifeng Tang
Jul 28, 2006·Magnetic Resonance in Chemistry : MRC·Dan StaerkJerzy W Jaroszewski
Sep 23, 2006·Magnetic Resonance in Chemistry : MRC·Peng ZouXian-zhong Yan
Jul 31, 2007·Magnetic Resonance in Chemistry : MRC·Li-Ping KangBai-Ping Ma
Jun 23, 2009·Magnetic Resonance in Chemistry : MRC·Yuanyuan LuLingyi Kong
Oct 9, 2012·Magnetic Resonance in Chemistry : MRC·Tao LinLi-sha Liu
May 26, 2009·Magnetic Resonance in Chemistry : MRC·Hui-Lian HuangFeng Shao
Sep 2, 2016·Chemical & Pharmaceutical Bulletin·Rémy Bertrand TeponnoTomofumi Miyamoto
Jul 14, 2020·Journal of Asian Natural Products Research·Hong-Biao ChuZeng-Lamu Dan
Feb 5, 2013·Natural Product Reports·Victoria L Challinor, James J De Voss
Nov 24, 2020·Journal of Asian Natural Products Research·Liang-Jun GuanZhu-Ju Wang
Sep 6, 2020·Steroids·Godloves Fru ChiBonaventure T Ngadjui
Dec 4, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Da-Bing Zhang, Xian-Yong Wei
Apr 4, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Zaw Min ThuGiovanni Vidari
Oct 29, 2005·Journal of Natural Products·Marc SautourMarie-Aleth Lacaille-Dubois
Oct 29, 2005·Journal of Natural Products·Angela PerroneSonia Piacente
Jun 3, 2010·Journal of Natural Products·Wei LaiWansheng Chen
Nov 13, 2008·Journal of Agricultural and Food Chemistry·Takao YamanakaHarry Gruppen
Jun 19, 2021·Journal of Agricultural and Food Chemistry·Changling HuShengmin Sang
May 11, 2017·Journal of Agricultural and Food Chemistry·Yihai WangXiangjiu He

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