發(fā)布時(shí)間：2018-06-06 18:08

  本文選題：核磁共振(NMR) + 柚皮素-O-葡萄糖苷�。� 參考：《波譜學(xué)雜志》2017年04期

【摘要】：二氫黃酮糖苷化后產(chǎn)生的R與S構(gòu)型非對(duì)映異構(gòu)體在~1H NMR譜上會(huì)呈現(xiàn)一些差別,但文獻(xiàn)對(duì)其差別描述非常有限.為便于利用~1H NMR譜圖判斷二氫黃酮糖苷的R與S構(gòu)型非對(duì)映異構(gòu)體,本文首先在植物藥皂莢提取物中分離得到一種二氫黃酮苷-柚皮素7-O-葡萄糖苷R與S構(gòu)型混合物,分析其氘代二甲亞砜(DMSO-d6)溶液的~1H NMR、~(13)C NMR、~1H-~1H COSY、~1H-~(13)C HSQC和~1H-~(13)C HMBC譜,對(duì)其~1H和~(13)C NMR譜峰進(jìn)行了歸屬;然后,采用手性色譜柱對(duì)該混合物進(jìn)行分離,結(jié)合圓二色光譜(CD)技術(shù)確定構(gòu)型;最后,為鑒別R與S構(gòu)型柚皮素7-O-葡萄糖苷在~1H NMR譜中特征差別譜峰,避免葡萄糖殘基質(zhì)子對(duì)二氫黃酮苷元質(zhì)子化學(xué)位移的影響,采集了R與S構(gòu)型柚皮素7-O-葡萄糖苷及其混合物氘代乙腈(CD_3CN)溶液的NMR譜,結(jié)果顯示葡萄糖殘基端基質(zhì)子H-1″化學(xué)位移差別最為明顯,為9.4 Hz;5-位酚羥基質(zhì)子化學(xué)位移差別為5.8 Hz,C環(huán)上3個(gè)質(zhì)子化學(xué)位移差也較明顯.
[Abstract]:There are some differences between R and S enantiomers produced by glycosylation of dihydroflavonoids in 1H NMR spectra, but the difference is very limited in literature. In order to determine the R and S configuration dihydroflavone glycosides enantiomers by 1H NMR spectra, a mixture of dihydroflavone glucoside naringin 7-Oglucoside R and S was isolated from the extract of Gleditsia saponifera. The 1H NMRO ~ (13) C ~ (13) H ~ (-1) H ~ (1) H COSYN ~ (1) H ~ + ~ (13) H ~ (13) C HSQC and ~ (13) H ~ (13) C HMBC spectra of DMSO (DMSO-d6) solution were analyzed, and the peaks of 1H and ~ (13) C NMR spectra were assigned. Then, the mixture was separated by a chiral chromatographic column and determined by circular dichroism spectroscopy (CDCD). In order to identify the characteristic differential peaks of R and S configuration naringin 7-Oglucoside in 1H NMR spectra, to avoid the effect of glucose residue proton on the proton chemical shift of dihydroflavone glycosides. NMR spectra of R and S configuration naringin 7-O- glucoside and its mixture deuterated acetonitrile were collected. The results showed that the chemical shift of the end group proton H-1 "of glucose residue was the most obvious. The proton chemical shift difference of 9.4 HzN 5- phenolic hydroxyl group is 5.8 Hznc ring. The difference of three proton chemical shifts is also obvious.
【作者單位】： 湖北大學(xué)中藥生物技術(shù)省重點(diǎn)實(shí)驗(yàn)室生物資源綠色轉(zhuǎn)化湖北省協(xié)同創(chuàng)新中心;波譜與原子分子物理國家重點(diǎn)實(shí)驗(yàn)室武漢磁共振中心(中國科學(xué)院武漢物理與數(shù)學(xué)研究所);
【基金】：國家自然科學(xué)基金資助項(xiàng)目(31400304) 波譜與原子分子物理國家重點(diǎn)實(shí)驗(yàn)室開放項(xiàng)目(T151203) 中國科學(xué)院儀器設(shè)備功能開發(fā)技術(shù)創(chuàng)新項(xiàng)目(YG2012108,YG2012110,YG2011095)
【分類號(hào)】：O629;O657.2

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本文編號(hào)：1987642