北京大學藥學院高等波譜解析前言和香豆素類化合物實用教案

1、天然化合物結構解析(ji x)(ji x)的一般程序 第1頁/共23頁第一頁，共24頁?？赡艽嬖谧孕较?預期圖譜 峰強度比 第2頁/共23頁第二頁，共24頁。7.85(1H, d, J=9.5Hz, H-4) 6.18(1H, d, J=9.5Hz, H-3) 7.45(1H, d, J=8.3Hz, H-5) 第3頁/共23頁第三頁，共24頁。 (1H, d, J=9.5Hz, H-4) (1H, d, J=8.3Hz, H-5) (1H, d, J=9.5Hz, H-3) (1H, dd, J=2.2, 8.3Hz, H-6) (1H, d, J=2.2Hz, H-8) The 1H N

2、MR Spectrum of Umbelliferone第4頁/共23頁第四頁，共24頁。728a45634a8The 13C NMR Spectrum of Umbelliferone155.4111.3102.1161.2113.0129.6144.4111.3160.31OOHO第5頁/共23頁第五頁，共24頁。7.921HdJ=9.5HzH-4 7.471HsH-5 6.781HsH-8 6.211HdJ=9.5HzH-3 4.711HtJ=8.8HzH-23.192HdJ=8.8HzH-31.163HsH-51.143HsH-68a4a87654321OOOHO23456The 1H

3、 NMR Spectrum of Nodakenetin第6頁/共23頁第六頁，共24頁。The 13C NMR Spectrum of Nodakenetin728a4654a3824356OOOHO160.4111.1144.5112.0155.0123.8125.4163.296.728.790.969.924.825.8第7頁/共23頁第七頁，共24頁。7.941HdJ=9.5HzH-46.231HdJ=9.5HzH-37.491HsH-56.231HsH-84.911HtJ=8.8HzH-24.891HdJ=7.3HzH-14.401HdJ=7.3HzH-1第8頁/共23頁第八頁，共

4、24頁。7.941HdJ=9.5HzH-4 7.491HsH-5 6.811HsH-8 6.231HdJ=9.5HzH-3 4.911HtJ=8.8HzH-24.891HdJ=7.3HzH-14.401HdJ=8.0HzH-6b3.681HddJ=8.0, 12.5HzH-6a3.282HdJ=8.8HzH-31.323HsH-51.193HsH-6The 1H NMR Spectrum of Nodakenin65432123456784a8aOOHHOHOOHOOOO2345615243第9頁/共23頁第九頁，共24頁。72 8a46534a816423543562The 13C NMR

5、Spectrum of Nodakenin97.261.276.970.376.673.5OOHHOHOOHOOOO155.0111.296.8123.8125.4144.6112.2160.489.729.177.023.220.6163.0第10頁/共23頁第十頁，共24頁。The 1H NMR Spectrum of Forbesoside第11頁/共23頁第十一頁，共24頁。4.972HtJ=8.8HzH-34.621HdJ=7.8HzG-14.491HddJ=11.6HzG-6b4.351HddJ=11.6HzG-6aOH3.80OMe3.611HdddJ=2.3, 8.0, 9.0

6、HzG-5G-3G-4G-227.601HdJ=9.3HzH-47.461HdJ=16.1HzH-87.171HsH-56.891HdJ=2.0HzH-26.791HddJ=2.0, 8.1HzH-66.681HdJ=8.1HzH-56.521HsH-86.171HdJ=16.1HzH-76.091HdJ=9.3HzH-31654328a4a8765432123456OOOOOHHOHOOOOHOOMe789第12頁/共23頁第十二頁，共24頁。The 1H NMR Spectrum of Tetraacetyl6-O-(trans-Feruloyl)Nodakenin1654328a4a87

7、65432109111213OOOOOAcAcOAcOOCH2OMeAcOOO789612345第13頁/共23頁第十三頁，共24頁。The 1H NMR Spectrum of Tetraacetyl6-O-(trans-Feruloyl)nodakenin第14頁/共23頁第十四頁，共24頁。7.601HdJ=16.0HzH-77.521HdJ=9.5HzH-4 7.121HsH-5 7.03 (2H, d, J=3.2Hz, H-5, 6)7.02 (1H, s, 2)6.651HsH-8 6.311HdJ=16.0HzH-86.161HdJ=9.5HzH-3 5.241HtJ=9.4H

8、zH-35.061HtJ=9.4HzH-44.941HddJ=9.4HzH-24.801HtJ=8.8HzH-10 4.831HdJ=8.1HzH-14.351HddJ=2.7, 12.0HzH-6b 4.281HddJ=6.1, 12.0HzH-6a 3.821HdddJ=2.9, 6.1, 9.4HzH-53.853HsOMe 3.172HdJ=8.8HzH-9 2.333HsAr-OAc(-Me) 2.053HsGlc-OAc(-Me) 1.993HsGlc-OAc(-Me) 1.863HsGlc-OAc(-Me) 1.353Hs131.263Hs121654328a4a87654321

9、09111213OOOOOAcAcOAcOOCH2OMeAcOOO789612345The 1H NMR Spectrum of Tetraacetyl6-O-(trans-Feruloyl)nodakenin第15頁/共23頁第十五頁，共24頁。The 13C NMR Spectrum of Tetraacetyl6-O-(trans-Feruloyl)nodakeninCOOCH3COOCH39728a347465156824a381101135246OMe91312第16頁/共23頁第十六頁，共24頁。香豆素類化合物的NMR特征(tzhng)第17頁/共23頁第十七頁，共24頁。OO+-

10、C3、C6、C8-H在較高場C4、C5、C7-H在較低場核磁共振波譜規(guī)律1H-NMR受內酯羰基吸電子(dinz)共軛效應的影響第18頁/共23頁第十八頁，共24頁。OOHH43OOHRO37C-7有氧取代(qdi)，第19頁/共23頁第十九頁，共24頁。OORH45C-5有基團(j tun)取代，H-4 -0.3 ppm，在之間第20頁/共23頁第二十頁，共24頁。OOOHH2323OOOHH呋喃香豆素如果(rgu)呋喃環(huán)上沒有取代 H-2,H-2 7.34-7.80 線型，角型第21頁/共23頁第二十一頁，共24頁。OO23456788a4a160.4116.4143.6118.8128.1124.4131.8116.4有OR取代(qdi) 直接相連的碳 +30ppm鄰碳 13ppm對碳 8ppm13C-NMR第22頁/共23頁第二十二頁，共24頁。感謝您的觀看(gunkn)！第23頁/共23頁第二十三頁，共24頁。NoImage內容(nirng)總結天然化合物結構解析的一般程序。第