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∑ å π‰∑¬
√ “√
“ “√ “√
∑ å π‰∑¬ – –å·ºπ‰∑¬·≈–°“√·æ∑¬å∑“߇≈◊Õ°
‡≈Õ°
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‡≈Õ°
Ù. °“√μ√«® Õ∫ “√∫√‘ ÿ∑∏‘Ï ( “√ A ·≈– B) ¥â«¬‡∑§π‘§ æ—π∏ÿ«‘»«°√√¡·≈–‡∑§‚π‚≈¬’™’«¿“æ·Ààß™“μ‘
NMR
º≈°“√∑¥≈Õß
π” “√∫√‘ ÿ∑∏‘Ï “√ A πÈ”Àπ—° Ò. ¡°. ·≈– “√ B
®“°°“√μ√«® Õ∫‡Õ°≈—°…≥å∑“߇§¡’¢Õß “√ °—¥‡Õ∑“πÕ≈
π”Àπ—° ÒÒ. ¡‘≈≈‘°√—¡ ¡“≈–≈“¬ ¥â«¬ DMSO-d6 Û ¡‘≈≈‘≈‘μ√
„∫∫—«À≈«ß¥â«¬ªØ‘°‘√‘¬“°“√‡°‘¥ ’ Cyanidin Test ·≈–
·≈â«π”¡“„ àÀ≈Õ¥ NMR ®“°π—Èπ𔉪μ√«®«‘‡§√“–Àå‚¥¬‡§√◊ËÕß
∑¥ Õ∫¬◊π¬—πº≈‡Õ°≈—°…≥å∑“߇§¡’¥â«¬«‘∏’‚§√¡“‚∑°√“øï
Bruker AV 500 MHz NMR spectrometer ¢Õß»Ÿπ¬å
5 OH
5' OH 4
4' 3
HO 7 O OH
HO O 3' 2
7 9 2 OH
2' 3 HO 3 OH
6"
1" 5" COOH 5 O 2 1 OH
4 3 O 3" 4 O 6
5 O 4" OH OH O 5 CH
HO 2" OH 2
OH O CH 5 O
6
“√ A “√ B 3 O 1
(Miquelianin) (Rutin) HO 4 3
HO 2
HO
√Ÿª∑’Ë Ú · ¥ß Ÿμ√‚§√ß √â“ߢÕß “√∫√‘ ÿ∑∏‘Ï
13
13
1
1
μ“√“ß∑’Ë Ò H and C (125 MHz) NMR spectral data of miquelianin and H, C (500 MHz) of “√ A (in DMSO-d )
6
a
Miquelianin Compound A
Position
1 H (mult., J in Hz) 13 C 1 H (mult., J in Hz) 13 C
2 - 156.3 d - 156.5 c
3 - 133.4 - 133.4
4 - 177.2 - 177.3
5 - 160.6 - 161.1
6 6.15 (d, 2) 98.6 6.21 (bs) 98.8
7 - 164.3 - 164.4
8 6.33 (d, 2) 93.8 6.41 (bs) 93.7
d c
9 - 156.7 - 156.7
10 - 103.5 - 103.9
1′ - 120.8 g - 120.8 f
2′ 7.97 (d, 2) 115.2 7.81 (bs) 116.8
3′ - 144.3 - 144.9
4′ - 148.1 - 148.6
5′ 6.85 (d, 8) 117.0 6.83 (d, 8.4) 115.3
6′ 7.43 (dd, 2, 8) 121.0 g 7.51 (bd, 8.9) 121.3 f
1′′ 5.40 (d, 7) 101.7 5.41 (d, 6.6) 101.7
2′′ 3.44-4.15 (m) 73.8 3.27-3.52 (m) 73.9
3′′ 3.44-4.15 (m) 76.2 3.27-3.52 (m) 76.1
4′′ 3.44-4.15 (m) 71.5 3.27-3.52 (m) 71.5
5′′ 3.44-4.15 (m) 74.4 3.27-3.52 (m) 75.4
6′′ - 172.2 - 170.6
a Ò˜
Literature values: Ishimatsu et al., 1989 (DMSO-d6)
c, d, f, g, Assignments bearing the same superscript in the same column may be interchangable