Gnidia biflavonoid 4a (GB-4a)

Gnidia biflavonoid 4a (GB-4a)

Common Name: Gnidia biflavonoid 4a (GB-4a)

Synonyms: [3,​8'-​Bi-​4H-​1-​benzopyran]​-​4,​4'-​dione, 2,​2',​3,​3'-​tetrahydro-​3',​5,​5',​7,​7'-​pentahydroxy-​2-​(4-​ hydroxyphenyl)​-​2'-​(3,​4,​5-​trihydroxyphenyl)​-​, (2S,​2'R,​3R,​3'R)​-

CAS Registry Number: 645401-67-8

InChI:

InChIKey:

Formula: C30H22O13

Molecular Weight: 590.49

Exact Mass: 590.106

NMR Solvent: DMSO-d6

MHz: 499.87 (1H), 125.70 (13C)

Calibration: TMS

NMR references: Ferrari, J., Terreaux, C., Kurtain, T., Szikszai-Kiss, A., Antus, S., Msonthi, J., Hostettmann, K. (2003). Isolation and On-Line LC/CD Analysis of 3,8"-Linked Biflavonoids from Gnidia involucrata. Helv. Chim. Acta 86, 2768-2778.

Species: Gnidia involucrata - Ferrari, J., Terreaux, C., Kurtain, T., Szikszai-Kiss, A., Antus, S., Msonthi, J., Hostettmann, K. (2003). Isolation and On-Line LC/CD Analysis of 3,8"-Linked Biflavonoids from Gnidia involucrata. Helv. Chim. Acta 86, 2768-2778.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 5.72 d 11.5
3 4.53 d 11.5
6 5.85 m
8 5.85 m
2' 6.99 d 8
3' 6.69 d 8
5' 6.69 d 8
6' 6.99 d 8
2" 4.1 d 12
3" 4.38 d 12
6" 5.91 m
2''' 6.45 s
6''' 6.45 s
OH-C(5)/C(5") 12.14 s
OH-C(5)/C(5") 11.85
other OHs range 11.5
other OHs range 10.6

Carbon NMR Peaks

Position PPM
2 (may be interchanged with 2") 84.1
3 47.3
4 (C=O) (may be interchanged with 4" (C=O)) 196.8
5 (may be interchanged with 7, 9, 5", 7", 9") 163
6 (may be interchanged with 8, 6") 96.3
7 (may be interchanged with 5, 9, 5", 7", 9") 166.6
8 (may be interchanged with 6, 6") 95.2
9 (may be interchanged with 5, 7, 5", 7", 9") 162.4
10 (may be interchanged with 8", 10") 101.2
1' (may be interchanged with 1''') 127.3
2' 129.4
3' 115
4' 158
5' 115
6' 129.4
2" (may be interchanged with 2) 81.4
3" 71.9
4" (C=O) (may be interchanged with 4 (C=O)) 197.8
5" (may be interchanged with 5, 7, 9, 7", 9") 162.4
6" (may be interchanged with 6, 8) 96.3
7" (may be interchanged with 5, 7, 9, 5", 9") 163.8
8" (may be interchanged with 10, 10") 99.9
9" (may be interchanged with 5, 7, 9, 5", 7") 160.4
10" (may be interchanged with 10, 8") 101.2
1''' (may be interchanged with 1') 127.9
2''' 107
3''' 145.9
4''' 133.8
5''' 145.9
6''' 107