Lophirone A

Lophirone A

Common Name: Lophirone A

Synonyms: 4H-​1-​Benzopyran-​4-​one, 3-​[(1R)​-​1-​[bis(4-​hydroxyphenyl)​methyl]​-​2-​(2,​4-​dihydroxyphenyl)​-​2-​oxoethyl]​-​7-​hydroxy-

CAS Registry Number: 110383-39-6

InChI:

InChIKey:

Formula: C30H22O8

Molecular Weight: 510.498

Exact Mass: 510.1315

NMR Solvent: CD3CO

MHz: 400 (1H), 100 (13C)

Calibration: TMS

NMR references: Ghogomu, R., Sondengam, B., Martin, M., Bodo, B. (1987). Lophirone A, A Biflavonoid with Unusual Skeleton from Lophira Lanceolata. Tetrahedron Lett. 28, 2967-2968.

Messanga, B., Tih, R., Kimbu, S., Sondengam, B. (1992). Calocdenone, A New Isobiflavonoid From Ochna calodendron. J. Nat. Prod. 55, 245-248.

Species: Lophira lanceolata - Ghogomu, R., Sondengam, B., Martin, M., Bodo, B. (1987). Lophirone A, A Biflavonoid with Unusual Skeleton from Lophira Lanceolata. Tetrahedron Lett. 28, 2967-2968.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
2 8.268 s
5 7.936 d 8.8
6 6.911 dd 8.8, 2.3
8 6.769 d 2.3
β 6.14 d 12.3
3' 6.197 d 2.4
5' 6.442 dd 9, 2.4
6' 8.338 d 9
γ 4.793 d 12.3
2'' 7.255 m
3'' 6.606 m
5'' 6.606 m
6'' 7.255 m
2''' 7.255 m
3''' 6.65 m
5''' 6.65 m
6''' 7.255 m

Carbon NMR Peaks

Position PPM
2 156.37
3 122.1
4 175.4
10 117.15
5 128.18
6 115.94
7 163.42
8 103.15
9 158.51
β 43.91
α 204.53
1' 114.08
2' 166.77
3' 103.34
4' 166.06
5' 108.99
6' 134.39
γ 53.43
1'' 134.55
2'' 130.04
3'' 115.79
4'' 156.42
5'' 115.79
6'' 130.04
1''' 135.62
2''' 129.42
3''' 115.94
4''' 156.47
5''' 115.94
6''' 129.42