Heveaflavone

Heveaflavone

Common Name: Heveaflavone

Synonyms: amentoflavone4''',7,7''-trimethylether

CAS Registry Number: 23132-13-0

InChI:

InChIKey:

Formula: C33H24O10

Molecular Weight: 580.545

Exact Mass: 580.1369

NMR Solvent: CD3OD and pyridine-d5

MHz: 400.0

Calibration: not indicated

NMR references: Yeh, P., Shieh, Y., Hsu, L., Kuo, L., Lin, J., Liaw, C., Kuo, Y. (2012). Naturally Occurring Cytotoxic [3' → 8"]-Biflavonoids from Podocarpus nakaii. J. Tradit. Complement Med. 2, 220-226.

Li, S., Zhao, M., Li, Y., Sui, Y., Yao, H., Huang, L., Lin, X. (2014). Preparative Isolation of six Anti-Tumour Biflavonoids from Selaginella Doederleinii Hieron by High-Speed Counter-Current Chromatography. Phytochem. Anal. 25, 127-133.

Carbonezi, C., Hamerski, L., Gunatilaka, A., Cavalheiro, A., Castro-Gamboa, I., Silva, D., Furlan, M., Young, M., Lopes, M., Bolzani, V. (2007). Bioactive flavone dimers from Ouratea multiflora (Ochnaceae). Braz. J. Pharmacogn. 17, 319-324.

Species: Podocarpus nakii - Yeh, P., Shieh, Y., Hsu, L., Kuo, L., Lin, J., Liaw, C., Kuo, Y. (2012). Naturally Occurring Cytotoxic [3' → 8"]-Biflavonoids from Podocarpus nakaii. J. Tradit. Complement Med. 2, 220-226.

Notes:

Proton NMR Peaks

Position PPM Peak Type J (Hz)
3 7.08 s
6 6.52 d 2
8 6.75 d 2
2' 8.39 d 2
5' 7.54 d 8
6' 8.06 dd 8, 2
3" 6.94 s
6" 6.77 s
2''' 7.84 d 8.5
3''' 6.95 d 8.5
5''' 6.95 d 8.5
6''' 7.84 d 8.5
7"-OCH3 3.73 s
7-OCH3 3.68 s
4'''-OCH3 3.58 s

Carbon NMR Peaks

Position PPM
2 164.8
3 104.2
4 182.7
5 162.9
6 98.5
7 165.7
8 92.8
9 158.1
10 105.4
1' 121.1
2' 132.3
3' 122.3
4' 161.2
5' 117.1
6' 128.4
2" 164.3
3" 104.1
4" 183.3
5" 162.1
6" 96
7" 163.6
8" 105.9
9" 155.8
10" 105.8
1''' 121.1
2''' 128.4
3''' 114.9
4''' 162.9
5''' 114.9
6''' 128.4
7"-OCH3 56.4
7-OCH3 55.8
4'''-OCH3 55.4