Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Eremophilanes – Monoesters
Biological sources: Petasites formosanus Kitam. [1]
C19H26O4: 318.1831
Mp: colorless oil [1]
[α] 25D +18° (c 1.0, MeOH) [1]
UV (MeOH): 235 (4.45), 273 (3.76) [1]
IR (film): 3020, 1700, 1665, 1620, 1210, 1120, 1015 [1]
EI-MS: 318 [M]+ (15), 278 (15), 216 (100), 201 (60), 161 (100), 148 (38), 85 (64) [1]
HR-MS: 318.1826 [M]+ (calc. for C19H26O4: 318.1830) [1]
1 H NMR (300 MHz, CDCl3): 0.96 (3H, d, J = 6.6, H-15), 1.01 (3H, s, H-14), 1.82 (3H, s, H-13), 2.06 (3H, d, J = 1.5, H-12), 2.16 (1H, dq, J = 13.6; 1.5, H-6b), 2.89 (1H, d, J = 13.6, H-6a), 3.68 (3H, s, OCH3), 4.87 (1H, td, J = 11.0; 4.8, H-3), 5.17 (1H, d, J = 12.6, H-2′), 5.75 (1H, d, J = 1.5, H-9), 7.61 (1H, d, J = 12.6, H-3′) [1]
13 C NMR (300 MHz, CDCl3): [1]
Table 1
C-1 |
30.1 |
C-8 |
191.7 |
C-14 |
17.2 |
2 |
31.7 |
9 |
126.7 |
15 |
10.7 |
3 |
72.8 |
10 |
167.3 |
1′ |
165.3 |
4 |
46.3 |
11 |
143.3 |
2′ |
95.9 |
5 |
42.2... |
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References
Y.-L. Lin, J.-C. Ou, C.-F. Chrn, Y.-H. Kuo, Chem. Pharm. Bull. 46, 1807 (1998)
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(2013). 3α-[(E)-3-Methoxyacryloyloxy]-eremophila-9(10),7(11)-dien-8-one (Petasinone B). In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_1066
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