Natural Compounds

2013 Edition
| Editors: Shakhnoza S. Azimova, Ashraf I. Saidkhodzhaev

1β-Acetoxy-9α,10α(H)-furanocadina-3(15),4-diene (1-Acetoxy-dihydro-isochromolaenine)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_824

Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Cadinanes – Furanocadinanes – Monoesters

Biological sources: Chromolaena laevigata (Lam.) R.M. King et H. Rob. [1]

C17H20O3: 272.1412

Mp: 113–114°C (ether–petrol) [1]

[α]D24 (λ, nm): −147° (589), −151° (578), −180° (546), −406° (436), −998° (365) (c 0.11, CHCl3) [1]

UV: 280 (ε 21000), 235 (ε 10600), 230 (ε 10300) [1]

IR (CCl4): 1750, 1637, 1565, 1240, 885 [1]

MS: 272.141 [M]+ (17) (calc. for C17H20O3: 272.141), 212 [M − AcOH]+ (100), 197 [212 − ⋅CH3]+ (80), 183 [212 − ⋅CHO]+ (21), 43 [H3CCO]+ (38) [1]

1H NMR (270 MHz, C6D6, TMS): 0.84 (3H, d, J = 7, H-14), 1.57 (1H, ddq, J = 5; 10; 10; 7, H-8), 1.68 (3H, s, OAc), 1.92 (3H, d, J = 1, H-13), 2.14 (1H, br dd, J = 10, H-10), 2.22 (1H, dd, J = 17; 10, H-8β), 2.37 (1H, br dd, J = 9; 13; 5, H-2β), 2.40 (1H, dd, J = 5; 17, H-8α), 2.84 (1H, dd, J = 4.5; 13; 5, H-2α), 4.84 (1H, br s, H-15b), 4.97 (1H,...

This is a preview of subscription content, log in to check access

References

  1. 1.
    F. Bohlmann, C. Zdero, Chem. Ber. 110, 487 (1977)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013