Natural Compounds

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

3β-Acetoxy-bicyclogermacrene

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_795

Open image in new window

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

Biological sources: Plagiochila yokogurensis Steph. [1, 2]; P. trabeculata Steph. [2, 3]; P. asplenioides (L.) Dum., P. fruticosa Mitt., P. ovalifolia Mitt., P. orbicularis (Hatt.) Hatt., P. porelloides (Torr. ex Nees) Lindenb. [2]

C17H26O2: 262.1933

[α]D −13.7° (c 0.73, CHCl3) [1]

IR (CHCl3): 1730, 1250, 1210, 1150, 1040, 1020, 1000, 865, 850 [1]

MS: 262 [M]+ (10), 203 (43), 202, 159 (43), 152 (40), 137 (39), 133 (35), 132 (46), 123 (49), 121 (54), 119 (42), 109 (100), 105 (32), 95 (44), 91 (35), 43 (88) [1]

GC-MS [2]

TLC: n-hexane – EtOAc (4:1), C6H6 – EtOAc (4:1 and 1:1), detection 30% H2SO4 and UV light (254 nm) [2]

1H NMR (60 and 90 MHz, CDCl3, TMS): 1.03 (3H, s, H-12), 1.08 (3H, s, H-13), 1.46 (3H, d, J = 2, H-14), 1.67 (3H, d, J = 2, H-15), 2.00 (3H, s, OAc), 2.31 (2H, d, J = 10, H-2), 4.63 (1H, br d, J =...

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

References

  1. 1.
    Y. Asakawa, M. Toyota, T. Takemoto, Phytochemistry 19(10), 2141 (1980)CrossRefGoogle Scholar
  2. 2.
    Y. Asakawa, H. Inoue, M. Toyota, T. Takemoto, Phytochemistry 19(12), 2623 (1980)CrossRefGoogle Scholar
  3. 3.
    M. Toyota, F. Nagashima, Y. Asakawa, Phytochemistry 27(7), 2161 (1988)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013