Natural Compounds

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

2β-Acetoxy-5α,9β,10α(H)-muurola-3,6(11)-dien-7-one (2β-Acetoxy-3,6(11)-tetradehydrocadinan-7-one)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_803

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

Biological sources: Ageratina petiolaris (Moc. & Sesse ex DC.) R.M. King et H. Rob. [1]; Eupatorium trapezoideum Kunth [2]; Ageratina adenophora (Spreng.) R.M. King et H. Rob. (=Eupatorium adenophorum) [3, 4]

C17H24O3: 276.1725

Mp: colorless oil [1, 2]

IR (CCl4): 1740, 1690, 1240 [1]

MS: [M]+ (-), 216.151 [M − AcOH]+ (100) (calc. for C15H20O: 216.151), 201 [216 − ⋅CH3]+ (45) [1]

TLC: petrol – ether (10:1) [2]

1H NMR (270 MHz, CDCl3): 0.96 (3H, d, J = 7, H-14), 1.63 (3H, br s, H-15), 1.63 (1H, m, H-10), 1.77 (1H, m, H-1β), 1.82 (3H, br s, H-12), 1.97 (3H, br s, H-13), 2.05 (1H, m, H-8β), 2.06 (3H, s, OAc), 2.31 (1H, br d, J = 16, H-1α), 2.33 (1H, m, H-9), 2.39 (1H, m, H-8α), 3.57 (1H, m, H-5), 5.18 (1H, br d, J =5, H-2), 5.24 (1H, br s, H-4) [1]

1H NMR (270 MHz, C6D6): 0.77 (3H, d, J = 7, H-14), 1.39 (1H, m,...

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References

  1. 1.
    F. Bohlmann, J. Jakupovic, M. Lonitz, Chem. Ber. 110, 301 (1977)CrossRefGoogle Scholar
  2. 2.
    V.S. Shukla, N.C. Barua, P.K. Chowdhury, R.P. Sharma, M. Bordoloi, U. Rychlewska, Tetrahedron 42, 1157 (1986)CrossRefGoogle Scholar
  3. 3.
    F. Bohlmann, R.K. Gupta, Phytochemistry 20(6), 1432 (1981)CrossRefGoogle Scholar
  4. 4.
    V.S. Shukla, N.C. Barua, P.K. Chowdhury, R.P. Sharrna, J.N. Baruah, Chem. Ind. 863 (1983)Google Scholar

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