Natural Compounds

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

6α,10α-Diangeloyloxy-8α,9α-epoxy-5α(H)-dauca-2β,4β-diol (Isolaserpitine)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_971

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Diesters

Biological sources: Laserpitium latifolium L. [1, 2]

C25H38O7: 450.2618

Mp: 157–158°C [1]

[α]D −27.5° (CH3OH) [1]

Found: C, 66.64; H, 8.50; calc. C, 66.41; H, 8.59% [1]

1H NMR (100 MHz, CDCl3) (its 6α,10α-desdiangeloyl-6α,10α-dihydroxy deriv.): 0.80 (3H, d, J = 7.0, H-13*), 0.84 (3H, d, J = 7.0, H-12*), 0.97 (3H, s, H-14), 1.36 (3H, s, H-15), 1.49 (1H, q, J = 11.5; 14.0, H-3b), 1.76 (2H, q, J = 14.0; ≈10.5, H-7), 2.08 (1H, q, J = 8.0; 14.0, H-3a), 2.14 (1H, d, J = ≈9.5, H-5), 2.82 (1H, d, J = 6.0, H-9), 3.73 (1H, q, J = 8.0; 11.5, H-2), 3.94 (1H, d, J = 6.0, H-10), 3.99 (1H, tq, J = 9.5; 2.0; 10.5, H-6) [1]

References

  1. 1.
    M. Holub, Z. Samer, V. Herout, F. Sorm, Collect. Czech. Chem. Commun. 24, 3934 (1959)Google Scholar
  2. 2.
    M. Holub, Z. Samer, V. Herout, F. Sorm, Monatsh. Chem. 98, 1138 (1967)CrossRefGoogle Scholar

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