Natural Compounds

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

6α,10α-Diangeloyloxy-5α(H)-dauc-8-en-4β-ol (Pallinin; Santos)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_968

CAS Registry Number: 90695-04-8 Open image in new window

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

Biological sources: Ferula pallida Korov. [1]; F. latipinna A. Santos [2]

C25H38O5: 418.2719

Mp: 79–80°C [1], 77–78°C [2]

[α]D −148.5° (c 1.0, CHCl3) [1]

IR: 3620–3400, 1700, 1650, 960 [1]

IR: 3580, 3460, 1700, 1640, 1450, 1380, 1155, 1100,1080, 1035, 975, 950, 910, 880, 840 [2]

MS: 418 [M]+, 318 [M − C5H8O2]+, 218 [M − 2C5H8O2]+, 200 [M − 2C5H8O2 − H2O]+, 175 [M − 2C5H8O2 − C3H7]+ [1]

EI-MS: 275 [M − C3H7 − angelic acid]+ (3), 233 (4), 218 (5), 203 (4), 175 (72), 157 (14) [2]

1H NMR: 0.83 and 0.90 (each 3H, d, J = 7.5, H-12, H-13), 1.15 (3H, s, H-14), 1.76 (3H, br s, H-15), 4.83 (1H, d, J = 7.5, H-10), 5.20 (1H, sextet, J = 10.5; 10.5; 2.5, H-6), 5.58 (1H, br d, J = 7.5, H-9); 2 × OAng: 1.8–1.9 (12H, br d, J = 2.5; H-4′, H-5′, H-4″, H-5″), 6.01 (2H, q, J = 12.5; 5.0, H-3′, H-3″) [

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References

  1. 1.
    A.Y. Kushmuradov, A.I. Saidkhodzhaev, V.M. Malikov, Chem. Nat. Comp. 22, 48 (1986)CrossRefGoogle Scholar
  2. 2.
    A.G. Gonzalez, J. Bermejo, J.G. Diaz, L. Aranicibia, J. Nat. Prod. 51, 1140 (1988)CrossRefGoogle Scholar

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