Natural Compounds

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

2α-Angeloyloxy-6α-(3″,4″-dihydroxy-benzoyloxy)-5α(H)-dauc-8-en-4β-ol (Akiferidinin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_953

CAS Registry Number: 70284-23-0 Open image in new window

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

Biological sources: Ferula akitschikensis B. Fedtsch. [1]

C27H36O7: 472.2461

Mp: 66–67°C [1]

[α]D +46° (c 1.0, EtOH) [1]

UV: 265 (3.9), 300 (3.6) [1]

IR: 3600–3200, 1700, 1710, 1610, 1530, 1240 [1]

MS: 454 [M − H2O]+, 429 [M − 43]+, 372 [M − 100]+, 354 [M − H2O − 100]+, 329 [M − 43 − 100]+, 275 [M − 43 − 154]+, 218 [M − 100 − 154]+, 175 [M − 100 − 154 − 43]+, 154 [M − 100 − 218]+ [1]

1HNMR: 0.74 and 0.87 (each 3H, d, J = 7.5, H-12, H-13), 1.17 (3H, s, H-14), 1.72 (3H, s, H-15), 4.49 (1H, q, J = 10.5; 7.5, H-2), 5.30 (1H, sextet, J = 10.5; 10.5; 2.5, H-6), 5.50 (1H, m, H-9); OAng: 1.89 and 1.92 (6H, br s, H-4′, H-5′), 6.07 (1H, d, J = 7.5, H-3′); OBz(OH)2: 6.88 (1H, d, J = 9.5, H-5″), 7.46 (1H, q, J = 9.5; 2.5, H-2″), 7.66 (1H, d, J = 2.5, H-6″) [1]

References

  1. 1.
    A.Y. Kushmuradov, A.Sh. Qadirov, A.I. Saidkhodzhaev, V.M. Malikov, Chem. Nat. Comp. 14, 617 (1978)CrossRefGoogle Scholar

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