Natural Compounds

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

6α-Angeloyloxy-5α(H)-dauc-8-en-4β-ol (Angeloyl of Jaeschkeanadiol; Jaeskeanadiol Angelate)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_855

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

Biological sources: Ferula elaeochytris Korov. [1]; F. communis L. subsp. communis [2]; Heliopsis helianthoides (L.) Sweet [3]; F. jaeschkeana Vatke [4]

C20H32O3: 320.2351

Mp: oil [1, 4]

UV (MeOH) 218 [1]

IR (KBr): 3500, 2960, 2860, 1705, 1645, 1450, 1270, 1150, 1030, 1000, 940, 705, 660 [1]

IR (KBr): 3500, 2960, 2860, 1705, 1645, 1450, 1270, 1150, 1030, 940 [4]

MS: 277 [M − C3H7]+ (8), 220 [C15H26O2 − (OH + H)]+ (15), 202 [C15H26O2 − 2(OH + H)]+ (20), 177 [C15H26O2 − 43 − 18]+ (90), 83 [C4H7CO]+ (75) [1]

MS: 277 [M − C3H7]+, 220 [M − C5H7O − H2O]+, 202 [M − C5H7O − 2 × H2O]+, 177 [M − C3H7 − H2O]+, 83 [C4H7CO]+ [4]

HPLC: hexane – EtOH (4:1) [2, 3]

1H NMR (90 MHz, CDCl3, TMS): 0.85 (3H, d, J = 7, H-12), 0.96 (3H, d, J = 7, H-13), 1.12 (3H, s, H-14), 1.85 (3H, s, H-15), 5.32 (1H, t, J = 3; 10, H-6), 5.56 (1H,...

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References

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    T.K. Razdan, B. Qadri, M.A. Qurishi, M.A. Khuroo, P.K. Kachroo, Phytochemistry 28(12), 3389 (1989)CrossRefGoogle Scholar

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