Natural Compounds

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

6α-(4′-Hydroxy-benzoyloxy)-5α(H)-dauc-9-ene-4β,8α-diol (p-Hydroxybenzyl Ester of Ferutriol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_893

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

Biological sources: Ferula jaeschkeana Vatke [1]

C22H30O5: 374.2093

Mp: 74°C (MeOH) [1]

[α]D 2.6° (c 5.0, MeOH) [1]

UV 258 (4.08) [1]

IR: 3380, 2960, 2920, 2860, 1690, 1610, 1590, 1510, 1460, 1440, 1380, 1370, 1310, 1280, 1160, 1090, 1030, 850, 810, 770 [1]

MS: 374 [M]+ (2), 357 (10), 356 [M − H2O]+ (4.6), 338 [M − 2H2O]+ (12.8), 337 (5.6), 331 [M − C3H7]+ (2.4), 330 (9.7), 313 [M − 2H2O − C3H7]+ (8.8), 312 (40.1), 218 [M − H2O − C6H4(OH)COOH]+ (7.5), 217 [M − 2H2O − C6H4(OH)COOH]+ (6), 201 (10), 200 [M − 2H2O − C3H7 − C6H4(OH)CO]+ (8.5), 193 [M − C3H7 − C6H4(OH)COOH]+ (50), 157 [M − H2O − C3H7 − C6H4(OH)COOH − H2O]+ (20), 147 (12), 143 (10), 138 [C6H4(OH)COOH]+, 131 (55), 121 [C6H4(OH)COOH − OH] (100), 105 (15), 93 (17), 55 (8) [1]

1H NMR (400 MHz, CDCl3): 0.77 (3H, d, J = 7, H-12), 0.79 (3H, d, J = 7, H-13),...

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References

  1. 1.
    S.N. Garg, S.K. Agarwal, Planta Med. 53, 341 (1987)CrossRefGoogle Scholar

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