Natural Compounds

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

10β-Acetoxy-6β-angeloyloxy-4α-hydroxy-furanoeremophil-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1354

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Furanoeremophilanes – Diesters

Biological sources: Senecio festulosus Poepp. ex Less. [1]

C22H28O7: 404.1838

Mp: 174–175°C (EtOAc) [1]

[α]23 (λ, nm): −46.6° (589), −48.3° (578), −54.4° (546), −82.7 (436), −45.5° (365) (c 0.18, CHCl3) [1]

UV (MeOH): 282 (4.2), 219 (4.15) [1]

IR (KBr): 3400, 1740, 1710, 1670, 1630, 1520 [1]

EI-MS: 404.1838 [M]+, 344.1624 [M – CH3COOH]+ (29.5), 83.0480 [C5H7O]+ (100) [1]

1H NMR (400 MHz, CDCl3): 1.00 (3H, s, H-15), 1.19 (3H, s, H-14), 1.3–1.9 (6H, mH-1, H-2, H-3), 1.93 (3H, d, J = 1, H-13), 2.19 (3H, s, OAc), 7.05 (1H, s, H-6), 7.14 (1H, q, J = 1, H-12); OAng: 1.90 (3H, dq, J = 1; 1, H-5′), 2.20 (3H, dq, J = 7; 1, H-4′), 5.95 (1H, qq, J = 7; 1, H-3′) [1]

References

  1. 1.
    L. Villarroel, R. Torres, J. Nat. Prod. 48, 841 (1985)CrossRefGoogle Scholar

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