Natural Compounds

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

9β-Angeloyloxy-6β-[(E)-4-methylsenecioyloxy]-10β-hydroxy-furanoeremophilane (9β-Angeloyloxy-6β-(3-methyl-2-trans-pentenoyloxy)-10β-hydroxy-furanoeremophilane)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1391

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

Biological sources: Othonna heterophylla L. f. [1]

C26H36O6: 444.2512

Mp: oil, isolated as mixture with 1β-angeloyloxy-9β-[(E)-4-methylsenecioyloxy]-10β-hydroxy-furanoeremophilane [1]

IR: 3460 (OH), 1720 (C = O), 1645 [1]

MS: 444.251 [M]+ (0.1) (calc. for C26H36O6 444.251), 426 [M – H2O]+ (0.4), 330 [M – C4H6(CH3)COOH]+ (4), 248 [330 – O = C = C(CH3)CH = CH2]+ (12), 230 [330 – C4H7COOH]+ (23), 97 [C4H6(CH3)CO ]+ (100), 83 [C4H7CO ]+ (15) [1]

1H NMR: (CCl4): 1.10 (s, H-14), 1.14 (d, H-15), 1.80 (d, H-13), 5.94 (d, J = 1.5, H-9), 6.42 (dd, J = 1.5, H-6), 7.04 (br s, H-12); OAng: 1.91 (3H, dq, H-5′), 2.01 (dq, J = 7; 1, H-4′), 6.14 (1H, qq, J = 7; 1, H-3′); OtMeSen: 1.10 (3H, t, H-6′), 2.18 (3H, d, H-5′), 2.20 (2H, br s, H-4′), 5.66 (1H, tq, H-2′) [1]

References

  1. 1.
    F. Bohlmann, A. Suwita, Chem. Ber. 109, 1230 (1976)CrossRefGoogle Scholar

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