Natural Compounds

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

6β-Angeloyloxy-3β-(3″-methylvaleroyloxy)-10βH-furanoeremophilan-15-oic Acid

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1386

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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]

C26H36O7: 460.2461

Mp: oil; isolated as mix with 6β-angeloyloxy-3β-[(E)-4-methylsenecioyloxy]-10βH-furanoeremophilan-15-oic acid [1]

IR: 3600 (OH), 2500, 1710, 1720 (C = O), 1650 [1]

MS: 460.246 [M]+ (calc. for C26H36O7 460.246), 344 [M – C5H11COOH]+, 244 [344 – C4H7COOH], 99 [C5H11CO]+, 83 [C4H7CO]+ [1]

1H NMR: (CDCl3): 1.10 (3H, s, H-14), 1.82 (3H, d, H-13), 5.53 (1H, ddd, J = 10; 5; 5, H-3), 6.34 (1H, br s, H-6), 7.02 (1H, br s, H-12); OAng: 1.84 (3H, dq, H-5′), 1.95 (dq, J = 7; 1, H-4′), 6.00 (1H, qq, J = 7; 1, H-3′); OMeVal: 0.92 (3H, t, H-5″), 1.01 (3H, d, H-6″), 2.20 (2H, m, H-2″) [1]

References

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

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