Natural Compounds

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

3β,6β-Diangeloyloxy-10βH-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1397

CAS Registry Number: 63527-79-7 Open image in new window

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

Biological sources: Gynoxys sancto-antonii Cuatrec. [1]; G. psilophylla Klatt [2]; Othonna lobata Schltr. [3]; Lopholaena segmentata (Oliv.) S. Moore [4]; Petasites niveus Baumg. [5]

C25H34O5: 414.2406

Mp: colorless oil [1, 5]

[α]D22 −64.3° (c 1.18, CHCl3) [5]

UV (n-hexane) 218 (4.18) [5]

IR (CCl4): 1720, 1650 [1]; IR (film): 1713, 1650, 1570 [5]

MS: 414.240 [M]+ (3) (calc. for C25H34O5: 414.241), 314 (14), 231 (15), 214 (12), 83 (100), 55 (37) [5]

HPLC: [5]

1H NMR (270 MHz, CDCl3, TMS): 0.99 (3H, d, J = 7, H-15), 1.07 (3H, s, H-14), 1.86 (3H, d, J = 1, H-13), 2.86 (1H, dd, J = 17; 5, H-9α), 5.43 (1H, ddd, J = 10; 5; 4, H-3), 6.48 (1H, br s, H-6), 7.05 (1H, br s, H-12); OAng-3: 1.89 (3H, dq, J = 1, H-5′), 1.98 (3H, dq, J = 7; 1, H-4′), 6.02 (1H, qq, J = 7; 1, H-3′);...

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References

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    A. Guerriebo, F. Pietra, Phytochemistry 21(12), 2887 (1982)CrossRefGoogle Scholar

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