Natural Compounds

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

6α-Vanilloyloxy-5α(H)-dauc-8-en-4β-ol (Teferin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_926

CAS Registry Number: 54526-95-3 Open image in new window

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

Biological sources: Ferula tenuisecta Korov. [1]; F. kuhistanica Korov. [2]; F. soongarica Pall. ex Spreng. [3]; F. pallida Korov. [4]; F. elaeochytris Korov. [5]; F. rubroarenosa Korov. [6]; F. tatarica Fisch. ex Spreng. [7]; F. nuratavica M. Pimen. [8]; F. rigidula DC. [9]; F. jaeschkeana Vatke [10]; Ferula hermonis Boiss. [11]

C23H32O5: 388.2250

Mp. 78–80°C [1]

[α]D20 +86.5° (c 1.0, CHCl3) [1]; +82.4° (c 0.9, CHCl3) [6]

UV 265 (4.06) [1]; (95% EtOH) 260 (4.06); (HOAc) 260 (4.04) [10]

IR: 3600–3200, 1695, 1620, 1595, 1520 [1]

TLC: CHCl3 – EtOAc (30:1), Rf 0.49 ± 0.05 [10]

HPLC [11]

1H NMR: 0.81 and 0.91 (6H, d, J = 6.5, H-12, H-13), 1.05 (3H, s, H-14), 1.75 (3H, s, H-15), 5.18 (1H, sextet, J = 10.5; 10.5; 2.5, H-6), 5.45 (1H, m, H-9); OVan: 3.87 (3H, s, OCH3), 6.86 (1H, d, J =...

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