Kudtdiol, new sesquiterpene alcohol from jasonia glutinosa D.C.
β Scribed by J. de Pascual Teresa; A.F. Barrero; A. San Feliciano; M. Grande; M. Medarde
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 201 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Jasonia glutinosa D.C. (Compositae; subfam. Inulae) is a species that grows in abundance at the Spanish East on basic soils. It has medicinal uses and it is named l'mountain tea" and "rock tea". We have found no report on the chemical composition of J. glutinosa, but some works related to the flavonoids 2) and other constituents3) of J. tuberosa, species that grows at the West of the Iberian Peninsula on acidic soils, have been done.
The benzene extract from the air-dried aerial parts of J. glutinosa was fractionated with bases. By chromatography of the neutral fraction on a drySi02 column (eluent, benzene-ether 3:2), a crystalline substance was isolated (0.4% on dry weight), for which we have proposed the name kudtdiol. The mass spectrum of kudtdiol shows a molecular peak at m/e 238 (C15H2602), and absorbs in the IR (film) at$(cm-'1: 3390, 1145, 1040 (-OH) and 3060, 1640, 880 (R2C=CH2). The IH-NMR spectrum (CDC13) shows signals at $(ppm): 0.69 (3H,s; R3C-C;3), 1.11 (3H,s;:C(OH)-CH3), 3.38 and 3.52 (2H,AB q,J=llHz;-CH20H), 4.42 and 4.69 (2H,2 br.s.;R2C=CH2). Acetylation of kudtdiol (Ac20/pyr, rt) gives a monoacetate, remaining a free -OH group [/a/D +63.2c; MS, M+ at m/e 280; IR (film), Q(cm-l) at: 3460, 1740, 1235, 1165, 1045; IH-NMR (CDC13), b(ppm): 2.06 (3H,s:-CH20g), 4.01 (2H,s; -CH20Ac) and the other signals of the spectra remaining without major modifica-No. 43
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## Abstract (+)βΞ²βEudesmol (7), (+)β10βepiβelemol **(8)**, (β)β(Z)βdihydrofarnesol **(3)**, and an alcohol believed to be a guaiβ9βenβ11βol **(4)** have been isolated from Galbanum resin. Together with (β)βΞ²βdihydroagarofuran **(1)** and epiβligulyl oxide **(13)** (reported naturally occurring for