1990
DOI: 10.1016/0031-9422(90)80186-k
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Eudesmane glycosides fromCarthamus lanatus

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Cited by 27 publications
(26 citation statements)
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“…40) Two terminal methylene groups (H 2 C=C) were observed in the range of 4.44-4.73 ppm; the signals at 4.44 and 4.72 ppm for H-13, and those at 4.70 and 4.73 ppm for H-10 were confirmed by the HMBC and NOESY cross-peaks to the methyl group of H-11 at 1.75 ppm. Compared with previous data for various sesquiterpenes with reported stereochemistry, 10,[40][41][42][43]) the chemical shifts of the H-10 protons and C-7 carbon are indicators of the latter's stereochemistry. Two tertiary carbon signals (45.9 and 49.9 ppm) in the 13 C-DEPT spectra were respectively assigned to C-7 and C-8 by the two-dimensional NMR spectra.…”
Section: Inter-specific Interactionmentioning
confidence: 99%
“…40) Two terminal methylene groups (H 2 C=C) were observed in the range of 4.44-4.73 ppm; the signals at 4.44 and 4.72 ppm for H-13, and those at 4.70 and 4.73 ppm for H-10 were confirmed by the HMBC and NOESY cross-peaks to the methyl group of H-11 at 1.75 ppm. Compared with previous data for various sesquiterpenes with reported stereochemistry, 10,[40][41][42][43]) the chemical shifts of the H-10 protons and C-7 carbon are indicators of the latter's stereochemistry. Two tertiary carbon signals (45.9 and 49.9 ppm) in the 13 C-DEPT spectra were respectively assigned to C-7 and C-8 by the two-dimensional NMR spectra.…”
Section: Inter-specific Interactionmentioning
confidence: 99%
“…The stereoselective synthesis of ()-intermedeol from a starting material of known absolute con®guration (10-epi-eudesma-4,11-dien-3-one) was achieved by Human et al 29 and the (4S, 5S, 7R, 10S) con®guration was assigned. This stereochemistry was con®rmed by Feliciano et al 30 on the basis of a conversion of natural intermedeol into ()eudesm-11-en-4-a-ol.…”
Section: Resultsmentioning
confidence: 69%
“…Besides these eudesmane‐type sesquiterpenoids, compounds 4 and 5 , which were found only in the extract of the field‐grown plant roots, were determined to be eudesm‐11‐en‐4 α ‐ol ( 4 ) ([ α ] D 25 = −18.6°)[27] and intermedeol ( 5 ) ([ α ] D 25 = +9.3°)[28] by spectroscopic analyses and comparisons of the 1 H‐, 13 C‐NMR spectral data and MS fragmentation patterns with those reported in the literature, respectively. [27–31]…”
Section: Resultsmentioning
confidence: 99%