Constituents of Umbelliferous Plants. VIII. Coumarins from the Root of Seseli libanotis (L.) Koch. The Structure of Three New Coumarins.

Two New Coumarins from the Chloroform Extract of Angelica urumiensis from Iran

“…An extensive study of the NMR data, including HMQC, HMBC and H, H COSY experiments, confirmed unambiguously the structure of suggested coumarin. On the basis of the close agreement of their physical and spectral data with those already published, compounds 3, 4, 5, 6, 7, 8, 9 and 10 were found to be identical with those of the known compounds, isosamidin, 14) laserpitin, 14) pteryxin, 16) isolaserpitin, 14) cis-khellactone, 15) angelicin, 19) genkwanin 20) and salvigenin, 20) respectively.…”

“…Also, rotating frame Overhauser enhancement spectroscopy (ROESY) spectrum of compound 1 shows correlation between these two protons. The latter associates with two methine protons (H-4Јa, H-3Јa) which have cis configuration with respect to their coupling constant (J H3Јa,H4Јa ϭ4.5 Hz) [14][15][16] and we can see again a positive signal for one proton by selective irradiation of the other one due to the cis configuration of methine protons. On the other hand H-4Ј and H-3Јa have no correlation with each other based on ROESY and 1D NOE experiment, so they have trans configuration.…”

“…Herbal remedies used in the traditional folk medicine pro- [14][15][16] and also based on positive signal enhancement in selective 1D NOE experiment. Also, rotating frame Overhauser enhancement spectroscopy (ROESY) spectrum of compound 1 shows correlation between these two protons.…”

Coumarin Derivatives fromEryngium campestre1

“…This corroborated with the presence of an ABX-system in the 1H-NMR spectra corresponding to the methylene and methine protons at C-4' and C-3' (11) and with their 13C-NMR spectra, which showed singlets in the region 76.7-78.4 ppm (C-2') and doublets between 69.0 and 70.9 ppm (C-3') (12,13). The 3'R configuration of 1-4 was deduced from the optical rotation in comparison with literature data (14)(15)(16)(17)(18). The acid moieties of 1-3 could be unambiguously identified from their 'H-and 13C-NMR spectra when compared to published data (11,12,19).…”

Volatile constituents of Dorema aucheri Boiss., Seseli libanotis (L.) W. D. Koch var. armeniacum Bordz. and Conium maculatum L. three Umbelliferae herbs growing wild in Iran

“…11,12 Seseli libanotis (L.) Koch is a perennial herb, which in its typical form, subspecies eu-Libanotis Thellung, is widespread in Europe. It has been shown to be a rich source of coumarins, 13,14 in particular diesters of (+)-cis-khellactone, well-known for their properties as coronary vasodilators. 15,16 Three new sulfate ester salts derived from known coumarin alcohols, one of them tertiary, have been obtained from roots of Seseli libanotis subsp.…”