| Structure Identification: |
| Tetrahedron.1968;24(8):3247–3253. | | Components of seseli sibiricum: Constitution and synthesis of sibiricin, a new coumarin.[Reference: WebLink] |
METHODS AND RESULTS:
From the pet. ether extract of S. sibiricum osthol, imperatorin, bergapten and a new coumarin named Sibiricin have been isolated. It has been assigned 5,7-dimethoxy-coumarin-8-γ,γ-dimethylallyl epoxide structure on the basis of degradative and spectral studies.
CONCLUSIONS:
Final confirmation of the structure has been provided by a synthesis following an unambigous route using 3-dimethylallyl-2-hydroxy-4,6-dimethoxybenzaldehyde as the important intermediate. | | Chemical & Pharmaceutical Bulletin, 1996 , 44 (6) :1208-1211. | | Prenylcoumarins from Murraya paniculata var. omphalocarpa(Rutaceae): The Absolute Configuration of Sibiricin, Mexoticin and Omphamurin.[Reference: WebLink] |
METHODS AND RESULTS:
Three new prenylcoumarins, murpaniculol senecioate, 5-methoxymurrayatin and omphamurin isovalerate were isolated from the leaves of Murraya paniculata var. omphalocarpa (Rutaceae), together with six known coumarins, paniculatin, (-)-Sibiricin, 5, 7-dimethyoxy-8-(3'-methyl-2'-oxobutyl)coumarin, (-)-mexoticin, omphamurin and omphalocarpin. Their structures were characterizied on the basis of spectroscopic evidence.
CONCLUSIONS:
The absolute configulation of omphamurin at the C-2' position has been determined to be S by Horeau's method. THe absolute stereochemistry of (-)-mexoticin and (-)-Sibiricin has also been established by their chemical correlation with omphamurin. |
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