Structure of murralongin, a novel monomeric coumarin from murraya elongata : stereochemistry and preferred conformation of its unique side chain
✍ Scribed by Sunil K. Talapatra; Lakshmi N. Dutta; Bani Talapatra
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 203 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The structure and stereochemistry of murrangatid, a new monomeric coumarin isolated from the leaves of Murraya elongata Alph. DC (Rutaceae) has been reported by us recently. We now present the chemical and spectral evidence leading to the structure and stereochemistry of another new coumarin, murralongin (I), isolated from the same plant in much lower yield. The E.0.E. evidence for the w double bond and the preferred conformation of its unique 5 carbon side chain and its probable biogenesis have also been presented. The petrol (b.p. 60-80') extract of the leaves upon repeated chromatography over silica gel afforded from the petrol-benzene (1:l) and benzene eluates murralongid (I) crystallising from ether as colourless heavy needles, m.p. 135O (t.1.c. -s:lica gel G, Rf 0.74, chloroformmethanol 93:7), C15H1404 (M' 256). It displayed the following spectral characteristics: