Abstract
The roots of Toona ciliata yielded four new 9,10-dihydrophenanthrenes which were identified on the basis of spectroscopic analysis as 9,10-dihydro-9-hydroxy-9-(tert-butoxycarbonylmethyl)- 10-oxophenanthrene, 9,10-dihydro-9-hydroxy-9-(ethoxycarbonylmethyl)-10-oxophenanthrene, 9,10-dihydro-9-hydroxy-9-(n-butoxycarbonylmethyl)-10-oxophenanthrene and 9,10-dihydro-9- hydroxy-9-(benzyloxycarbonylmethyl)-10-oxophe-nanthrene. These compounds represent a novel group of phenanthrenes lacking oxygen in the benzene rings. In addition the known limonoid cedrelone, the sterols sitosterol and stigmasterol, the coumarins isopimpinellin and siderin, the furoquinoline alkaloid skimmianine and 2-hydroxy-4-methoxycinnamaldehyde were also isolated and characterized.
Highlights
Roemer contains approximately six poorly defined species which occur in the old world eastwards from Indian to Australia.[1]
Phytochemical data are available for T. sureni (Blume) Merril. and T. ciliata M
We have examined the roots since they have never been investigated before and in order to determine if the above differences still remain in this organ
Summary
This was supported by the HMBC experiments (see Experimental) which showed correlations between this latter proton signal and the 13C signal at δ 201.9 (3J). The proton signal at δ 7.37 was para-coupled to the H-1 signal ( assigned to H-4) and showed long-range correlation with the 13C signal at δ 129.7. The 1H signal at δ 7.36 belonging to another phenyl ring, showed long-range correlation with the 13C signal at δ 129.7.
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