Evodia rutaecarpa

There are several alkaloids in the structure of which are both quinazoline and indole nuclei. Evodiamine (1001 R = H) and rutaecarpine (1002) were both isolated from the seeds of Evodia rutaecarpa about 1916 and synthesized in 1927. They were found subsequently to occur also in Xanthoxylum rhetsa, which in addition yielded rhetsinine (1001 R = OH) (59T(7)257). The plant Hortia arborea afforded two more related alkaloids, hor-tiacine and hortiamine, each characterized by a methoxy group in the benzene ring of the indole portion (60JA5187). 

Evodiamine, the alkaloid from the Chinese drug plant Evodia rutaecarpa Benth. and Hook., has also been called rhetsine and its oxidation product rhetsinine, which is also found in nature, was shown to be the diamide (53). Recently a hypotensive red alkaloid isolated from the Brazilian plant Hortia arborea Engl, was given the name hortiamine. Degradation and synthetic studies have shown it to possess the structure (55). It was found together with another... 

The anti-HP activities of Gosyuyu, a crude extract from the fruit of Evodia rutaecarpa, a Chinese herbal medicine, have also been tested for activity... 

Fig. 9. Two quinolones, l-methyl-2-[(Z)-8-tridecenyl] -(l//)-quinolone and 1-methyl-2-[(Z)-7- tridecenyl]-4-(lZ7)-quinolone isolated from Evodia rutaecarpa, a Chinese herbal medicine used to treat stomach ailments.

Kato A, Yasuko H, Goto H, Hollinshead J, Nash RJ, Adachi I. (2009) Inhibitory effect of rhetsinine isolated from Evodia rutaecarpa on aldose reductase activity. Phytomedicine 16 258-261. 

Rutaecarpine (46) is the major alkaloid found in Evodia rutaecarpa (Juss.) Benth., and activities relevant to AD have been identified with the extract and with rutaecarpine. Dehydroevodiamine (47), another alkaloid from the same species, inhibited AChE in vitro, and reversed scopolamine-induced memory impairment in rats and increased cerebral blood flow in vivo in cats, a property which would supplement its usefulness in AD. The structures of (46) and (47) and tacrine (28) have been used as templates for the development of a series of synthetic compounds which have been evaluated for their antiChE activity. These were found to be inhibitory against both AChE and BuChE with A -(2-phenylethyl)-A -[(12Z)-7,8,9,10-tetrahydroazepino [2,l- ]quinazolin-12(6//)-ylidene] amine (48) showing higher affinity for BuChE. 

Park CH, Kim S, Choi W, Novel anticholinesterase and antiamnesic activities of dehydroevodiamine, a constituent of Evodia rutaecarpa, Planta Med... 

Haji A, Momose Y, Takeda R, Increased feline cerebral blood flow induced by dehydroevodiamine hydrochloride from Evodia rutaecarpa, J Nat Prod 57 387-389, 1994. 

There is evidence in literature that alkaloid biology is connected with regulation, stimulation and induction functions. Tsai et al. proved that caffeine levels in the blood, brain and bile of rats decreased when given a treatment of rutaecarpine, an alkaloid from Evodia rutaecarpa (Figure 78). It is known that caffeine has been found to enter the brain by both simple diffusion and saturable carrier-mediated transport . The hepatobiliary excretion of caffeine has also been reported in humans rabbits and rats. ... 

Figure 78. Rutaecarpine, an alkaloid from Evodia rutaecarpa.

H. S. and Kim, Y. K. 2002. Quinolone alkaloids, diacylglycerol acyltransferase inhibitors from the fruits of Evodia rutaecarpa. Planta Medica, 68 1131-1133. 

Ueng, Y. E., Wang, J. J., Lin, L. C., Park, S. S. and Chen, C. F. 2001. Induction of cytochrome P450-dependent monooxygenase in mouse liver and kidney by rutaecarpine, an alkaloid of the herbal drug Evodia rutaecarpa. Life Sciences, 70 207-217. 

Evodia rutaecarpa (Juss.) Berth Wu Zhu Yu (Evodia) (fruit) Alkyl methyl quinolone alkaloids, evodiamine, limonin, evocarpine, rutaecarpine, N-methyl anthranilic acid, evodol, hydroxyevodiamine, N-methylanthranflamide, N,N-dimethyl-5 -methoxytryptamine, dehydroevodiamine.32,33,237 Antiemetic, analgesic, lower blood pressure, antibacterial. 

Ipomoea cairica (L.) Sweet Evodia rutaecarpa (Juss.) Berth Cissampelos pareira L. 

E. sampsoni, E. sieboldiana Evodia rutaecarpa Evodia rutaecarpa Evodia rutaecarpa Eucommia ulmoides... 

S. x tenuifolia, Solidago dahurica, S. pacifica, S. virgaurea, Taraxacum officinale, Vitex nequndo Melilotus alba, M. suaveolens, M. indica, Taraxacum officinale Cephalotaxus wilsoniana Evodia rutaecarpa... 

Dictamnus albus, D. dasycarpus, Evodia rutaecarpa, Poncirus trifoliata Elettaria cardamomum... 

Evodia rutaecarpa Hook. f. Thom. Rutaecarpine C13H13ON3 258 2, 3... 

Rutaecarpine Evodia rutaecarpa, Hortia arborea Inactive as VAN-R antagonist... 

Rutaecarpine (Ranunculaceae) Evodia rutaecarpa, Hortia arborea COX-2 [AI]... 

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