Thesis
Phytochemical studies on species of Rutaceae and Simaroubaceae
Southern Cross University, Centre for Phytochemistry
Doctor of Philosophy (PhD), Southern Cross University
2003
Metrics
1 Record Views
Abstract
This thesis describes the phytochemical investigation of six Rutalean plant species, namely Leionema ellipticum, Sarcomelicope simplicifolia, Zanthoxylum ovalifolium, Acronychia imperforata, Brombya platynema (Rutaceae) and Quassia aff bidwilli (Simaroubaceae). The isolation of a total of thirty eight (38) compounds is described.
The stem bark of Leionema ellipticum yielded 7-0-_-rhamnopyranosyl-3,4' ,5- trimethoxy flavone, boropinol B and osthol.
Sarcomelicope simplicifolia contained the acridone alkaloids 01 - normelicopicine, 1,2,3-trimethoxy-10-methylacridone, 1,3-dimethoxy-10- methylacridone, melicopine, melicopidine, melicopicine and acronycine. In addition, the seca-furoquinoline alkaloid furomegistine I and the phenolic 3,4- dimethoxycinnamic acid were also isolated from this plant species.
Zanthoxylum ovalifolium yielded the coumarins xanthotoxin, isopimpinellin, imperatorin and xanthotoxol as well as the alkaloids nitidine, dictamnine, 5- methoxydictamnine and canthin-6-one. A mixture of the two alkaloids 2-_hydroxy-3-methoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium and 3- hydroxy-2-methoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium was also obtained.
The stem bark of Acronychia imperforata contained the alkaloid 2-hydroxy-1- methyl-4( 1H)-quinolinone.
A total of twelve compounds were obtained from the stem bark of Brombya platynema. The piperonyl derivatives piperonylacrolein and 7-(3,4- methylenedioxyphenyl)octene-2-one and the coumarins umbelliferone, osthenol, suberosin, peucedanol, decursidinol, 7-hydroxy-3-prenylcoumarin and arnocoumann were isolated. The two furoquinoline alkaloids 6,7- dimethoxydictamnine and 5,6,7-trimethoxydictamnine, along with the phenolic 2-hydroxy-4-methoxybenzaldehyde, were also obtained.
From Quassia a.ff. bidwilli the flavonols myricetin, 3,3',5,5', 7-pentahydroxy-4' methoxyflavone, myricitrin and 3-0-methylquercetin were obtained.
Cytotoxicity screening on P388D1 mouse lymphoblast cells was undertaken on all the compounds isolated, with the benzo[c]phenanthridine alkaloids and acridone alkaloids showing the most potent inhibitory effect.
Insecticidal screening of crude plant extracts did not show any potent insecticidal activity but Quassia aff bidwilli was observed to possess potent antioviposition activity. Individual compounds isolated from this plant were also screened and 3,3',5,5',7-pentahydroxy-4'-methoxyflavone was found to be responsible for the antioviposition activity observed.
Details
- Title
- Phytochemical studies on species of Rutaceae and Simaroubaceae
- Creators
- Clynton Wade Halstead
- Contributors
- Peter G Waterman (Supervisor) - Southern Cross University
- Awarding Institution
- Southern Cross University; Doctor of Philosophy (PhD)
- Theses
- Doctor of Philosophy (PhD), Southern Cross University
- Publisher
- Southern Cross University, Centre for Phytochemistry
- Number of pages
- xix, 254
- Identifiers
- 991013322327402368
- Copyright
- © Clynton W. Halstead 2003
- Academic Unit
- Faculty of Science and Engineering
- Resource Type
- Thesis