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Physical Sciences and Mathematics Commons

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Life Sciences

University of Wollongong

Series

2007

Synthesis

Articles 1 - 3 of 3

Full-Text Articles in Physical Sciences and Mathematics

Synthesis Of Novel 3'-Spirocyclic-Oxindole Derivatives And Assessment Of Their Cytostatic Activities, Sarah Yong, Alison T. Ung, Stephen G. Pyne, Brian W. Skelton, Allan H. White Jan 2007

Synthesis Of Novel 3'-Spirocyclic-Oxindole Derivatives And Assessment Of Their Cytostatic Activities, Sarah Yong, Alison T. Ung, Stephen G. Pyne, Brian W. Skelton, Allan H. White

Faculty of Science - Papers (Archive)

The synthesis of some novel 3′-spirocyclic-oxindole compounds, based on the spiro[indole-3,5′-isoxazolidin]-2(1H)-one, the 2′H-spiro[indole-3,6′-[1,3]oxazinane]-2,2′(1H)-dione and the 2′H-spiro[indoline-3,3′-pyrrolo[1,2-c][1,3′]oxazine]-1′,2(1H)-dione heterocyclic structures, is described. These compounds were prepared from methyl α-(2-nitrophenyl)acrylate via [1,3]-dipolar cycloaddition reactions with two acyclic nitrones and one cyclic nitrone followed by reduction of the cycloadducts and then treatment with triphosgene. Two of these compounds showed significant cytostatic activity on three cancer cell lines with GI50 values of 2.6–4.1 μM on the human breast cancer cell line, MCF-7.


Synthesis Of Benzo[C]Chromen-6-Ones Via Novel Cyclic Aryl-Pd(Ii)-Ester Enolate Intermediates, Stephen R. Taylor, Alison T. Ung, Stephen G. Pyne Jan 2007

Synthesis Of Benzo[C]Chromen-6-Ones Via Novel Cyclic Aryl-Pd(Ii)-Ester Enolate Intermediates, Stephen R. Taylor, Alison T. Ung, Stephen G. Pyne

Faculty of Science - Papers (Archive)

The examination of the palladium catalysed arylation reactions of mono-iodo derivatives of the phenyl and benzyl esters of benzoic acid, phenylacetic acid and dehydrocinnamic acid has resulted in the formation of benzo[c]chromen-6-ones, unexpected cinnamate and succinate products and diphenyl dimers. Many of these products can be rationalized as arising from novel cyclic ArPd(II)-enolate intermediates, formed by intramolecular C-H activation by ArPd(II).


The Synthesis Of 2',2'-Bis-Benzylisoquinolines And Their Cytostatic Activities, Stephen R. Taylor, Alison T. Ung, Stephen G. Pyne Jan 2007

The Synthesis Of 2',2'-Bis-Benzylisoquinolines And Their Cytostatic Activities, Stephen R. Taylor, Alison T. Ung, Stephen G. Pyne

Faculty of Science - Papers (Archive)

The novel laudanosine dimers in which two laudanosine units are linked via a C-2′ biaryl bond have been prepared by a sequence that involves formation of the biaryl bond first and then formation of the isoquinoline rings. Two of these compounds showed higher cytostatic activity on three cancer cell lines than thalicarpine.