The synthesis and biological evaluation of two analogues of the C-riboside showdomycin

Jens Renner; Irma Kruszelnicki; Beata Adamiak; Anthony C. Willis; Edward Hammond; Stephen Su; Christopher Burns; Edward Trybala; Vito Ferro; Martin G. Banwell

doi:10.1071/CH04273

The synthesis and biological evaluation of two analogues of the C-riboside showdomycin

Jens Renner^*
, Irma Kruszelnicki
, Beata Adamiak
, Anthony C. Willis
, Edward Hammond
, Stephen Su
, Christopher Burns
, Edward Trybala
, Vito Ferro
, Martin G. Banwell

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

17 Citations (Scopus)

Abstract

Two novel analogues, 2 and 3, of the C-riboside showdomycin (1) have been prepared by exploiting the N-TIPS-substituted pyrrole 7 as a synthetic equivalent for the maleimide C3 anion. The tetraacetate precursor, 12, of target 2 as well as target 3 itself were subjected to single-crystal X-ray analyses. Analogues 2 and 3 as well as showdomycin and its anomer (4) have each been evaluated in various assays for their cytotoxic, anti-bacterial, and anti-viral effects.

Original language	English
Pages (from-to)	86-93
Number of pages	8
Journal	Australian Journal of Chemistry
Volume	58
Issue number	2
DOIs	https://doi.org/10.1071/CH04273
Publication status	Published - 2005

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abstract = "Two novel analogues, 2 and 3, of the C-riboside showdomycin (1) have been prepared by exploiting the N-TIPS-substituted pyrrole 7 as a synthetic equivalent for the maleimide C3 anion. The tetraacetate precursor, 12, of target 2 as well as target 3 itself were subjected to single-crystal X-ray analyses. Analogues 2 and 3 as well as showdomycin and its anomer (4) have each been evaluated in various assays for their cytotoxic, anti-bacterial, and anti-viral effects.",

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AU - Renner, Jens

AU - Kruszelnicki, Irma

AU - Adamiak, Beata

AU - Willis, Anthony C.

AU - Hammond, Edward

AU - Su, Stephen

AU - Burns, Christopher

AU - Trybala, Edward

AU - Ferro, Vito

AU - Banwell, Martin G.

PY - 2005

Y1 - 2005

N2 - Two novel analogues, 2 and 3, of the C-riboside showdomycin (1) have been prepared by exploiting the N-TIPS-substituted pyrrole 7 as a synthetic equivalent for the maleimide C3 anion. The tetraacetate precursor, 12, of target 2 as well as target 3 itself were subjected to single-crystal X-ray analyses. Analogues 2 and 3 as well as showdomycin and its anomer (4) have each been evaluated in various assays for their cytotoxic, anti-bacterial, and anti-viral effects.

AB - Two novel analogues, 2 and 3, of the C-riboside showdomycin (1) have been prepared by exploiting the N-TIPS-substituted pyrrole 7 as a synthetic equivalent for the maleimide C3 anion. The tetraacetate precursor, 12, of target 2 as well as target 3 itself were subjected to single-crystal X-ray analyses. Analogues 2 and 3 as well as showdomycin and its anomer (4) have each been evaluated in various assays for their cytotoxic, anti-bacterial, and anti-viral effects.

UR - https://www.scopus.com/pages/publications/20044372506

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DO - 10.1071/CH04273

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JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

IS - 2

ER -

The synthesis and biological evaluation of two analogues of the C-riboside showdomycin

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