(+)-Myristinin A, a naturally occurring DNA polymerase β inhibitor and potent DNA-damaging agent

David J. Maloney; Jing Zhen Deng; Shelley R. Starck; Zhijie Gao; Sidney M. Hecht

doi:10.1021/ja042727j

(+)-Myristinin A, a naturally occurring DNA polymerase β inhibitor and potent DNA-damaging agent

David J. Maloney, Jing Zhen Deng, Shelley R. Starck, Zhijie Gao, Sidney M. Hecht

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

91 Scopus citations

Abstract

The first stereoselective total synthesis of the naturally occurring flavan myristinin A has been accomplished, as well as its biochemical evaluation. This synthesis verified the structural assignment and allowed for the determination of the absolute stereochemistry. Myristinin A exhibits biochemical activity both as a potent DNA-damaging agent and DNA polymerase β inhibitor. Relaxation of supercoiled plasmid DNA was observed at picomolar concentrations, in addition to inhibition of polymerase β at low micromolar concentrations.

Original language	English (US)
Pages (from-to)	4140-4141
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	127
Issue number	12
DOIs	https://doi.org/10.1021/ja042727j
State	Published - Mar 30 2005
Externally published	Yes

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja042727j

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abstract = "The first stereoselective total synthesis of the naturally occurring flavan myristinin A has been accomplished, as well as its biochemical evaluation. This synthesis verified the structural assignment and allowed for the determination of the absolute stereochemistry. Myristinin A exhibits biochemical activity both as a potent DNA-damaging agent and DNA polymerase β inhibitor. Relaxation of supercoiled plasmid DNA was observed at picomolar concentrations, in addition to inhibition of polymerase β at low micromolar concentrations.",

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AU - Maloney, David J.

AU - Deng, Jing Zhen

AU - Starck, Shelley R.

AU - Gao, Zhijie

AU - Hecht, Sidney M.

PY - 2005/3/30

Y1 - 2005/3/30

N2 - The first stereoselective total synthesis of the naturally occurring flavan myristinin A has been accomplished, as well as its biochemical evaluation. This synthesis verified the structural assignment and allowed for the determination of the absolute stereochemistry. Myristinin A exhibits biochemical activity both as a potent DNA-damaging agent and DNA polymerase β inhibitor. Relaxation of supercoiled plasmid DNA was observed at picomolar concentrations, in addition to inhibition of polymerase β at low micromolar concentrations.

AB - The first stereoselective total synthesis of the naturally occurring flavan myristinin A has been accomplished, as well as its biochemical evaluation. This synthesis verified the structural assignment and allowed for the determination of the absolute stereochemistry. Myristinin A exhibits biochemical activity both as a potent DNA-damaging agent and DNA polymerase β inhibitor. Relaxation of supercoiled plasmid DNA was observed at picomolar concentrations, in addition to inhibition of polymerase β at low micromolar concentrations.

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(+)-Myristinin A, a naturally occurring DNA polymerase β inhibitor and potent DNA-damaging agent

Abstract

ASJC Scopus subject areas

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