(+)-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

94 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

Access to Document

10.1021/ja042727j

Cite this

@article{ecbd6d5571f54c60b5f75d29cccddabd,

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

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.",

author = "Maloney, \{David J.\} and Deng, \{Jing Zhen\} and Starck, \{Shelley R.\} and Zhijie Gao and Hecht, \{Sidney M.\}",

year = "2005",

month = mar,

day = "30",

doi = "10.1021/ja042727j",

language = "English (US)",

volume = "127",

pages = "4140--4141",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "12",

}

TY - JOUR

T1 - (+)-Myristinin A, a naturally occurring DNA polymerase β inhibitor and potent DNA-damaging agent

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.

UR - https://www.scopus.com/pages/publications/16244387916

UR - https://www.scopus.com/pages/publications/16244387916#tab=citedBy

U2 - 10.1021/ja042727j

DO - 10.1021/ja042727j

M3 - Article

C2 - 15783174

AN - SCOPUS:16244387916

SN - 0002-7863

VL - 127

SP - 4140

EP - 4141

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 12

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this