Bis-5-alkylresorcinols from Panopsis rubescens that inhibit DNA polymerase β

Jing Zhen Deng; Shelley R. Starck; Sidney M. Hecht

doi:10.1021/np980522g

Bis-5-alkylresorcinols from Panopsis rubescens that inhibit DNA polymerase β

Jing Zhen Deng, Shelley R. Starck, Sidney M. Hecht

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

39 Scopus citations

Abstract

Bioassay-guided fractionation of Panopsis rubescens, using an assay to detect DNA polymerase β inhibition, led to the isolation of two new bis-5- alkylresorcinols (1 and 2), in addition to one known bis-5-alkylresorcinol (3). The structures of 1-3 were established as 1,3-dihydroxy-5-[14'-(3_,5_- dihydroxyphenyl)-cis-4'tetradecenyl]benzene (1), 1,3-dihydroxy-5-[14'- (3_,5_-dihydroxyphenyl)-cis-7'-tetradecenyl]benzene (2), and 1,3-dihydroxy- 5-[14'-(3_,5_-dihydroxyphenyl)tetradecenyl]benzene (3), respectively, by spectroscopic and chemical analyses. Compounds 1-3 exhibited potent inhibition of calf thymus DNA polymerase β, with IC₅₀ values of 7.5, 6.5, and 5.8 μM, respectively.

Original language	English (US)
Pages (from-to)	477-480
Number of pages	4
Journal	Journal of Natural Products
Volume	62
Issue number	3
DOIs	https://doi.org/10.1021/np980522g
State	Published - Mar 1999
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/np980522g

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title = "Bis-5-alkylresorcinols from Panopsis rubescens that inhibit DNA polymerase β",

abstract = "Bioassay-guided fractionation of Panopsis rubescens, using an assay to detect DNA polymerase β inhibition, led to the isolation of two new bis-5- alkylresorcinols (1 and 2), in addition to one known bis-5-alkylresorcinol (3). The structures of 1-3 were established as 1,3-dihydroxy-5-[14'-(3,5- dihydroxyphenyl)-cis-4'tetradecenyl]benzene (1), 1,3-dihydroxy-5-[14'- (3,5-dihydroxyphenyl)-cis-7'-tetradecenyl]benzene (2), and 1,3-dihydroxy- 5-[14'-(3,5-dihydroxyphenyl)tetradecenyl]benzene (3), respectively, by spectroscopic and chemical analyses. Compounds 1-3 exhibited potent inhibition of calf thymus DNA polymerase β, with IC50 values of 7.5, 6.5, and 5.8 μM, respectively.",

author = "Deng, {Jing Zhen} and Starck, {Shelley R.} and Hecht, {Sidney M.}",

year = "1999",

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doi = "10.1021/np980522g",

language = "English (US)",

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publisher = "American Chemical Society",

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T1 - Bis-5-alkylresorcinols from Panopsis rubescens that inhibit DNA polymerase β

AU - Deng, Jing Zhen

AU - Starck, Shelley R.

AU - Hecht, Sidney M.

PY - 1999/3

Y1 - 1999/3

N2 - Bioassay-guided fractionation of Panopsis rubescens, using an assay to detect DNA polymerase β inhibition, led to the isolation of two new bis-5- alkylresorcinols (1 and 2), in addition to one known bis-5-alkylresorcinol (3). The structures of 1-3 were established as 1,3-dihydroxy-5-[14'-(3,5- dihydroxyphenyl)-cis-4'tetradecenyl]benzene (1), 1,3-dihydroxy-5-[14'- (3,5-dihydroxyphenyl)-cis-7'-tetradecenyl]benzene (2), and 1,3-dihydroxy- 5-[14'-(3,5-dihydroxyphenyl)tetradecenyl]benzene (3), respectively, by spectroscopic and chemical analyses. Compounds 1-3 exhibited potent inhibition of calf thymus DNA polymerase β, with IC50 values of 7.5, 6.5, and 5.8 μM, respectively.

AB - Bioassay-guided fractionation of Panopsis rubescens, using an assay to detect DNA polymerase β inhibition, led to the isolation of two new bis-5- alkylresorcinols (1 and 2), in addition to one known bis-5-alkylresorcinol (3). The structures of 1-3 were established as 1,3-dihydroxy-5-[14'-(3,5- dihydroxyphenyl)-cis-4'tetradecenyl]benzene (1), 1,3-dihydroxy-5-[14'- (3,5-dihydroxyphenyl)-cis-7'-tetradecenyl]benzene (2), and 1,3-dihydroxy- 5-[14'-(3,5-dihydroxyphenyl)tetradecenyl]benzene (3), respectively, by spectroscopic and chemical analyses. Compounds 1-3 exhibited potent inhibition of calf thymus DNA polymerase β, with IC50 values of 7.5, 6.5, and 5.8 μM, respectively.

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Bis-5-alkylresorcinols from Panopsis rubescens that inhibit DNA polymerase β

Abstract

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