Synthesis and photophysical properties of bispsoralen derivatives linked by a bisamide-polymethylene chain

Jin Yoo Dong

doi:10.5012/bkcs.2007.28.10.1715

Synthesis and photophysical properties of bispsoralen derivatives linked by a bisamide-polymethylene chain

Jin Yoo Dong^*

^*Corresponding author for this work

Department of Biological Sciences

Seonam University

Research output: Contribution to journal › Journal article › peer-review

1 Scopus citations

Abstract

New bispsoralen derivatives 5-10, 8-MOP-NHCO(CH₂) _nCONH-8-MOP (BPSBA-Cn, n = 0, 1, 2, 3, 4 and 5) in which 5 position of an 8-methoxypsoralen (8-MOP) is linked by various lengths of bisamide polymethylene chain to 5 position of the other 8-MOP, have been synthesized by the amidation of 5-amino-8-methoxypsoralen (12) with α,ω-alkanoyl dichloride. Photophysical properties of their derivatives including π-π stacking interaction between the two aromatic moieties were investigated by UV absorption and fluorescence emission spectra. Efficient ring-ring stacking interactions have been observed in BPSBA-C4 (9) from the percent hypochromism (%H) of the models.

Original language	English
Pages (from-to)	1715-1719
Number of pages	5
Journal	Bulletin of the Korean Chemical Society
Volume	28
Issue number	10
DOIs	https://doi.org/10.5012/bkcs.2007.28.10.1715
State	Published - 2007.10.20

Keywords

8-Methoxypsoralen
Bispsoralen derivatives
Fluorescence emission spectra
Ring-ring stacking interaction
UV absorption

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10.5012/bkcs.2007.28.10.1715

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@article{e033cd972de9461e8718213db22044dc,

title = "Synthesis and photophysical properties of bispsoralen derivatives linked by a bisamide-polymethylene chain",

abstract = "New bispsoralen derivatives 5-10, 8-MOP-NHCO(CH2) nCONH-8-MOP (BPSBA-Cn, n = 0, 1, 2, 3, 4 and 5) in which 5 position of an 8-methoxypsoralen (8-MOP) is linked by various lengths of bisamide polymethylene chain to 5 position of the other 8-MOP, have been synthesized by the amidation of 5-amino-8-methoxypsoralen (12) with α,ω-alkanoyl dichloride. Photophysical properties of their derivatives including π-π stacking interaction between the two aromatic moieties were investigated by UV absorption and fluorescence emission spectra. Efficient ring-ring stacking interactions have been observed in BPSBA-C4 (9) from the percent hypochromism (\%H) of the models.",

keywords = "8-Methoxypsoralen, Bispsoralen derivatives, Fluorescence emission spectra, Ring-ring stacking interaction, UV absorption",

author = "Dong, \{Jin Yoo\}",

year = "2007",

month = oct,

day = "20",

doi = "10.5012/bkcs.2007.28.10.1715",

language = "English",

volume = "28",

pages = "1715--1719",

journal = "Bulletin of the Korean Chemical Society",

issn = "0253-2964",

number = "10",

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TY - JOUR

T1 - Synthesis and photophysical properties of bispsoralen derivatives linked by a bisamide-polymethylene chain

AU - Dong, Jin Yoo

PY - 2007/10/20

Y1 - 2007/10/20

N2 - New bispsoralen derivatives 5-10, 8-MOP-NHCO(CH2) nCONH-8-MOP (BPSBA-Cn, n = 0, 1, 2, 3, 4 and 5) in which 5 position of an 8-methoxypsoralen (8-MOP) is linked by various lengths of bisamide polymethylene chain to 5 position of the other 8-MOP, have been synthesized by the amidation of 5-amino-8-methoxypsoralen (12) with α,ω-alkanoyl dichloride. Photophysical properties of their derivatives including π-π stacking interaction between the two aromatic moieties were investigated by UV absorption and fluorescence emission spectra. Efficient ring-ring stacking interactions have been observed in BPSBA-C4 (9) from the percent hypochromism (%H) of the models.

AB - New bispsoralen derivatives 5-10, 8-MOP-NHCO(CH2) nCONH-8-MOP (BPSBA-Cn, n = 0, 1, 2, 3, 4 and 5) in which 5 position of an 8-methoxypsoralen (8-MOP) is linked by various lengths of bisamide polymethylene chain to 5 position of the other 8-MOP, have been synthesized by the amidation of 5-amino-8-methoxypsoralen (12) with α,ω-alkanoyl dichloride. Photophysical properties of their derivatives including π-π stacking interaction between the two aromatic moieties were investigated by UV absorption and fluorescence emission spectra. Efficient ring-ring stacking interactions have been observed in BPSBA-C4 (9) from the percent hypochromism (%H) of the models.

KW - 8-Methoxypsoralen

KW - Bispsoralen derivatives

KW - Fluorescence emission spectra

KW - Ring-ring stacking interaction

KW - UV absorption

UR - https://www.scopus.com/pages/publications/36048941488

U2 - 10.5012/bkcs.2007.28.10.1715

DO - 10.5012/bkcs.2007.28.10.1715

M3 - Journal article

AN - SCOPUS:36048941488

SN - 0253-2964

VL - 28

SP - 1715

EP - 1719

JO - Bulletin of the Korean Chemical Society

JF - Bulletin of the Korean Chemical Society

IS - 10

ER -

Synthesis and photophysical properties of bispsoralen derivatives linked by a bisamide-polymethylene chain

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Keywords

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