Proton transfer of magnolol in ground and excited states

被引：6

作者：

Li, Hongmei ^{[1
]}

Wang, Yunqing ^{[1
]}

Yan, Zhengyu ^{[1
]}

Feng, Huipeng ^{[1
]}

Hu, Yuzhu ^{[1
]}

机构：

[1] China Pharmaceut Univ, Sch Basic Sci, Nanjing 210038, Peoples R China

来源：

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 2007年 / 186卷 / 2-3期

关键词：

mgnolol; photoacid; geomitrc conformation;

D O I：

10.1016/j.jphotochem.2006.08.006

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 [物理化学]; 081704 [应用化学];

摘要：

Magnolol, 5',5-di-2-propenyl-[1,1'-biphenyl]-2,2'-diol, has been characterized by steady-state and time-resolved spectroscopy as well as H-1 MR and C-13 NMR. And the proton transfer reactions both in ground and excited states have been investigated. The binary acid enhances its acidity upon excitation at the first deprotonation reaction and exhibits strong photoacidity. The relationship between the spectroscopic property and the geometric conformation of magnolol with unique biphenyl group has been discussed. (c) 2006 Elsevier B.V. All rights reserved.

引用

收藏

页码：202 / 211

页数：10

相关论文

共 34 条

[1]

Electronic determinants of photoacidity in cyanonaphthols [J].

Agmon, N ;

Rettig, W ;

Groth, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (06) :1089-1096

[2]

Elementary steps in excited-state proton transfer [J].

Agmon, N .

JOURNAL OF PHYSICAL CHEMISTRY A, 2005, 109 (01) :13-35

[3]

EXCITED-STATE PROTON-TRANSFER REACTIONS .1. FUNDAMENTALS AND INTERMOLECULAR REACTIONS [J].

ARNAUT, LG ;

FORMOSINHO, SJ .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1993, 75 (01) :1-20

[4]

Magnolol induces apoptosis in vascular smooth muscle [J].

Chen, JH ;

Wu, CC ;

Hsiao, G ;

Yen, MH .

NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY, 2003, 368 (02) :127-133

[5]

Temperature dependence of the excited-state intramolecular proton transfer reaction in hypericin and hypocrellin A [J].

Das, K ;

Ashby, KD ;

Wen, J ;

Petrich, JW .

JOURNAL OF PHYSICAL CHEMISTRY B, 1999, 103 (09) :1581-1585

[6]

FULLMER, MJ ;

HALTIWANGER, RC ;

TROUPE, N ;

EGGLESTON, DS .

ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 1994, 50 :1966-1967

[7]

GENERALIZED FORSTER CYCLE - THERMODYNAMIC AND EXTRATHERMODYNAMIC RELATIONSHIPS BETWEEN PROTON-TRANSFER, ELECTRON-TRANSFER AND ELECTRONIC EXCITATION [J].

GRABOWSKI, ZR ;

RUBASZEWSKA, W .

JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS I, 1977, 73 :11-28

[8]

A theoretical investigation of excited-state acidity of phenol and cyanophenols [J].

Granucci, G ;

Hynes, JT ;

Millié, P ;

Tran-Thi, TH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (49) :12243-12253

[9]

STRUCTURES OF POLYFLUOROAROMATIC COMPOUNDS .4. CRYSTAL-STRUCTURE OF 2-NITRONONAFLUOROBIPHENYL [J].

HAMOR, MJ ;

HAMOR, TA .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1978, 34 (OCT) :2994-2997

[10]

PHOTOCYCLIZATION OF 2-(2'-HYDROXYPHENYL)BENZYL ALCOHOL AND DERIVATIVES VIA ORTHO-QUINONEMETHIDE TYPE INTERMEDIATES [J].

HUANG, CG ;

BEVERIDGE, KA ;

WAN, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (20) :7676-7684

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