Preparation of Benzoyloxy Benzophenone Derivatives and Their Inhibitory Effects of ICAM-1 Expression

被引：17

作者：

Kwon, Eun Mi ^{[1
,2
]}

Kim, Cheol Gi ^{[1
,2
]}

Goh, Ah Ra ^{[3
,4
]}

Park, Jinseu ^{[3
,4
]}

Jun, Jong-Gab ^{[1
,2
]}

机构：

[1] Hallym Univ, Dept Chem, Chunchon 200702, South Korea

[2] Hallym Univ, Inst Nat Med, Chunchon 200702, South Korea

[3] Hallym Univ, Dept Biomed Sci, Chunchon 200702, South Korea

[4] Hallym Univ, Res Inst Biosci & Biotechnol, Chunchon 200702, South Korea

来源：

BULLETIN OF THE KOREAN CHEMICAL SOCIETY | 2012年 / 33卷 / 06期

基金：

新加坡国家研究基金会;

关键词：

Benzoyloxy benzophenone; ICAM-1; Lewis acid; Fries rearrangement; Regioselectivity; AROMATIC REARRANGEMENTS; FRIES REARRANGEMENT; ADHESION MOLECULES; INTERFERON-GAMMA; BENZENE SERIES; INFLAMMATION; ALPHA;

D O I：

10.5012/bkcs.2012.33.6.1939

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Benzoyloxy benzophenone derivatives were prepared in 3 steps including DCC coupling, Fries rearrangement and esterification from benzoic acids in 24-89% total yields. Among the prepared 12 benzophenone analogues 1a-1l, the compound 1b having three chloro groups at the para position showed maximum inhibitory effects of ICAM-1 expression but, 1a which have no substituents at all showed no inhibitory activity. This study provides the evidences that benzoyloxy benzophenone derivative, 1b may exert its anti-inflammatory activity by suppressing IFN-gamma-induced ICAM-1 expression.

引用

页码：1939 / 1944

页数：6

共 15 条

[11] Topical transduction of superoxide dismutase mediated by HIV-1 Tat protein transduction domain ameliorates 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation in mice [J].

Sony, Ha Yong ;

Lee, Ji Ae ;

Ju, Sung Mi ;

Yoo, Ki-Yeon ;

Won, Moo Ho ;

Kwon, Hyung-Joo ;

Eum, Won Sik ;

Jang, Sang Ho ;

Choi, Soo Young ;

Park, Jinseu .

BIOCHEMICAL PHARMACOLOGY, 2008, 75 (06) :1348-1357

[12]

Vekatachalapathy C., 1997, TETRAHEDRON, V53, P17171

[13] Synthesis and crystallographic analysis of benzophenone derivatives - The potential anti-inflammatory agents [J].

Venu, T. D. ;

Shashikanth, S. ;

Khanum, S. A. ;

Naveen, S. ;

Firdouse, Aiysha ;

Sridhar, M. A. ;

Prasad, J. Shashidhara .

BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (10) :3505-3514

[14] Emerging molecular approaches to pain therapy [J].

Williams, M ;

Kowaluk, EA ;

Arneric, SP .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (09) :1481-1500

[15]

Yoshiyuki I., 1991, Jpn. Kokai Tokkyo Koho JP, Patent No. [03,209,318, 199103209318]

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