SAR comparative studies on pyrimido[4,5-b][1,4] benzothiazine derivatives as 15-lipoxygenase inhibitors, using ab initio calculations

被引：28

作者：

Bakavoli, Mehdi ^{[1
,2
]}

Sadeghian, Hamid ^{[1
]}

Tabatabaei, Zahra ^{[1
]}

Rezaei, Elham ^{[2
]}

Rahimizadeh, Mohammad ^{[1
]}

Nikpour, Mohsen ^{[3
]}

机构：

[1] Ferdowsi Univ Mashhad, Dept Chem, Fac Sci, Mashhad 917751436, Iran

[2] Islamic Azad Univ, Dept Chem, Sch Sci, Mashhad 91735413, Iran

[3] Islamic Azad Univ, Dept Chem, Sch Sci, Farhangshahr, Ahwaz, Iran

来源：

JOURNAL OF MOLECULAR MODELING | 2008年 / 14卷 / 06期

关键词：

5-bromo-2; 4-dichloropyrimidine; docking; SLO; QSAR;

D O I：

10.1007/s00894-008-0298-8

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The enzyme inhibitory activity of a new group of 2-substituted pyrimido[4,5-b][1,4]benzothiazines on soybean 15-lipoxygenase (15-LO) was evaluated and compared with those of their 4-methyl analogs using ab initio calculations. The results of these studies showed that the lack of 4-methyl substituent in the pyrimido[4,5-b][1,4] benzothiazine molecules greatly reduces their 15-LO inhibitory activities.

引用

页码：471 / 478

页数：8

共 27 条

[1] Design and synthesis of pyrimido[4,5-b][1,4]benzothiazine derivatives, as potent 15-lipoxygenase inhibitors [J].

Bakavoli, M. ;

Nikpour, M. ;

Rahimizadeh, M. ;

Saberi, M. R. ;

Sadeghian, H. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (05) :2120-2126

[2] Lipoxygenases: Occurrence, functions, catalysis, and acquisition of substrate [J].

Brash, AR .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1999, 274 (34) :23679-23682

[3]

*CAMBRIDGESOFT COR, CHEMDRAW ULTR CHEM S

[4] Dual inhibition of cyclooxygenase-2 (COX-2) and 5-lipoxygenase (5-LOX) as a new strategy to provide safer non-steroidal anti-inflammatory drugs [J].

Charlier, C ;

Michaux, C .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (7-8) :645-659

[5] Disruption of the 12/15-lipoxygenase gene diminishes atherosclerosis in apo E-deficient mice [J].

Cyrus, T ;

Witztum, JL ;

Rader, DJ ;

Tangirala, R ;

Fazio, S ;

Linton, MF ;

Funk, CD .

JOURNAL OF CLINICAL INVESTIGATION, 1999, 103 (11) :1597-1604

[6] Molecular docking of competitive phosphodiesterase inhibitors [J].

Dym, O ;

Xenarios, I ;

Ke, HM ;

Colicelli, J .

MOLECULAR PHARMACOLOGY, 2002, 61 (01) :20-25

[7] Overexpression of 15-lipoxygenase in vascular endothelium accelerates early atherosclerosis in LDL receptor-deficient mice [J].

Harats, D ;

Shaish, A ;

George, J ;

Mulkins, M ;

Kurihara, H ;

Levkovitz, H ;

Sigal, E .

ARTERIOSCLEROSIS THROMBOSIS AND VASCULAR BIOLOGY, 2000, 20 (09) :2100-2105

[8]

Huey R., 2006, Using autodock with autodocktools: a tutorial

[9]

*HYP INC, HYPERCHEM REL 7

[10] The effect of 15-lipoxygenase-1 expression on cancer cells. [J].

Kelavkar U. ;

Glasgow W. ;

Eling T.E. .

Current Urology Reports, 2002, 3 (3) :207-214

← 1 2 3 →