QSAR study on carbonic anhydrase inhibitors: aromatic/heterocyclic sulfonamides containing 8-quinoline-sulfonyl moieties, with topical activity as antiglaucoma agents

被引:44
作者
Agrawal, VK
Bano, S
Supuran, C
Khadikar, PV
机构
[1] Laxmi Fumigat & Pest Control Pvt Ltd, Div Res, Indore 452007, India
[2] Univ Florence, Dipartimento Chim, Lab Chim Bioinorgan, I-50019 Sesto Fiorentino, Italy
[3] APS Univ, QSAR & Comp Chem Labs, Rewa 486003, India
关键词
QSAR; carbonic anhydrase inhibitors; valence connectivity; regression analysis; aromatic; hetrocyclic sulfonamides;
D O I
10.1016/j.ejmech.2004.03.002
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Quantitative structure-activity-relation ship (QSAR) study on aromatic/heterocyclic sulfonamides containing 8-quinoline-sulfonyl carbonic anhydrase (CA) inhibitors has been carried out topologically using first-order valence connectivity index ((1)chi(v)). Excellent results are obtained against all the three isozymes; CA I, II and IV of the zinc enzyme CA by using indicator parameters along with (1)chi(v). (C) 2004 Elsevier SAS. All rights reserved.
引用
收藏
页码:593 / 600
页数:8
相关论文
共 19 条
[1]   Quantitative structure-activity relationship study on sulfanilamide Schiff's bases: Carbonic Anhydrase (CA) inhibitors [J].
Agrawal, VK ;
Srivastava, S ;
Khadikar, PV ;
Supuran, CT .
BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (24) :5353-5362
[2]   Modelling of carbonic anhydrase inhibitory activity of sulfonamides using molecular negentropy [J].
Agrawal, VK ;
Khadikar, PV .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (03) :447-453
[3]   QSAR studies on carbonic anhydrase inhibitors: A case of ureido and thioureido derivatives of aromatic/heterocyclic sulfonamides [J].
Agrawal, VK ;
Sharma, R ;
Khadikar, PV .
BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (09) :2993-2999
[4]  
[Anonymous], 2000, Topological Indices and Related Descriptors in QSAR and QSPAR
[5]   HIGHLY DISCRIMINATING DISTANCE-BASED TOPOLOGICAL INDEX [J].
BALABAN, AT .
CHEMICAL PHYSICS LETTERS, 1982, 89 (05) :399-404
[6]   Carbonic anhydrase inhibitors: Synthesis of water-soluble, topically effective intraocular pressure lowering aromatic/heterocyclic sulfonamides containing 8-quinoline-sulfonyl moieties: Is the tail more important than the ring? [J].
Borras, J ;
Scozzafava, A ;
Menabuoni, L ;
Mincione, F ;
Briganti, F ;
Mincione, G ;
Supuran, CT .
BIOORGANIC & MEDICINAL CHEMISTRY, 1999, 7 (11) :2397-2406
[7]  
CHATERJEE S, 2000, REGRESSION ANAL EXAM
[8]   Carbonic anhydrase inhibitors. Part 61. Quantum chemical QSAR of a group of benzenedisulfonamides [J].
Clare, BW ;
Supuran, CT .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1999, 34 (06) :463-474
[9]   Carbonic anhydrase inhibitors .41. Quantitative structure-activity correlations involving kinetic rate constants of 20 sulfonamide inhibitors from a non-congeneric series [J].
Clare, BW ;
Supuran, CT .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1997, 32 (04) :311-319
[10]  
Karelson M, 2000, Molecular descriptors in qsar/qspr