Pyrazole-based sulfonamide and sulfamides as potent inhibitors of mammalian 15-lipoxygenase

被引：30

作者：

Ngu, Khehyong ^{[1
]}

Weinstein, David S. ^{[1
]}

Liu, Wen ^{[1
]}

Langevine, Charles ^{[1
]}

Combs, Donald W. ^{[1
]}

Zhuang, Shaobin ^{[1
]}

Chen, Xing ^{[1
]}

Madsen, Cort S. ^{[1
]}

Harper, Timothy W. ^{[1
]}

Ahmad, Saleem ^{[1
]}

Robl, Jeffrey A. ^{[1
]}

机构：

[1] Bristol Myers Squibb Co, Res & Dev, Princeton, NJ 08543 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 14期

关键词：

15-Lipoxygenase; Inhibitors; Pyrazole; Sulfonamides; Sulfamides; Arachidonic acid; Linoleic acid; LIPOXYGENASE INHIBITORS; SELECTIVE INHIBITORS; CANCER CELLS; 12-LIPOXYGENASE; 12/15-LIPOXYGENASE; DERIVATIVES; DISCOVERY; DISEASE; DESIGN; ENZYME;

D O I：

10.1016/j.bmcl.2011.05.107

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of inhibitors of mammalian 15-lipoxygenase (15-LO) based on a 3,4,5-tri-substituted pyrazole scaffold is described. Replacement of a sulfonamide functionality in the lead series with a sulfamide group resulted in improved physicochemical properties generating analogs with enhanced inhibition in cell-based and whole blood assays. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：4141 / 4145

页数：5

共 50 条

[31] Investigating the potential of prenylated and geranylated acylphloroglucinol-based xanthenones as potent soybean 15-lipoxygenase inhibitors: a combined in vitro and in silico approach
Segaran, Raaginie Tamil
Aluwi, Mohd Fadhlizil Fasihi Mohd
Lam, Kok Wai
Shaari, Khozirah
Pisar, Mazura Md
Hashim, Siti Nur Aisyah Mohd
Imran, Syahrul
Ng, Chean Hui
PURE AND APPLIED CHEMISTRY, 2025,
[32] Pyrazole-based potent inhibitors of GGT1: Synthesis, biological evaluation, and molecular docking studies
Mansha, Muhammad
Kumari, Udayappan Udhaya
Cournia, Zoe
Ullah, Nisar
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 124 : 666 - 676
[33] Synthesis, biological evaluation, and docking studies of new pyrazole-based thiourea and sulfonamide derivatives as inhibitors of nucleotide pyrophosphatase/phosphodiesterase
Ullah, Saif
El-Gamal, Mohammed, I
Zaib, Sumera
Anbar, Hanan S.
Zaraei, Seyed-Omar
Sbenati, Rawan M.
Pelletier, Julie
Sevigny, Jean
Oh, Chang-Hyun
Iqbal, Jamshed
BIOORGANIC CHEMISTRY, 2020, 99
[34] Pyrazole-based cathepsin S inhibitors with improved cellular potency
Wei, Jianmei
Pio, Barbara A.
Cai, Hui
Meduna, Steven P.
Sun, Siquan
Gu, Yin
Jiang, Wen
Thurmond, Robin L.
Karlsson, Lars
Edwards, James P.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (20) : 5525 - 5528
[35] Design and synthesis of new esters of terpenoid alcohols as 15-lipoxygenase inhibitors
Sadeghian, Hamid
Seyedi, Seyed Mohammad
Jafari, Zeinab
IRANIAN JOURNAL OF BASIC MEDICAL SCIENCES, 2018, 21 (07) : 738 - 744
[36] The development of new bicyclic pyrazole-based cytokine synthesis inhibitors
Townes, JA
Golebiowski, A
Clark, MP
Laufersweiler, MJ
Brugel, TA
Sabat, M
Bookland, RG
Laughlin, SK
VanRens, JC
De, BS
Hsieh, LC
Xu, SC
Janusz, MJ
Walter, RL
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (19) : 4945 - 4948
[37] LIPOPHILIC FLAVONOIDS FROM ORTHOSIPHON-SPICATUS AS INHIBITORS OF 15-LIPOXYGENASE
LYCKANDER, IM
MALTERUD, KE
ACTA PHARMACEUTICA NORDICA, 1992, 4 (03): : 159 - 166
[38] Easy and rapid preparation of benzoylhydrazides and their diazene derivatives as inhibitors of 15-lipoxygenase
Tirapegui, Cristian
Acevedo-Fuentes, Williams
Dahech, Pablo
Torrent, Claudia
Barrias, Pablo
Rojas-Poblete, Macarena
Mascayano, Carolina
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (08) : 1649 - 1653
[39] Probing sponge-derived terpenoids for human 15-lipoxygenase inhibitors
Carroll, J
Jonsson, EN
Ebel, R
Hartman, MS
Holman, TR
Crews, P
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (21): : 6847 - 6851
[40] The structure of mammalian 15-lipoxygenase reveals similarity to the lipases and the determinants of substrate specificity
Sarah A. Gillmor
Armando Villaseñor
Robert Fletterick
Elliott Sigal
Michelle F. Browner
Nature Structural Biology, 1997, 4 : 1003 - 1009

← 1 2 3 4 5 →