Structure-activity relationships of 6-(aminomethylphenoxy)-benzoxaborole derivatives as anti-inflammatory agent

被引：25

作者：

Akama, Tsutomu ^{[1
]}

Virtucio, Charlotte ^{[1
]}

Dong, Chen ^{[1
]}

Kimura, Richard ^{[1
]}

Zhang, Yong-Kang ^{[1
]}

Nieman, James A. ^{[2
]}

Sharma, Rashmi ^{[2
]}

Lu, Xiaosong ^{[2
]}

Sales, Marcelo ^{[2
]}

Singh, Rajeshwar ^{[2
]}

Wu, Anne ^{[1
]}

Fan, Xiao-Qing ^{[1
]}

Liu, Liang ^{[1
]}

Plattner, Jacob J. ^{[1
]}

Jarnagin, Kurt ^{[1
]}

Freund, Yvonne R. ^{[1
]}

机构：

[1] Anacor Pharmaceut Inc, Palo Alto, CA 94303 USA

[2] NAEJA Pharmaceut Inc, Edmonton, AB T6E 5V2, Canada

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 06期

关键词：

Benzoxaborole; Structure-activity relationships; Anti-inflammatory; Cytokine; Tumor necrosis factor-alpha; Interleukin-1beta; Interleukin-6; Pharmacokinetics; IN-VIVO; INHIBITORS; DISCOVERY; BORON; INFLAMMATION;

D O I：

10.1016/j.bmcl.2013.01.072

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel 6-(aminomethylphenoxy)benzoxaborole analogs was synthesized for the investigation of the structure-activity relationship of the inhibition of TNF-alpha, IL-1beta, and IL-6, from lipopolysaccharide stimulated peripheral blood mononuclear cells. Compounds 9d and 9e showed potent activity against all three cytokines with IC50 values between 33 and 83 nM. Chloro substituted analog 9e (AN3485) is considered to be a promising lead for novel anti-inflammatory agent with a favorable pharmacokinetic profile. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：1680 / 1683

页数：4

共 50 条

[1] Discovery and structure-activity relationships of 6-(benzoylamino)benzoxaboroles as orally active anti-inflammatory agents
Akama, Tsutomu
Dong, Chen
Virtucio, Charlotte
Freund, Yvonne R.
Chen, Daitao
Orr, Matthew D.
Jacobs, Robert T.
Zhang, Yong-Kang
Hernandez, Vincent
Liu, Yang
Wu, Anne
Bu, Wei
Liu, Liang
Jarnagin, Kurt
Plattner, Jacob J.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (21) : 5870 - 5873
[2] Structure-activity relationships for anti-inflammatory effect of flavonoids
Peng ZHANG
Judith CW MAK
Ricky YK MAN
Susan WS LEUNG
中国药理学与毒理学杂志, 2015, 29(S1) (S1) : 110 - 110
[3] Structure-Activity Relationship of Bergenin and Acetylated Derivatives as Anti-Inflammatory
Borges, Jaqueline C. M.
Santos, Lourivaldo S.
Sousa, Pergentino J. C.
Borges, Rosivaldo S.
JOURNAL OF COMPUTATIONAL AND THEORETICAL NANOSCIENCE, 2011, 8 (04) : 550 - 553
[4] Discovery and structure-activity study of a novel benzoxaborole anti-inflammatory agent (AN2728) for the potential topical treatment of psoriasis and atopic dermatitis
Akama, Tsutomu
Baker, Stephen J.
Zhang, Yong-Kang
Hernandez, Vincent
Zhou, Huchen
Sanders, Virginia
Freund, Yvonne
Kimura, Richard
Maples, Kirk R.
Plattner, Jacob J.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (08) : 2129 - 2132
[5] An Investigation on the Quantitative Structure-Activity Relationships of the Anti-Inflammatory Activity of Diterpenoid Alkaloids
Li, Xiao
Li, Ning
Sui, Zhenyu
Bi, Kaishun
Li, Zuojing
MOLECULES, 2017, 22 (03):
[6] ANTI-INFLAMMATORY AND ANALGESIC STRUCTURE-ACTIVITY RELATIONS OF SOME AMINOINDAZOLE DERIVATIVES
GRANGER, R
KOEBERLE, J
LE, HG
BOUCARD, M
GIROUX, JJ
MIROUZE, J
YVORDIOS, D
CHIMICA E L INDUSTRIA-MILAN, 1969, 4 (05): : 433 - &
[7] Seventeen undescribed iridoid derivatives with anti-inflammatory effects from Hedyotis diffusa and their structure-activity relationships
Qin, Ling-Feng
Gao, Huan-Huan
Zhang, Xu
Yuan, Xiang
Feng, Zi-Ming
Zhang, Pei-Cheng
Jiang, Jian-Shuang
Yang, Ya-Nan
PHYTOCHEMISTRY, 2024, 217
[8] Synthesis and structure anti-inflammatory activity relationships studies of andrographolide derivatives
Liu, Ling
Yan, Yan
Zheng, Lihua
Jia, Haiyan
Han, Guang
NATURAL PRODUCT RESEARCH, 2020, 34 (06) : 782 - 789
[9] Anti-Inflammatory Activity and Structure-Activity Relationships of Brominated Indoles from a Marine Mollusc
Ahmad, Tarek B.
Rudd, David
Smith, Joshua
Kotiw, Michael
Mouatt, Peter
Seymour, Lisa M.
Liu, Lei
Benkendorff, Kirsten
MARINE DRUGS, 2017, 15 (05):
[10] Research developments in the syntheses, anti-inflammatory activities and structure-activity relationships of pyrimidines
Rashid, Haroon Ur
Martines, Marco Antonio Utrera
Duarte, Adriana Pereira
Jorge, Juliana
Rasool, Shagufta
Muhammad, Riaz
Ahmad, Nasir
Umar, Muhammad Naveed
RSC ADVANCES, 2021, 11 (11) : 6060 - 6098

← 1 2 3 4 5 →