Thieno[2,3-b]pyridines-A new class of multidrug resistance (MDR) modulators

被引：37

作者：

Krauze, Aivars ^{[1
]}

Grinberga, Signe ^{[1
]}

Krasnova, Laura ^{[1
]}

Adlere, Ilze ^{[1
]}

Sokolova, Elina ^{[1
]}

Domracheva, Ilona ^{[1
]}

Shestakova, Irina ^{[1
]}

Andzans, Zigmars ^{[1
]}

Duburs, Gunars ^{[1
]}

机构：

[1] Latvian Inst Organ Synth, LV-1006 Riga, Latvia

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2014年 / 22卷 / 21期

关键词：

Thieno[2,3-b]pyridine; Multidrug resistance modulators; P-glycoprotein; Multidrug resistance-associated protein; Breast cancer resistance protein; P-GLYCOPROTEIN; DERIVATIVES; INHIBITORS; THIENOPYRIDINE; AGENTS; REVERSAL; PROTEIN; DESIGN; BCRP; ABC;

D O I：

10.1016/j.bmc.2014.09.023

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：

To identify new potent multidrug resistance modulators, we have synthesized a series of novel thieno[ 2,3-b]pyridines and furo[2,3-b] pyridines, and examined their stucture-activity relationships. All synthesized compounds were tested to determine BCRP1, P-gp, and MRP1 inhibitor activity, and most potent MDR modulators were also screened for their toxicity, cytotoxicity and Ca2+ channel antagonist activity. Among these compounds, thieno[2,3-b] pyridine (6r) was found to exhibit a potent P-gp inhibitory action with EC50 = 0.3 +/- 0.2 mu M, MRP1 inhibitory action with EC50 = 1.1 +/- 0.1 mu M and BCRP1 inhibitory action with EC50 = 0.2 +/- 0.05 mu M and may represent suitable candidate for further pharmacological studies. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：5860 / 5870

页数：11

共 50 条

[1] Recent advances in the chemistry of thieno[2,3-b]pyridines 1. Methods of synthesis of thieno[2,3-b]pyridines
Dotsenko, V. V.
Buryi, D. S.
Lukina, D. Yu
Krivokolysko, S. G.
RUSSIAN CHEMICAL BULLETIN, 2020, 69 (10) : 1829 - 1858
[2] Recent advances in the chemistry of thieno[2,3-b]pyridines 1. Methods of synthesis of thieno[2,3-b]pyridines
V. V. Dotsenko
D. S. Buryi
D. Yu. Lukina
S. G. Krivokolysko
Russian Chemical Bulletin, 2020, 69 : 1829 - 1858
[3] Ecofriendly synthesis of thieno[2,3-b]pyridines derivativies
Kidwai, M.
Priya
Poddar, R.
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2010, 49 (02): : 270 - 273
[4] CONVENIENT METHOD FOR PREPARATION OF THIENO[2,3-B]PYRIDINES
LALEZARI, I
SADEGHIMILANI, S
HETEROCYCLES, 1978, 9 (10) : 1493 - 1493
[5] SYNTHESIS AND REACTIONS OF SOME NEW THIENO[2,3-B]PYRIDINES AND THE ANTIMICROBIAL EFFECTS
BADR, MZA
MAHGOUB, SA
ABDELLATIF, FF
ELHAFEZ, AAAA
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1991, 55 (1-4): : 175 - 183
[6] Fused thieno[2,3-b]pyridines: synthesis and characterization of new condensed pyridothienopyrimidines
Bakhite, Etify A.
Abeed, Ahmed Abdou O.
Ahmed, Ola E. A.
ARKIVOC, 2017, : 121 - 136
[7] Synthesis of Some New Thieno[2,3-b]pyridines, Pyrimidino[4',5':4,5]thieno[2,3-b]-pyridines, and 2,3-Dihydro-1,3,4-thiadiazoles
Abdelhamid, Abdou O.
Ismail, Zeineb H.
Abdel-Gawad, Soad M.
Ghorab, Moustafa M.
Abdel-Aziem, Anhar
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (01) : 58 - 75
[8] MASS-SPECTRA OF ISOMERIC THIENO[2,3-B]PYRIDINES AND THIENO[3,2-B]PYRIDINES
KLYUYEV, NA
ABRAMENKO, PI
SHPILEVA, IS
PINKIN, LD
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1982, (06): : 757 - 761
[9] THIENO[2,3-B]PYRIDINES AND THIENO[3,2-B]PYRIDINES BY METHOD OF GOULD-JACOBS
KHAN, MA
GUARCONI, AE
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1977, 14 (05) : 807 - 812
[10] Synthesis of 4-Arylthieno[2,3-b]pyridines and 4-Aminothieno[2,3-b]pyridines via a Regioselective Bromination of Thieno[2,3-b]pyridine
Lucas, Simon C. C.
Moore, Jane E.
Donald, Craig S.
Hawkins, Janet L.
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (24): : 12594 - 12598

← 1 2 3 4 5 →