Synthesis and preliminary in vitro evaluation of antimycobacterial activity of new pyrrolo[1,2-a]quinoxaline-carboxylic acid hydrazide derivatives

被引:38
作者
Guillon, J
Reynolds, RC
Leger, JM
Guie, MA
Massip, S
Dallemagne, P
Jarry, C
机构
[1] Univ Bordeaux 2, UFR Sci Pharmaceut, EA Pharmacochim 2962, F-33076 Bordeaux, France
[2] NIAID, TAACF, So Res Inst, Birmingham, AL 35255 USA
[3] Univ Caen, UFR Sci Pharmaceut, Ctr Etud & Rech Med Normandie, F-14032 Caen, France
关键词
pyrrolo[1,2-a]quinoxaline-carboxylic acid hydrazide derivatives; Mycobacterium tuberculosis; antimycobacterial agents; tuberculosis;
D O I
10.1080/14756360412331280464
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
New pyrrolo[1,2-a]quinoxaline-2- or -4-carboxylic acid hydrazide derivatives were synthesized from nitroaniline or 1,2-phenylenediamine, and evaluated in vitro for their antimycobacterial activity as part of a TAACF TB screening program. Two compounds 7c and 13 showed an interesting activity at 6.25 mug/mL against Mycobacterium tuberculosis H(37)Rv, with a 94 and 100 percentage inhibition, respectively.
引用
收藏
页码:489 / 495
页数:7
相关论文
共 43 条
[21]   A new class of potential anti-tuberculosis agents: Synthesis and preliminary evaluation of novel acrylic acid ethyl ester derivatives [J].
Kabir, M. Shahjahan ;
Namjoshi, Ojas A. ;
Verma, Ranjit ;
Polanowski, Rebecca ;
Krueger, Sarah M. ;
Sherman, David ;
Rott, Marc A. ;
Schwan, William R. ;
Monte, Aaron ;
Cook, James M. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (12) :4178-4186
[22]   Synthesis and in vitro evaluation of antimycobacterial activity of two palladium(II) complexes based on 5-alkyl-1,3,4-oxadiazol-2(3H)-thione derivatives [J].
Souza, Wesley Almeida ;
Demarqui, Fernanda Manaia ;
Almeida, Angelina Maria de ;
Silva, Raphael Tristao Cruvinel ;
Alves, Douglas Alexsander ;
Araujo, Thaise Goncalves ;
Resende, Jackson Antonio Lamounier Camargos ;
Pavan, Fernando Rogerio ;
Santos, Helio Ferreira Dos ;
Almeida, Mauro Vieira de ;
Guerra, Wendell .
JOURNAL OF MOLECULAR STRUCTURE, 2022, 1270
[23]   Synthesis, Antibacterial, Antifungal, Antimycobacterial Activity Evaluation of Novel 1,2,4-triazole Derivatives Bearing 4-Aminophenyl Moiety [J].
Cavusoglu, Betul Kaya ;
Yurttas, Leyla ;
Cankilic, Meral Y. ;
Kaplancikli, Zafer A. .
LETTERS IN DRUG DESIGN & DISCOVERY, 2017, 14 (08) :938-948
[24]   Discovery of New Isoniazid Derivatives As Anti-tubercular Agents: In silico Studies, Synthesis, and In vitro Activity Evaluation [J].
Mohd, Abida Ash ;
Imran, Mohd ;
Alnaser, Noura Yousif ;
Altimyat, Shams Saud ;
Al-otaibi, Nawaf M. ;
Bawadekji, Abdulhakim .
ORIENTAL JOURNAL OF CHEMISTRY, 2023, 39 (06) :1510-1520
[25]   Synthesis of 6-[4-(4-Propoxyphenyl)piperazin-1-yl]-9H-purine Derivatives as Antimycobacterial and Antifungal Agents: In Vitro Evaluation and In Silico Study [J].
Nadaf, Afra Quasar A. ;
Najare, Mahesh S. ;
Garbhagudi, Manjunatha ;
Mantur, Shivaraj ;
Sunagar, Manjunath G. ;
Gaonkar, Supreet ;
Joshi, Shrinivas ;
Khazi, Imtiyaz Ahmed M. .
CHEMISTRY & BIODIVERSITY, 2020, 17 (05)
[26]   Ecofriendly synthesis and biological evaluation of 4-(4-nitro-phenyl)-2-phenyl-1,4-dihydro-benzo[4,5]imidazo[1,2-a]pyrimidine-3-carboxylic acid ethyl ester derivatives as an antitubercular agents [J].
Warekar, Poojali P. ;
Patil, Priyanka T. ;
Patil, Kirti T. ;
Jamale, Dattatraya K. ;
Kolekar, Govind B. ;
Anbhule, Prashant V. .
SYNTHETIC COMMUNICATIONS, 2016, 46 (24) :2022-2030
[27]   Design, synthesis, and in vitro antituberculosis activity of benzo[6,7]cyclohepta[1,2-b]pyridine-1,3,4-oxadiazole derivatives [J].
Sajja, Yasodakrishna ;
Vanguru, Sowmya ;
Vulupala, Hanmanth Reddy ;
Nagarapu, Lingaiah ;
Perumal, Yogeswari ;
Sriram, Dharmarajan ;
Nanubolu, Jagadeesh Babu .
CHEMICAL BIOLOGY & DRUG DESIGN, 2017, 90 (04) :496-500
[28]   In vitro antimycobacterial and antimicrobial activity of some new pyrazoline, isoxazole and benzodiazepine derivatives containing 1,3,5-triazine nucleus via chalcone series [J].
Solankee, Anjani ;
Tailor, Riki ;
Kapadia, Kishor .
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2016, 55 (10) :1277-1287
[29]   Antimycobacterial and phototoxic evaluation of novel 6-fluoro/nitro-4-oxo-7-(sub)-4H-[1,3]thiazeto [3,2-a]quinoline-3-carboxylic acid [J].
Murugesan, Dinakaran ;
Palaniappan, Senthilkumar ;
Perumal, Yogeeswari ;
Arnab, China ;
Valakunja, Nagaraja ;
Sriram, Dharmarajan .
INTERNATIONAL JOURNAL OF ANTIMICROBIAL AGENTS, 2008, 31 (04) :337-344
[30]   Synthesis and in vitro evaluation of new ethyl and methyl quinoxaline-7-carboxylate 1,4-di-N-oxide against Entamoeba histolytica [J].
Estela Duque-Montano, Blanca ;
Citlalli Gomez-Caro, Lilia ;
Sanchez-Sanchez, Mario ;
Monge, Antonio ;
Hernandez-Baltazar, Efren ;
Rivera, Gildardo ;
Torres-Angeles, Oscar .
BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (15) :4550-4558