Environmentally benign synthesis and anti-mycobacterial evaluation of 9,10-dihydro-4-methyl-chromeno[8,7-e][1,3]oxazin-2(8H)-one derivatives

被引：0

作者：

Mathew, Bijoy P. ^{[1
]}

Tandon, Rashmi ^{[1
]}

Batra, Neha ^{[1
]}

Agarwal, Drishti ^{[1
]}

Bose, Mridula ^{[2
]}

Gupta, Rinkoo D. ^{[3
]}

Nath, Mahendra ^{[1
]}

机构：

[1] Univ Delhi, Dept Chem, Delhi 110007, India

[2] Univ Delhi, VP Chest Inst, Dept Microbiol, Delhi 110007, India

[3] South Asian Univ, Fac Life Sci & Biotechnol, New Delhi 110021, India

来源：

INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 2017年 / 56卷 / 12期

关键词：

Anti-mycobacterial activity; chromeno[8,7-e][1,3]oxazin-2(8H)-ones; eco-friendly synthesis; Mycobacterium tuberculosis; toxicity assay; TUBERCULOSIS; AGENTS;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the present study, a series of 9,10-dihydro-4-methyl-chromeno[8,7-e][1,3]oxazin-2(8H)-one derivatives (4a-j) have been synthesized by using one-pot Mannich type condensation cyclization reaction of 7-hydroxy-4-methylcoumarin, formaldehyde and primary amines in water at 80-90 degrees C. These products have been characterized using various spectroscopic techniques (H-1 and C-13 NMR, IR, and MS) followed by evaluation of their' in-vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv. The compounds 4g and 4h display the lowest MIC of 5 ug/mL and offer a remarkable viability of HEK-293 cells at the highest test concentration (100 mu g/mL) in toxicity assay.

引用

页码：1237 / 1242

页数：6

共 6 条

[1] Synthesis of novel 9,9-dimethyl-8,12-dihydro-9H-chromeno[3,2-e] [1,2,4]triazolo[1,5-c]pyrimidin-11(10H)-one derivatives
Wang, Zhong-Xia
Li, Bei
Xing, Zheng
Chen, Li-Zhuang
Han, Guang-Fan
JOURNAL OF CHEMICAL RESEARCH, 2014, (08) : 480 - 485
[2] A simple, economical, and environmentally benign protocol for the synthesis of [1,2,4]triazolo[5,1-b]quinazolin-8(4H)-one and hexahydro[4,5]benzimidazolo[2,1-b]quinazolinone derivatives
Mousavi, Mir Rasul
Maghsoodlou, Malek Taher
Hazeri, Nourallah
Habibi-Khorassani, Sayyed Mostafa
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2015, 12 (08) : 1419 - 1424
[3] Synthesis of Novel 3-(5-(Alkyl/arylthio)-1,3,4-Oxadiazol-2-yl)-8-Phenylquinolin-4(1H)-One Derivatives as Anti-HIV Agents
Parizadeh, Niloofar
Alipour, Eskandar
Soleymani, Sepehr
Zabihollahi, Rezvan
Aghasadeghi, Mohammad Reza
Hajimahdi, Zahra
Zarghi, Afshin
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2018, 193 (04) : 225 - 231
[4] Discovery of novel (E)-1-methyl-9-(3-methylbenzylidene)-6,7,8,9-tetrahydropyrazolo[3,4-d] pyrido[1,2-a]pyrimidin-4(1H)-one as DDR2 kinase inhibitor: Synthesis, molecular docking, and anticancer properties
Ruzi, Zukela
Bozorov, Khurshed
Nie, Lifei
Zhao, Jiangyu
Aisa, Haji Akber
BIOORGANIC CHEMISTRY, 2023, 135
[5] Synthesis characterization and biological evaluation of some alkoxyphthalimide derivatives of 3-(4-substituted phenyl)-6,6-diphenyl-3,3a-dihydro-2H-imidazo[2,1-b]pyrazolo[3,4-d][1,3]thiazol-7(6H)-one
Dangi, Raja Ram
Hussain, Nasir
Talesara, Ganpat Lal
MEDICINAL CHEMISTRY RESEARCH, 2011, 20 (09) : 1490 - 1498
[6] Design, synthesis and anti-Parkinsonian evaluation of 3-alkyl/aryl-8-(furan-2-yl)thiazolo[5,4-e][1,2,4]triazolo[1,5-c]pyrimidine-2(3H)-thiones against neuroleptic-induced catalepsy and oxidative stress in mice
Azam, Faizul
El-gnidi, Bashir A.
Alkskas, Ismail A.
Ahmed, Musa A.
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2010, 25 (06) : 818 - 826

← 1 →