One-Pot Pseudo-Five-Component Synthesis of 2,3-Dihydroquinazolin-4(1H)-one Derivatives via [DBU][OAc] as Ionic Liquid, and Their Anti-Cancer Evaluation and Molecular Modelling

被引：3

作者：

Kalpana, Kulkarni ^{[1
]}

Rani, V. Anitha ^{[2
]}

Kiran, B. Ravi ^{[1
]}

机构：

[1] Gokaraju Rangaraju Inst Engn & Technol, Dept Humanities & Sci Chem, Hyderabad 500090, India

[2] Inst Aeronaut Engn, Dept Chem, Hyderabad 500043, India

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2022年 / 92卷 / 06期

关键词：

DBU][OAc; environmentally benign synthesis; one-pot pseudo-five-component reaction; molecular docking; anticancer activity; molecular descriptors; INHIBITORS;

D O I：

10.1134/S1070363222060196

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives in the presence of eco-friendly ionic liquid [DBU][OAc] via a one-pot three-component environmentally benign reaction has been carried out. The multi-component reaction proceeds with initial formation of an isatoic anhydride from aromatic aldehydes and aromatic amines in [DBU][OAc] as ionic liquid medium at 70-75 degrees C with 85-90% yield. The products have been tested for cell viability against A549 and PC-3 cell lines. Among the tested products, compounds 4d and 4f demonstrate efficient cell toxicity. The target protein and ligand interactions have been modelled by molecular docking using AutoDockTools.

引用

页码：1070 / 1075

页数：6

共 50 条

[1] One-Pot Pseudo-Five-Component Synthesis of 2,3-Dihydroquinazolin-4(1H)-one Derivatives via [DBU][OAc] as Ionic Liquid, and Their Anti-Cancer Evaluation and Molecular Modelling
Kulkarni Kalpana
V. Anitha Rani
B. Ravi Kiran
Russian Journal of General Chemistry, 2022, 92 : 1070 - 1075
[2] One-pot Synthesis, Anticancer Evaluation, and Molecular Modelling Studies of New Quinazolin-4(1H)-one Derivatives
Srinivas, A.
Shree, A. Jaya
Goud, S. S. Kumar
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 59 (09) : 1583 - 1590
[3] CuBr-catalysed one-pot multicomponent synthesis of 3-substituted 2-thioxo-2,3-dihydroquinazolin-4(1H)-one derivatives
Sayahi, Mohammad Hosein
Saghanezhad, Seyyed Jafar
Bahadorikhalili, Saeed
Mahdavi, Mohammad
APPLIED ORGANOMETALLIC CHEMISTRY, 2019, 33 (01)
[4] Convenient and Scalable Synthesis of 2,3-Dihydroquinazolin-4(1H)-one Derivatives and Their Anticancer Activities
Rajaka, Lingayya
Penumati, Nageshwar Rao
Nagaiah, K.
Poornachandra, Y.
Kumar, C. Ganesh
SYNTHETIC COMMUNICATIONS, 2015, 45 (16) : 1893 - 1901
[5] Pentafluoropyridine (PFPy)-mediated one-pot framework for the synthesis of pharmaceutically active 2,3-dihydroquinazolin-4(1H)-ones
Kumar, Ashish
Pandey, Shashi
Gupta, Monika
Rajput, Chatrasal S.
TETRAHEDRON, 2024, 167
[6] Facile Non-Transition Metal-Catalyzed Synthesis of 2-Thioxo-2,3-dihydroquinazolin-4(1H)-one Derivatives via One-Pot Multicomponent Reactions
Bahadorikhalili, Saeed
Rahimzadeh, Golnaz
Kianmehr, Ebrahim
Ansari, Samira
Hamedifar, Haleh
Mahdavi, Mohammad
CHEMISTRYSELECT, 2019, 4 (01): : 100 - 104
[7] Synthesis of novel 1,2,3-triazole derivatives of 2,3-dihydroquinazolin-4(1H)-one
Mahdavi, Mohammad
Saeedi, Mina
Karimi, Maryam
Foroughi, Niloufar
Hasanshahi, Fatemeh
Alinezhad, Heshmatollah
Foroumadi, Alireza
Shafiee, Abbas
Akbarzadeh, Tahmineh
MONATSHEFTE FUR CHEMIE, 2016, 147 (12): : 2151 - 2156
[8] Synthesis, in vivo and in silico evaluation of novel 2,3-dihydroquinazolin-4(1H)-one derivatives as potential anticonvulsant agents
Kothayer, Hend
Ibrahim, Samy M.
Soltan, Moustafa K.
Rezq, Samar
Mahmoud, Shireen S.
DRUG DEVELOPMENT RESEARCH, 2019, 80 (03) : 343 - 352
[9] One-pot Synthesis, Anticancer Evaluation, and Molecular Modelling Studies of New Quinazolin-4(1H)-one Derivatives
A. Srinivas
A. Jaya Shree
S. S. Kumar Goud
Russian Journal of Organic Chemistry, 2023, 59 : 1583 - 1590
[10] Three-component one-pot metal-free synthesis of 2,3-dihydroquinazolin-4(1H)-ones using Mukaiyama's reagent
Kumar, Ashish
Gupta, Monika
Rajput, Chatrasal S.
ARKIVOC, 2023,

← 1 2 3 4 5 →