Synthesis, molecular docking, anti-cancer activity, and in-silico ADME analysis of novel spiroacenaphthylene pyrrolizidine derivatives

被引：2
|
作者：
Vijayalakshmi, Venkatachalam [1 ]
Nivetha, Narayanasamy [1 ]
Thangamani, Arumugam [1 ]
机构：
[1] Karpagam Acad Higher Educ, Ctr Mat Chem, Dept Chem, Coimbatore 641021, Tamil Nadu, India
来源：
JOURNAL OF MOLECULAR STRUCTURE | 2022年 / 1265卷
关键词：
Spiroacenaphthylene pyrrolizidine; 3+2] cycloaddition; Molecular docking; Anti -cancer activity; ADME; 3+2 CYCLOADDITION; MULTICOMPONENT; DISPIROPYRROLIDINES; CANCER;
D O I：
10.1016/j.molstruc.2022.133465
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A short and efficient multicomponent sequence for synthesizing spiroacenaphthylene pyrrolizidine analogs 5a-s via 1,3-dipolar cycloaddition reaction of azomethine ylide with chalcones 4a-s without any catalyst. Synthesized compounds 5a-s were characterized by spectral data and single crystal X-ray diffraction study. In-vitro anti-proliferative activity of compounds 5a-s against K562-leukemia showed that compounds 5e, 5i, 5l, 5m and 5o have an IC 50 value of 54.07, 47.48, 50.57, 53.85 and 49.57 mu g/ml respectively and exhibited H-bonding with LYS 875 in the molecular docking studies against the 2J5F protein and showed favourable in-silico ADME properties. Compound 5o showed favourable i n-vitro anti-proliferative activity against K562-leukemic cell line and favourable in-silico ADME properties. It can serve as a template to develop further as a lead molecule and act as a tyrosine kinase inhibitor.(c) 2022 Elsevier B.V. All rights reserved.
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页数：14
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