Piperazine tethered bergenin heterocyclic hybrids: design, synthesis, anticancer activity, and molecular docking studies

细胞凋亡 癌细胞 化学 细胞培养 细胞毒性 细胞毒性T细胞 膜联蛋白 对接(动物) 细胞周期 癌症 体外 生物化学 癌症研究 生物 遗传学 医学 护理部
作者
Banoth Venkateswara Rao,P. Pavan Kumar,Vaikundamoorthy Ramalingam,G. Karthik,Sai Balaji Andugulapati,K. Suresh Babu
出处
期刊:RSC medicinal chemistry [The Royal Society of Chemistry]
卷期号:13 (8): 978-985 被引量:6
标识
DOI:10.1039/d2md00116k
摘要

In an attempt to develop natural product-based anticancer agents, a series of novel piperazine-linked bergenin heterocyclic hybrids bearing arylthiazolyl (5a-e), benzothiazolyl (10a-i), and arylsulfonyl (13a-o) were synthesized using the classical Mannich reaction and evaluated for their anticancer activity. All the synthesized derivatives were assessed for in vitro cytotoxic activity against a panel of human cancer and normal cell lines and the results showed that most of the compounds exhibited significant cytotoxic activity against cancer cells and mild cytotoxicity against normal cells. In particular, the compounds 5a, 5c, 10f, and 13o showed potent cytotoxic activity against tongue and oral cancer cell lines compared to the parent compound (<100 μM). Considering the efficacy, the compounds 5a, 5c, 10f, and 13o were subjected to cell cycle analysis and the results indicated that the compounds mitigated the cell cycle progression at the G0/G1 phase in the tongue and oral cancer cell lines. Subsequently, the annexin V/PI staining assay demonstrated that the compounds 5a, 5c, 10f, and 13o induced early and late apoptosis against tongue cancer and necrosis against oral cancer. Further, gene expression analysis revealed that 5a, 5c, and 13o treatment regulated the BAX and BcL-2 expression and also the selected compounds significantly reduced the expression level of vimentin, oct-4, and nanog. In addition, molecular docking studies revealed that the selected derivatives have strong binding energy with the BcL2 protein and downregulates the expression. Taken together, the study results implied that these compounds are promising anticancer candidates by modulating the epithelial to mesenchymal transition axis and could be considered for further development of novel anticancer drugs.
最长约 10秒,即可获得该文献文件

科研通智能强力驱动
Strongly Powered by AbleSci AI
科研通是完全免费的文献互助平台,具备全网最快的应助速度,最高的求助完成率。 对每一个文献求助,科研通都将尽心尽力,给求助人一个满意的交代。
实时播报
orixero应助shh12采纳,获得10
刚刚
暖若安阳完成签到,获得积分10
刚刚
刚刚
刚刚
刚刚
刚刚
1秒前
大麦迪完成签到,获得积分10
1秒前
个性的孤风完成签到,获得积分10
1秒前
春与修罗应助张东泽采纳,获得10
1秒前
畅畅完成签到,获得积分10
1秒前
脑洞疼应助Yancy采纳,获得10
2秒前
gyhk发布了新的文献求助10
2秒前
慕青应助du采纳,获得10
2秒前
3秒前
pzh完成签到 ,获得积分20
4秒前
吴雨涛发布了新的文献求助10
4秒前
超帅夫发布了新的文献求助10
5秒前
布丁果冻完成签到,获得积分10
5秒前
在水一方应助容止采纳,获得10
5秒前
长颈鹿发布了新的文献求助10
5秒前
所所应助YOLO采纳,获得10
5秒前
科研通AI5应助森sen采纳,获得10
5秒前
5秒前
here发布了新的文献求助30
6秒前
magneto发布了新的文献求助10
6秒前
马马马完成签到,获得积分10
6秒前
6秒前
善学以致用应助Zhang_BY采纳,获得10
7秒前
缪伟发布了新的文献求助10
7秒前
wy18567337203完成签到,获得积分10
8秒前
HJJHJH发布了新的文献求助30
8秒前
8秒前
搞怪的怀蕊完成签到,获得积分10
9秒前
高源发布了新的文献求助10
9秒前
马马马发布了新的文献求助10
9秒前
pp1230发布了新的文献求助10
9秒前
无花果应助m123采纳,获得10
10秒前
lemon完成签到,获得积分10
10秒前
11秒前
高分求助中
Production Logging: Theoretical and Interpretive Elements 2700
Mechanistic Modeling of Gas-Liquid Two-Phase Flow in Pipes 2500
Kelsen’s Legacy: Legal Normativity, International Law and Democracy 1000
Handbook on Inequality and Social Capital 800
Conference Record, IAS Annual Meeting 1977 610
Interest Rate Modeling. Volume 3: Products and Risk Management 600
Interest Rate Modeling. Volume 2: Term Structure Models 600
热门求助领域 (近24小时)
化学 材料科学 生物 医学 工程类 有机化学 生物化学 物理 纳米技术 计算机科学 内科学 化学工程 复合材料 基因 遗传学 物理化学 催化作用 量子力学 光电子学 冶金
热门帖子
关注 科研通微信公众号,转发送积分 3546676
求助须知:如何正确求助?哪些是违规求助? 3123726
关于积分的说明 9356475
捐赠科研通 2822353
什么是DOI,文献DOI怎么找? 1551369
邀请新用户注册赠送积分活动 723332
科研通“疑难数据库(出版商)”最低求助积分说明 713721