• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

含樟脑杂环化合物的半合成及其生物活性

Semi-synthesis and biological activities of heterocyclic compounds containing camphor.

作者信息

Hamza Zeinab S, Hozzein Wael N, El-Adl Khaled, Okla Mohammad K, AbdElgayed Gehad, Fadaly Wael A A, Mohamed Hussein S

机构信息

Chemistry of Medicinal and Aromatic Plants Department, Research Institute of Medicinal and Aromatic Plants (RIMAB), Beni-Suef University Beni-Suef 62511 Egypt

Botany and Microbiology Department, Faculty of Science, Beni-Suef University Beni-Suef Egypt.

出版信息

RSC Adv. 2025 Apr 25;15(17):13199-13213. doi: 10.1039/d5ra00484e. eCollection 2025 Apr 22.

DOI:10.1039/d5ra00484e
PMID:40290752
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12023740/
Abstract

Breast cancer and lung cancer are two of the most prevalent and deadly malignancies worldwide. Both cancers present significant challenges in terms of effective treatment and management, highlighting the urgent need for novel therapeutic strategies that can improve patient outcomes. This study focuses on the synthesis of novel heterocyclic compounds derived from the naturally formed camphor, aimed at evaluating their cytotoxicity. The research addresses the need for effective cancer treatments by presenting compounds that demonstrate significant inhibitory effects against MCF-7 breast carcinoma cells. Among these, compound 20 exhibited remarkable potency, with an IC value of 0.78 μM, surpassing the efficacy of standard chemotherapeutics, dasatinib (IC = 7.99 μM) and doxorubicin (IC = 3.10 μM). In the context of A549 lung cancer cells, compound 20 also showed strong inhibitory activity (IC = 1.69 μM), again outperforming dasatinib (IC = 11.8 μM) and doxorubicin (IC = 2.43 μM). To further elucidate the biological activities of these compounds, molecular docking studies were performed, revealing that compound 20 exhibited the highest binding energy among the tested compounds, supporting the experimental findings. These results indicate that the synthesized camphor-derived heterocycles, particularly compound 20, have significant potential as potent anticancer agents against breast and lung cancer cell lines.

摘要

乳腺癌和肺癌是全球最常见且致命的两种恶性肿瘤。这两种癌症在有效治疗和管理方面都面临重大挑战,凸显了对能改善患者预后的新型治疗策略的迫切需求。本研究聚焦于合成源自天然樟脑的新型杂环化合物,旨在评估其细胞毒性。该研究通过展示对MCF - 7乳腺癌细胞具有显著抑制作用的化合物,满足了有效癌症治疗的需求。其中,化合物20表现出显著的效力,IC值为0.78 μM,超过了标准化疗药物达沙替尼(IC = 7.99 μM)和阿霉素(IC = 3.10 μM)的疗效。在A549肺癌细胞的背景下,化合物20也显示出强大的抑制活性(IC = 1.69 μM),同样优于达沙替尼(IC = 11.8 μM)和阿霉素(IC = 2.43 μM)。为进一步阐明这些化合物的生物活性,进行了分子对接研究,结果显示化合物20在测试化合物中具有最高的结合能,支持了实验结果。这些结果表明,合成的樟脑衍生杂环化合物,特别是化合物20,作为针对乳腺癌和肺癌细胞系的强效抗癌剂具有巨大潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/f919f55f03ca/d5ra00484e-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/d27715513e1f/d5ra00484e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/cf20b7eddaf5/d5ra00484e-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/05105b760eed/d5ra00484e-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/4c633f8a0478/d5ra00484e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/c006daba1dae/d5ra00484e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/e4064b3e28d9/d5ra00484e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/50a667a56136/d5ra00484e-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/bcf7c87f030c/d5ra00484e-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/82f4117249ba/d5ra00484e-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/6157f7e2b9db/d5ra00484e-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/d8d3723d5dd2/d5ra00484e-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/f919f55f03ca/d5ra00484e-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/d27715513e1f/d5ra00484e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/cf20b7eddaf5/d5ra00484e-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/05105b760eed/d5ra00484e-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/4c633f8a0478/d5ra00484e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/c006daba1dae/d5ra00484e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/e4064b3e28d9/d5ra00484e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/50a667a56136/d5ra00484e-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/bcf7c87f030c/d5ra00484e-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/82f4117249ba/d5ra00484e-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/6157f7e2b9db/d5ra00484e-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/d8d3723d5dd2/d5ra00484e-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4975/12023740/f919f55f03ca/d5ra00484e-f8.jpg

相似文献

1
Semi-synthesis and biological activities of heterocyclic compounds containing camphor.含樟脑杂环化合物的半合成及其生物活性
RSC Adv. 2025 Apr 25;15(17):13199-13213. doi: 10.1039/d5ra00484e. eCollection 2025 Apr 22.
2
Synthesis and Anticancer Activity of Novel Indole Derivatives as Dual EGFR/SRC Kinase Inhibitors.新型吲哚衍生物的合成及其作为双重 EGFR/SRC 激酶抑制剂的抗癌活性。
Curr Med Chem. 2024;31(24):3798-3817. doi: 10.2174/0929867330666230626143911.
3
Design, synthesis, molecular docking and in silico ADMET profile of pyrano[2,3-d]pyrimidine derivatives as antimicrobial and anticancer agents.设计、合成、分子对接及吡喃并[2,3-d]嘧啶衍生物的计算机 ADMET 分析作为抗菌和抗癌剂。
Bioorg Chem. 2021 Oct;115:105186. doi: 10.1016/j.bioorg.2021.105186. Epub 2021 Jul 22.
4
Novel pyrazole-based COX-2 inhibitors as potential anticancer agents: Design, synthesis, cytotoxic effect against resistant cancer cells, cell cycle arrest, apoptosis induction and dual EGFR/Topo-1 inhibition.新型基于吡唑的COX-2抑制剂作为潜在抗癌剂:设计、合成、对耐药癌细胞的细胞毒性作用、细胞周期阻滞、凋亡诱导及双重EGFR/Topo-1抑制
Bioorg Chem. 2023 Feb;131:106273. doi: 10.1016/j.bioorg.2022.106273. Epub 2022 Nov 14.
5
Synthesis and biological evaluation of some novel 1,2,3-triazole hybrids of myrrhanone B isolated from Commiphora mukul gum resin: Identification of potent antiproliferative leads active against prostate cancer cells (PC-3).从 Commiphora mukul 树胶树脂中分离出的麦鲁酮 B 的一些新型 1,2,3-三唑杂合体的合成与生物评价:鉴定对前列腺癌细胞(PC-3)具有有效抗增殖作用的潜在先导化合物。
Eur J Med Chem. 2020 Feb 15;188:111974. doi: 10.1016/j.ejmech.2019.111974. Epub 2019 Dec 18.
6
Novel 1,3-Thiazole Analogues with Potent Activity against Breast Cancer: A Design, Synthesis, In Vitro, and In Silico Study.新型具有抗乳腺癌活性的 1,3-噻唑类似物:设计、合成、体外和计算研究。
Molecules. 2022 Jul 31;27(15):4898. doi: 10.3390/molecules27154898.
7
New alkanesulfonate-based quinazolinone-acetohydrazide scaffolds: Rational design, synthesis, molecular docking, anticancer properties and potential EGFR and its T790M/L858R mutants inhibitors.新型基于链烷磺酸盐的喹唑啉酮-乙酰肼支架:合理设计、合成、分子对接、抗癌特性以及潜在的表皮生长因子受体及其T790M/L858R突变体抑制剂
Bioorg Chem. 2025 Jun 15;160:108405. doi: 10.1016/j.bioorg.2025.108405. Epub 2025 Mar 28.
8
Discovery of new pyridine heterocyclic hybrids; design, synthesis, dynamic simulations, and and breast cancer biological assays.新型吡啶杂环衍生物的发现;设计、合成、动力学模拟以及乳腺癌生物学测定。
RSC Adv. 2023 May 24;13(23):15689-15703. doi: 10.1039/d3ra02875e. eCollection 2023 May 22.
9
Molecular Hybrid Design, Synthesis, In Vitro Cytotoxicity, In Silico ADME and Molecular Docking Studies of New Benzoate Ester-Linked Arylsulfonyl Hydrazones.新型苯甲酸酯键合芳基磺酰基腙的分子杂化设计、合成、体外细胞毒性、计算机辅助药物代谢和分子对接研究。
Molecules. 2024 Jul 25;29(15):3478. doi: 10.3390/molecules29153478.
10
Design, synthesis, modeling studies and biological evaluation of pyrazole derivatives linked to oxime and nitrate moieties as nitric oxide donor selective COX-2 and aromatase inhibitors with dual anti-inflammatory and anti-neoplastic activities.与肟和硝酸盐部分相连的吡唑衍生物作为一氧化氮供体选择性COX-2和芳香化酶抑制剂的设计、合成、模型研究及生物学评价,具有双重抗炎和抗肿瘤活性。
Bioorg Chem. 2023 May;134:106428. doi: 10.1016/j.bioorg.2023.106428. Epub 2023 Feb 18.

本文引用的文献

1
A Review of Botanical Extracts with Repellent and Insecticidal Activity and Their Suitability for Managing Mosquito-Borne Disease Risk in Mexico.具有驱避和杀虫活性的植物提取物及其在墨西哥管理蚊媒疾病风险中的适用性综述
Pathogens. 2024 Aug 29;13(9):737. doi: 10.3390/pathogens13090737.
2
Is Camphor the Future in Supporting Therapy for Skin Infections?樟脑会是支持皮肤感染治疗的未来之选吗?
Pharmaceuticals (Basel). 2024 May 31;17(6):715. doi: 10.3390/ph17060715.
3
Discovery of novel pyrazole based Urea/Thiourea derivatives as multiple targeting VEGFR-2, EGFR, EGFR tyrosine kinases and COX-2 Inhibitors, with anti-cancer and anti-inflammatory activities.
发现新型基于吡唑的脲/硫脲衍生物作为多靶点 VEGFR-2、EGFR、EGFR 酪氨酸激酶和 COX-2 抑制剂,具有抗癌和抗炎活性。
Bioorg Chem. 2024 Jun;147:107403. doi: 10.1016/j.bioorg.2024.107403. Epub 2024 Apr 27.
4
Oral Potentially Malignant Disorders and Oral Cancer in Saudi Arabia: An Epidemiological Review of the Literature.沙特阿拉伯的口腔潜在恶性疾病和口腔癌:文献流行病学综述
J Clin Med. 2024 Feb 28;13(5):1376. doi: 10.3390/jcm13051376.
5
New 1,2,3-triazole/1,2,4-triazole hybrids linked to oxime moiety as nitric oxide donor selective COX-2, aromatase, B-RAF and EGFR inhibitors celecoxib analogs: design, synthesis, anti-inflammatory/anti-proliferative activities, apoptosis and molecular modeling study.新型 1,2,3-三唑/1,2,4-三唑杂环连接肟部分作为一氧化氮供体的选择性 COX-2、芳香酶、B-RAF 和 EGFR 抑制剂塞来昔布类似物:设计、合成、抗炎/抗增殖活性、细胞凋亡和分子模拟研究。
J Enzyme Inhib Med Chem. 2023 Dec;38(1):2290461. doi: 10.1080/14756366.2023.2290461. Epub 2023 Dec 7.
6
New pyrazolyl-thiazolidinone/thiazole derivatives as celecoxib/dasatinib analogues with selective COX-2, HER-2 and EGFR inhibitory effects: design, synthesis, anti-inflammatory/anti-proliferative activities, apoptosis, molecular modelling and ADME studies.新型吡唑基噻唑烷酮/噻唑衍生物作为塞来昔布/达沙替尼类似物,具有选择性 COX-2、HER-2 和 EGFR 抑制作用:设计、合成、抗炎/抗增殖活性、细胞凋亡、分子模拟和 ADME 研究。
J Enzyme Inhib Med Chem. 2023 Dec;38(1):2281262. doi: 10.1080/14756366.2023.2281262. Epub 2023 Nov 27.
7
Recent Advances in the Development of Pyrazole Derivatives as Anticancer Agents.吡唑衍生物作为抗癌剂的研究进展。
Int J Mol Sci. 2023 Aug 12;24(16):12724. doi: 10.3390/ijms241612724.
8
Pharmacokinetics and safety of dasatinib and its generic: a phase I bioequivalence study in healthy Chinese subjects.达沙替尼及其仿制药的药代动力学和安全性:一项在中国健康受试者中的I期生物等效性研究。
Expert Opin Investig Drugs. 2023 Mar;32(3):263-270. doi: 10.1080/13543784.2023.2179481. Epub 2023 Feb 18.
9
Computational and Molecular Docking Studies of New Benzene Sulfonamide Drugs with Anticancer and Antioxidant Effects.具有抗癌和抗氧化作用的新型苯磺酰胺类药物的计算和分子对接研究。
Curr Org Synth. 2023;20(3):339-350. doi: 10.2174/1570179420666221007141937.
10
Breast Cancer Statistics, 2022.2022 年乳腺癌统计数据。
CA Cancer J Clin. 2022 Nov;72(6):524-541. doi: 10.3322/caac.21754. Epub 2022 Oct 3.