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直接氟化五元杂环及其苯并稠合体系的抗癌和抗菌活性的最新进展。

Recent advances on anticancer and antimicrobial activities of directly-fluorinated five-membered heterocycles and their benzo-fused systems.

作者信息

Abbas Ashraf A, Farghaly Thoraya A, Dawood Kamal M

机构信息

Department of Chemistry, Faculty of Science, Cairo University Giza 12613 Egypt

Department of Chemistry, Faculty of Science, Umm Al-Qura University Makkah Saudi Arabia.

出版信息

RSC Adv. 2024 Jun 19;14(28):19752-19779. doi: 10.1039/d4ra01387e. eCollection 2024 Jun 18.

DOI:10.1039/d4ra01387e
PMID:38899036
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11185950/
Abstract

Due to the importance of the fluorinated heterocycles as main components of marketed drugs where 20% of the anticancer and antibiotic drugs contain fluorine atoms, this review describes the reported five-membered heterocycles and their benzo-fused systems having directly connected fluorine atom(s). The and anticancer and antimicrobial activities of these fluorinated heterocycles are well reported. Some fluorinated heterocycles were found to be lead structures for drug design developments where their activities were almost equal to or exceeded the potency of the reference drugs. In most cases, the fluorine-containing heterocycles showed promising safety index their reduced cytotoxicity in non-cancerous cell lines. SAR study assigned that fluorinated heterocycles having various electron-donating or electron-withdrawing substituents significantly affected the anticancer and antimicrobial activities.

摘要

由于氟化杂环作为市售药物的主要成分非常重要，其中20%的抗癌和抗生素药物含有氟原子，本综述描述了已报道的具有直接连接氟原子的五元杂环及其苯并稠合体系。这些氟化杂环的抗癌和抗菌活性已有充分报道。一些氟化杂环被发现是药物设计开发的先导结构，其活性几乎等于或超过参考药物的效力。在大多数情况下，含氟杂环显示出有前景的安全指数，因为它们在非癌细胞系中的细胞毒性降低。构效关系研究表明，具有各种供电子或吸电子取代基的氟化杂环显著影响抗癌和抗菌活性。

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Int J Mol Sci. 2024 Aug 31;25(17):9503. doi: 10.3390/ijms25179503.
8
Synthesis of novel piperazine-based bis(thiazole)(1,3,4-thiadiazole) hybrids as anti-cancer agents through caspase-dependent apoptosis.通过半胱天冬酶依赖性凋亡合成新型哌嗪基双（噻唑）（1,3,4-噻二唑）杂化物作为抗癌剂。
RSC Adv. 2024 Aug 9;14(34):24992-25006. doi: 10.1039/d4ra05091f. eCollection 2024 Aug 5.
针对微管蛋白秋水仙碱结合位点的氟吲哚查尔酮类似物用于结直肠肿瘤治疗。
Eur J Med Chem. 2023 Sep 5;257:115540. doi: 10.1016/j.ejmech.2023.115540. Epub 2023 Jun 2.
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Structure optimization of an F-indole-chalcone (FC116) on 4-methoxyphenyl group and therapeutic potential against colorectal cancers with low cytotoxicity.F-吲哚查耳酮（FC116）在4-甲氧基苯基上的结构优化及其对结直肠癌的治疗潜力和低细胞毒性
Bioorg Chem. 2023 Jun;135:106531. doi: 10.1016/j.bioorg.2023.106531. Epub 2023 Apr 9.
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Novel Indole-Tethered Chromene Derivatives: Synthesis, Cytotoxic Properties, and Key Computational Insights.新型吲哚连接的色烯衍生物：合成、细胞毒性特性及关键计算见解
Pharmaceuticals (Basel). 2023 Feb 22;16(3):333. doi: 10.3390/ph16030333.
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1,2,4-Amino-triazine derivatives as pyruvate dehydrogenase kinase inhibitors: Synthesis and pharmacological evaluation.1,2,4-氨基三嗪衍生物作为丙酮酸脱氢酶激酶抑制剂的研究：合成与药理评价。
Eur J Med Chem. 2023 Mar 5;249:115134. doi: 10.1016/j.ejmech.2023.115134. Epub 2023 Jan 23.
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Characterizing inhibitors of human AP endonuclease 1.鉴定人 AP 内切酶 1 的抑制剂。
PLoS One. 2023 Jan 18;18(1):e0280526. doi: 10.1371/journal.pone.0280526. eCollection 2023.
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Design, synthesis and biological evaluation of novel phenylfuran-bisamide derivatives as P-glycoprotein inhibitors against multidrug resistance in MCF-7/ADR cell.新型苯基呋喃双酰胺衍生物作为P-糖蛋白抑制剂对MCF-7/ADR细胞多药耐药性的设计、合成及生物学评价
Eur J Med Chem. 2023 Feb 15;248:115092. doi: 10.1016/j.ejmech.2023.115092. Epub 2023 Jan 5.
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Selumetinib - a potential small molecule inhibitor for osteoarthritis treatment.司美替尼——一种用于骨关节炎治疗的潜在小分子抑制剂。
Front Pharmacol. 2022 Sep 27;13:938133. doi: 10.3389/fphar.2022.938133. eCollection 2022.
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Oxazoline scaffold in synthesis of benzosiloxaboroles and related ring-expanded heterocycles: diverse reactivity, structural peculiarities and antimicrobial activity.用于合成苯并硅杂环硼氧烷及相关扩环杂环的恶唑啉骨架：多样的反应性、结构特点及抗菌活性
RSC Adv. 2022 Aug 16;12(36):23099-23117. doi: 10.1039/d2ra03910a.