Synthesis and Transformation of 4‐(1‐Chloro‐1‐nitroethyl)‐6,7‐dimethoxy‐2‐methylquinazoline: Spectral Characterization and Anti‐cancer Properties of some Novel Quinazoline Derivatives

Hoàn, Dương Quốc; Hoa, Le Thi Phuong; Huan, Trinh Thi; Định, Nguyễn Năng

doi:10.1002/jhet.3897

Cited by 4 publications

(2 citation statements)

References 16 publications

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“…Among the tested cell lines, compound 113 showed the most potent anticancer activity against Hep-G2 cell lines with IC 50 value 2.1 µM. Ellipticine was used as standard with IC 50 values 1.14, 1.14, 1.71, and 1.70 µM, respectively [ 239 ]. Wang et al (2021) designed and synthesized quinazoline-based heterocyclic derivatives and evaluated their anticancer activity on four representative cell lines.…”

Section: Current Advances In Nitrogen Containing Heterocycles As Anti...mentioning

confidence: 99%

Nitrogen Containing Heterocycles as Anticancer Agents: A Medicinal Chemistry Perspective

et al. 2023

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Cancer is one of the major healthcare challenges across the globe. Several anticancer drugs are available on the market but they either lack specificity or have poor safety, severe side effects, and suffer from resistance. So, there is a dire need to develop safer and target-specific anticancer drugs. More than 85% of all physiologically active pharmaceuticals are heterocycles or contain at least one heteroatom. Nitrogen heterocycles constituting the most common heterocyclic framework. In this study, we have compiled the FDA approved heterocyclic drugs with nitrogen atoms and their pharmacological properties. Moreover, we have reported nitrogen containing heterocycles, including pyrimidine, quinolone, carbazole, pyridine, imidazole, benzimidazole, triazole, β-lactam, indole, pyrazole, quinazoline, quinoxaline, isatin, pyrrolo-benzodiazepines, and pyrido[2,3-d]pyrimidines, which are used in the treatment of different types of cancer, concurrently covering the biochemical mechanisms of action and cellular targets.

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Section: Current Advances In Nitrogen Containing Heterocycles As Anti...mentioning

confidence: 99%

Nitrogen Containing Heterocycles as Anticancer Agents: A Medicinal Chemistry Perspective

et al. 2023

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“…For example, 4,5-dimethoxy-2-(3-methylfuroxan-4-yl)phenylamine (Am), which was synthesized from methyleugenol, acted as a key compound for preparation of some series of imines, azo compounds, 1,3-thiazolidin-4-ones and quinazolines. [22][23][24] In addition, several obtained compounds exhibit good antimicrobial activity toward Gram positive Staphylococcus aureus (MIC = 12.5 µg/mL) 21 and high in vitro cytotoxicity on three cell lines, hepatocellular carcinoma (Hep-G2), human lung carcinoma (LU-1), and human breast carcinoma (MCF-7) with IC50 = 2.1-2.2 µM. 24 This report presents the results of synthesis and NMR characteristics of a series of polysubstituted quinolines incorporating furoxan moiety derived from 4,5-dimethoxy-2-(3-methylfuroxan-4-yl)phenylamine (Am).…”

mentioning

confidence: 99%

Synthesis and NMR Spectroscopic Characteristics of Novel Polysubstituted Quinolines Incorporating Furoxan Moiety

Định¹,

Huan²,

Hoa³

2022

HETEROCYCLES

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carbaldehyde (2) were synthesized. The condensation of 1 with some nitrobenzaldehydes catalyzed by acetic acid under mild conditions gave four styrylquinolines (1a-d). The condensation of 2 with methyl phenyl ketones catalyzed by potassium hydroxide at room temperature afforded six polysubstituted α,β-unsaturated ketones (2a-f). All proton and carbon signals of obtained compounds were assigned based on analyzing the spin-spin splitting patterns and on the cross peaks in their HSQC and HMBC spectra. ROESY spectrum analysis showed that for (E)-3-(quinolin-2-yl)-1-phenylprop-2-en-1-ones Hα resonated in a weaker field as compared to Hβ.Quinolines have long attracted attention owing to their significant biological and pharmacological properties such as antimalarial, 1,2 antituberculosis, 3-5 antibacterial, 6,7 and anticancer. 8,9 Thus, quinoline ring is considered a core pharmacophore in the design of many drugs such as antimalarial chloroquine, mefloquine and primaquine, 10 antituberculosis bedaquiline, 11 and other diarylquinolines. 12 The increasing resistance against many antibiotic drugs has forced chemists to develop synthetic strategies toward novel biologically active molecules. A strategy that has attracted considerable attention in current medicinal chemistry is based on the conjugation of two biologically active molecules into one hybrid compound. In recent years several classes of quinoline based structural hybrids of various bioactive heterocycles as potential antimicrobial agents have yielded promising results in primary biological evaluation. [13][14][15][16] The

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Novel 4(3H)Quinazolinones Based Azo Dyes: Synthesis, Investigations, Solvatochromic UV–Vis Absorption, Antioxidant and Biological Assessments

Ayoob,

Hawaiz

2023

Chemistry Africa

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Synthesis and Transformation of 4‐(1‐Chloro‐1‐nitroethyl)‐6,7‐dimethoxy‐2‐methylquinazoline: Spectral Characterization and Anti‐cancer Properties of some Novel Quinazoline Derivatives

Cited by 4 publications

References 16 publications

Nitrogen Containing Heterocycles as Anticancer Agents: A Medicinal Chemistry Perspective

Nitrogen Containing Heterocycles as Anticancer Agents: A Medicinal Chemistry Perspective

Synthesis and NMR Spectroscopic Characteristics of Novel Polysubstituted Quinolines Incorporating Furoxan Moiety

Novel 4(3H)Quinazolinones Based Azo Dyes: Synthesis, Investigations, Solvatochromic UV–Vis Absorption, Antioxidant and Biological Assessments

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