4-Phenyl quinoline derivatives as potential serotonin receptor ligands with antiproliferative activity

Joshi, Pranaya V.; Sayed, Abdel Moktader A. El; RaviKumar, Ameeta; Puranik, Vedavati G.; Zinjarde, Smita

doi:10.1016/j.ejmech.2017.05.002

Cited by 19 publications

(14 citation statements)

References 49 publications

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“…On the other hand, considering that the structure of 4-phenylquinoline is also the backbone of many drug molecules, 56 it is fortunate that the 4-phenyl-substituted substrate was detected by Pp MAO, and the dehydrogenation was successful with 49% of the product of 14b , demonstrating the biocatalytic potential of substrates with large sterically hindered groups at position C4.…”

Section: Resultsmentioning

confidence: 99%

An efficient biocatalytic oxidative dehydroaromatization approach for the construction of quinolines enabled by monoamine oxidase with molecular oxygen

Jin

et al. 2023

Green Chem.

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Section: Resultsmentioning

confidence: 99%

An efficient biocatalytic oxidative dehydroaromatization approach for the construction of quinolines enabled by monoamine oxidase with molecular oxygen

Jin

et al. 2023

Green Chem.

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“…Previous investigations have underscored the pivotal role of biphenyl derivatives in the realm of cancer drug discovery. Moreover, substantial empirical evidence supports the notion that the integration of the phenyl core with the esteemed quinoline moiety confers potent antitumor properties (Abdellatif et al, 2017;Guan et al, 2021;Joshi et al, 2017;Wu et al, 2023;Zdrazil & Guha, 2018). Drawing inspiration from these pertinent observations, we present our synthetic design strategy, as illustrated in Figure 2.…”

Section: Introductionmentioning

confidence: 91%

Synthesis and SAR investigation of biphenylaminoquinoline derivatives with benzyloxy substituents as promising anticancer agents

Wu,

Lu,

Kuo

et al. 2024

Chem Biol Drug Des

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The biphenyl scaffold represents a prominent privileged structure within the realms of organic chemistry and drug development. Biphenyl derivatives have demonstrated notable biological activities, including antimicrobial, anti‐inflammatory, anti‐HIV, and the treatment of neuropathic pain. Importantly, their anticancer abilities should not be underestimated. In this context, the present study involves the design and synthesis of a series of biphenyl derivatives featuring an additional privileged structure, namely the quinoline core. We have also diversified the substituents attached to the benzyloxy group at either the meta or para position of the biphenyl ring categorized into two distinct groups: [4,3′]biphenylaminoquinoline‐substituted and [3,3′]biphenylaminoquinoline‐substituted compounds. We embarked on an assessment of the cytotoxic activities of these derivatives in colorectal cancer cell line SW480 and prostate cancer cell line DU145 for exploring the structure–activity relationship. Furthermore, we determined the IC50 values of selected compounds that exhibited superior inhibitory effects on cell viability against SW480, DU145 cells, as well as MDA‐MB‐231 and MiaPaCa‐2 cells. Notably, [3,3′]biphenylaminoquinoline derivative 7j displayed the most potent cytotoxicity against these four cancer cell lines, SW480, DU145, MDA‐MB‐231, and MiaPaCa‐2, with IC50 values of 1.05 μM, 0.98 μM, 0.38 μM, and 0.17 μM, respectively. This highly promising outcome underscores the potential of [3,3′]biphenylaminoquinoline 7j for further investigation as a prospective anticancer agent in future research endeavors.

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“…Quinoline and its derivatives are gaining importance in medicinal and organic chemistry. They have displayed a broad spectrum of pharmacological and biological activities such as antimalarial [1,2], anticancer [3,4], antibacterial [5,6], antifungal [7,8], antidiabetes [9], antivirals [10], antioxidants [11], anti-inflammatories [12], antiproliferatives [13], antitubercular [14] and corrosion inhibitors [15]. It is known, in the literature that the substituted quinolines, especially in positions C-2 and C-3, present very interesting biological activities such as anti-HIV-1 agents [16], and as inhibitors of SARS-CoV-2 [17].…”

Section: Rationalementioning

confidence: 99%

Synthesis, characterization of some substituted Quinolines derivatives: DFT, computational, in silico ADME, molecular docking and biological activities

Golea

Chebaki

Laabassi

et al. 2023

Chemical Data Collections

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4-Phenyl quinoline derivatives as potential serotonin receptor ligands with antiproliferative activity

Cited by 19 publications

References 49 publications

An efficient biocatalytic oxidative dehydroaromatization approach for the construction of quinolines enabled by monoamine oxidase with molecular oxygen

An efficient biocatalytic oxidative dehydroaromatization approach for the construction of quinolines enabled by monoamine oxidase with molecular oxygen

Synthesis and SAR investigation of biphenylaminoquinoline derivatives with benzyloxy substituents as promising anticancer agents

Synthesis, characterization of some substituted Quinolines derivatives: DFT, computational, in silico ADME, molecular docking and biological activities

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