Biologically active isoquinoline alkaloids covering 2019–2022

Wang, Dengtuo; Qin, Lulu; Jing, Chenxin; Wang, Guanghan; Zhou, Han; Deng, Peng; Zhang, Shaoyong; Wang, Yirong; Ding, Yanyan; Zhang, Zhijun; Wu, Zhengrong; Liu, Yingqian

doi:10.1016/j.bioorg.2024.107252

Bioorganic Chemistry

2024

DOI: 10.1016/j.bioorg.2024.107252

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Biologically active isoquinoline alkaloids covering 2019–2022

Dengtuo Wang,

Lulu Qin,

Chenxin Jing

et al.

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Cited by 7 publications

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Divergent Synthesis of (CF₃)‐Indazolo[3,2‐a]Isoquinolines with Potent Photophysical Property and Anticancer Activity from 3‐Aryl‐1H‐Indazoles and Sulfoxonium Ylides

Zhou,

Yan,

et al. 2024

Adv Synth Catal

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Transition‐metal‐catalyzed inert C−H bond functionalization using sulfoxonium ylides as metal carbene surrogates to replace the explosive and labile diazo compounds is synthetically attractive. Presented herein is a divergent synthesis of (CF3)‐indazolo[3,2‐a]isoquinoline derivatives based on C−H bond activation‐initiated cascade reactions of 3‐aryl‐1H‐indazoles with sulfoxonium ylides. The formation of products involves Rh(III)‐catalyzed C(sp2)−H bond metalation, carbene formation, migratory insertion, proto‐demetalation and intramolecular condensation. In general, this newly developed protocol features simple substrates, structurally diverse products, step‐economy and scalability. In addition, evaluation of the photophysical properties and anti‐proliferative activity against three human cancer cell lines of the products thus obtained showed that some of them possess potent anticancer activity with potential self‐tracking capability through fluorescence detection.

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Divergent Synthesis of (CF₃)‐Indazolo[3,2‐a]Isoquinolines with Potent Photophysical Property and Anticancer Activity from 3‐Aryl‐1H‐Indazoles and Sulfoxonium Ylides

Zhou,

Yan,

et al. 2024

Adv Synth Catal

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Synthesis of 4‐Cyclobutene‐Isoquinolines From Aryl Imidates by Ru(II)‐Catalyzed Domino C–H Activation/Cyclization

Wang,

Gao,

Miao

et al. 2024

Applied Organom Chemis

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Hendersines J–M: Isoquinoline alkaloids from Corydalis hendersonii Hemsl. with cardiomyocyte protective and NO production inhibitory effects

Zhou,

Zhang,

Liu

et al. 2024

Phytochemistry

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Biologically active isoquinoline alkaloids covering 2019–2022

Cited by 7 publications

References 453 publications

Divergent Synthesis of (CF₃)‐Indazolo[3,2‐a]Isoquinolines with Potent Photophysical Property and Anticancer Activity from 3‐Aryl‐1H‐Indazoles and Sulfoxonium Ylides

Divergent Synthesis of (CF₃)‐Indazolo[3,2‐a]Isoquinolines with Potent Photophysical Property and Anticancer Activity from 3‐Aryl‐1H‐Indazoles and Sulfoxonium Ylides

Synthesis of 4‐Cyclobutene‐Isoquinolines From Aryl Imidates by Ru(II)‐Catalyzed Domino C–H Activation/Cyclization

Hendersines J–M: Isoquinoline alkaloids from Corydalis hendersonii Hemsl. with cardiomyocyte protective and NO production inhibitory effects

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Biologically active isoquinoline alkaloids covering 2019–2022

Cited by 7 publications

References 453 publications

Divergent Synthesis of (CF3)‐Indazolo[3,2‐a]Isoquinolines with Potent Photophysical Property and Anticancer Activity from 3‐Aryl‐1H‐Indazoles and Sulfoxonium Ylides

Divergent Synthesis of (CF3)‐Indazolo[3,2‐a]Isoquinolines with Potent Photophysical Property and Anticancer Activity from 3‐Aryl‐1H‐Indazoles and Sulfoxonium Ylides

Synthesis of 4‐Cyclobutene‐Isoquinolines From Aryl Imidates by Ru(II)‐Catalyzed Domino C–H Activation/Cyclization

Hendersines J–M: Isoquinoline alkaloids from Corydalis hendersonii Hemsl. with cardiomyocyte protective and NO production inhibitory effects

Contact Info

Product

Resources

About

Divergent Synthesis of (CF₃)‐Indazolo[3,2‐a]Isoquinolines with Potent Photophysical Property and Anticancer Activity from 3‐Aryl‐1H‐Indazoles and Sulfoxonium Ylides

Divergent Synthesis of (CF₃)‐Indazolo[3,2‐a]Isoquinolines with Potent Photophysical Property and Anticancer Activity from 3‐Aryl‐1H‐Indazoles and Sulfoxonium Ylides