Ru(II)-Catalyzed Regiospecific C-H/O-H Oxidative Annulation to Access Isochromeno[8,1-ab]phenazines: Far-Red Fluorescence and Live Cancer Cell Imaging

Sivakalai Mayakrishnan; Yuvaraj Arun; Chandrasekar Balachandran; Suresh Awale; Narayanan Uma Maheswari; Paramasivan Thirumalai Perumal

doi:10.1021/acsomega.7b00335

Ru(II)-Catalyzed Regiospecific C-H/O-H Oxidative Annulation to Access Isochromeno[8,1-ab]phenazines: Far-Red Fluorescence and Live Cancer Cell Imaging

Sivakalai Mayakrishnan, Yuvaraj Arun, Chandrasekar Balachandran, Suresh Awale, Narayanan Uma Maheswari, Paramasivan Thirumalai Perumal^*

^*この論文の責任著者

和漢医薬学総合研究所研究開発部門資源開発分野（天然物創薬学領域）

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

16 被引用数 (Scopus)

抄録

A facile ruthenium(II)-catalyzed regiospecific C-H/O-H oxidative annulation methodology was developed to construct isochromeno[8,1-ab]phenazines. This methodology delivers various advantages, such as scope for diverse substrates, tolerance to a range of functional groups, stability under air, and yields regioselective products. This methodology was successfully applied to synthesize far red (FR) fluorescent probes for live cancer cell imaging. The synthesized compounds displayed notable fluorescence properties in solution and thin-film. Their application in live cancer cell imaging was investigated using various cancer cell lines. The synthesized compound showed prominent FR fluorescence, with high quantum yield, and exhibited better cell-imaging properties, with excellent biocompatibility.

本文言語	英語
ページ（範囲）	2694-2705
ページ数	12
ジャーナル	ACS Omega
巻	2
号	6
DOI	https://doi.org/10.1021/acsomega.7b00335
出版ステータス	出版済み - 2017/06/30

ASJC Scopus 主題領域

化学一般
化学工学一般

文献へのアクセス

10.1021/acsomega.7b00335

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引用スタイル

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title = "Ru(II)-Catalyzed Regiospecific C-H/O-H Oxidative Annulation to Access Isochromeno[8,1-ab]phenazines: Far-Red Fluorescence and Live Cancer Cell Imaging",

abstract = "A facile ruthenium(II)-catalyzed regiospecific C-H/O-H oxidative annulation methodology was developed to construct isochromeno[8,1-ab]phenazines. This methodology delivers various advantages, such as scope for diverse substrates, tolerance to a range of functional groups, stability under air, and yields regioselective products. This methodology was successfully applied to synthesize far red (FR) fluorescent probes for live cancer cell imaging. The synthesized compounds displayed notable fluorescence properties in solution and thin-film. Their application in live cancer cell imaging was investigated using various cancer cell lines. The synthesized compound showed prominent FR fluorescence, with high quantum yield, and exhibited better cell-imaging properties, with excellent biocompatibility.",

author = "Sivakalai Mayakrishnan and Yuvaraj Arun and Chandrasekar Balachandran and Suresh Awale and Maheswari, {Narayanan Uma} and Perumal, {Paramasivan Thirumalai}",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

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doi = "10.1021/acsomega.7b00335",

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T2 - Far-Red Fluorescence and Live Cancer Cell Imaging

AU - Mayakrishnan, Sivakalai

AU - Arun, Yuvaraj

AU - Balachandran, Chandrasekar

AU - Awale, Suresh

AU - Maheswari, Narayanan Uma

AU - Perumal, Paramasivan Thirumalai

PY - 2017/6/30

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AB - A facile ruthenium(II)-catalyzed regiospecific C-H/O-H oxidative annulation methodology was developed to construct isochromeno[8,1-ab]phenazines. This methodology delivers various advantages, such as scope for diverse substrates, tolerance to a range of functional groups, stability under air, and yields regioselective products. This methodology was successfully applied to synthesize far red (FR) fluorescent probes for live cancer cell imaging. The synthesized compounds displayed notable fluorescence properties in solution and thin-film. Their application in live cancer cell imaging was investigated using various cancer cell lines. The synthesized compound showed prominent FR fluorescence, with high quantum yield, and exhibited better cell-imaging properties, with excellent biocompatibility.

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