Synthesis and Intracellular Localization of 5,6‐Disubsutituted Pyrido[1′,2′;2,3]imidazo[5,1‐a]isoquinolinium Iodides

Author:

Kawakubo Masato1,Inoh Yoshikazu1,Inaguma Yuko1,Kokubugata Rina1,Murata Yuki1ORCID,Matsumura Mio1ORCID,Furuno Tadahide1ORCID,Yasuike Shuji1ORCID

Affiliation:

1. School of Pharmaceutical Sciences Aichi Gakuin University 1-100 Kusumoto-cho Chikusa-ku Nagoya 464–8650 Japan

Abstract

AbstractNovel pyrido[1’,2’;2,3]imidazo[5,1‐a]isoquinolinium iodides independently substituted at their 5‐ and 6‐position were prepared from 5‐iodopyrido[1’,2’;2,3]imidazo[5,1‐a]isoquinolinium iodides using Suzuki‐Miyaura cross‐coupling reaction. The desired coupling products had cationic extended π‐conjugated skeletons and fluoresced strongly in the 420–460 nm region in methanol. In cell staining assay, the 5‐styryl‐substituted compounds, which showed lower fluorescence quantum yields in methanol, emitted high fluorescence in the intracellular environment and were specifically distributed to the endoplasmic reticulum.

Funder

Pharmaceutical Society of Japan

Publisher

Wiley

Subject

General Chemistry

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