A series of two-photon absorption organotin (IV) cyano carboxylate derivatives for targeting nuclear and visualization of anticancer activities

Qiong Zhang; Mingzhu Zhang; Hui Wang; Xiaohe Tian; Wen Ma; Lei Luo; Jieying Wu; Hongping Zhou; Shengli Li; Yupeng Tian

doi:10.1016/j.jinorgbio.2018.12.001

A series of two-photon absorption organotin (IV) cyano carboxylate derivatives for targeting nuclear and visualization of anticancer activities

J Inorg Biochem. 2019 Mar:192:1-6. doi: 10.1016/j.jinorgbio.2018.12.001. Epub 2018 Dec 5.

Authors

Qiong Zhang¹, Mingzhu Zhang², Hui Wang³, Xiaohe Tian⁴, Wen Ma², Lei Luo⁵, Jieying Wu², Hongping Zhou², Shengli Li², Yupeng Tian⁶

Affiliations

¹ Department of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, PR China. Electronic address: zhangqiong.314@163.com.
² Department of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, PR China.
³ Department of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, PR China; Department of Chemistry, Wannan Medical College, Wuhu 241002, PR China.
⁴ School of Life Science, Anhui University, Hefei 230601, PR China. Electronic address: xiaohe.t@ahu.edu.cn.
⁵ College of Pharmaceutical Sciences, Southwest University, Chongqing 400716, PR China.
⁶ Department of Chemistry, Key Laboratory of Functional Inorganic Material Chemistry of Anhui Province, Anhui University, Hefei 230601, PR China. Electronic address: yptian@ahu.edu.cn.

PMID: 30544075
DOI: 10.1016/j.jinorgbio.2018.12.001

Abstract

Compared to organotin (IV) compounds with biochemical activity, two-photon absorption (2PA) organotin (IV) complexes for targeting nuclear with anticancer activities are rarely reported. Here, two novel 2PA organotin (IV) cyano carboxylate complexes (C1Sn-1, C1Sn-2) are synthesized and characterized. The two-photon absorption cross section values (δ) in the near-infrared region are significantly enhanced for C1Sn-2 compared to C1Sn-1_, thus developing for targeting nuclear by two-photon fluorescence microscopy (2PFM). C1Sn-2 could specifically target nuclear DNA in vitro. The mechanism demonstrated that there are abundant hydrogen bond interactions between hydroxy group of C1Sn-2 and DNA. The animal mode studies are first proposed that C1Sn-2 displayed a certain anti-cancer efficiency with non-significant toxicity.

Keywords: Anticancer; Organotin; Two-photon absorption.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Cell Nucleus / metabolism*
Cell Nucleus / pathology
DNA, Neoplasm / metabolism*
Mice
Microscopy, Fluorescence
Neoplasms, Experimental / metabolism*
Neoplasms, Experimental / pathology
Organotin Compounds* / chemical synthesis
Organotin Compounds* / chemistry
Organotin Compounds* / pharmacology
Structure-Activity Relationship

Substances

DNA, Neoplasm
Organotin Compounds