Development of dual functional SPECT/fluorescent probes for imaging cerebral beta-amyloid plaques

Bioorganic & Medicinal Chemistry Letters
Masahiro OnoHideo Saji

Abstract

The imaging of beta-amyloid (Abeta) aggregates in the brain may lead to the early detection of Alzheimer's disease (AD) and monitoring of the progression and effectiveness of treatment. The purpose of this study was to develop dual modality SPECT and fluorescent probes based on boron dipyrromethane (BODIPY) as a core structure. We designed and synthesized an (125)I-labeled derivative of BODIPY (BODIPY7). BODIPY7 had a K(i) value of 108nM for Abeta(1-42) aggregates and exhibited peaks of absorption/emission at 606/613nm. It detected Abeta plaques in sections of brain tissue from an animal model of AD and displayed low uptake in the brain and high uptake in the liver in normal mice. Although additional modifications of the BODIPY scaffold are necessary to improve brain uptake, these results should aid the development of dual functional SPECT/fluorescent probes for the imaging of Abeta plaques in the brain.

References

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Citations

Jul 12, 2011·ACS Chemical Neuroscience·Willy M ChangEmmanuel A Theodorakis
Aug 4, 2012·ACS Chemical Neuroscience·Masahiro OnoHideo Saji
Nov 23, 2012·ACS Chemical Neuroscience·Laramie P JamesonSergei V Dzyuba
Jun 15, 2013·Beilstein Journal of Organic Chemistry·Todd J EckroatSylvie Garneau-Tsodikova
Mar 22, 2016·Acta Pharmacologica Sinica·Ming-Ming XuHai-Yan Zhang
Nov 19, 2015·Acta Pharmaceutica Sinica. B·Hongjuan TongWei Wang
Jan 28, 2015·Chemical Society Reviews·Matteo StaderiniJ Carlos Menéndez
Jan 29, 2016·Physical Chemistry Chemical Physics : PCCP·Francesca PeccatiMariona Sodupe
Mar 15, 2019·Chemical Communications : Chem Comm·Niyati H Mudliar, Prabhat K Singh
Jul 29, 2011·Chemical Society Reviews·Noël BoensWim Dehaen
May 2, 2020·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Yanxian ZhangJie Zheng
May 23, 2012·Chemistry : a European Journal·Claire BernhardFranck Denat
Apr 8, 2020·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Chao PengMan Shing Wong
Apr 24, 2018·Journal of Analytical Methods in Chemistry·Yong Dae ParkSeung Sik Lee
May 1, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Clayton A WhitmoreWellington Pham
Dec 29, 2018·ACS Chemical Neuroscience·Hyunjung KimYearn Seong Choe
Feb 22, 2014·Journal of the American Chemical Society·Mengchao CuiHideo Saji
Nov 2, 2019·Chemical Reviews·Amir AliyanAngel A Martí

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