Novel oxazine fluorescent dyes for intraoperative neuroimaging

BAO Ruichu; LI Changsheng; GU Yueqing

doi:10.11665/j.issn.1000-5048.20220611

Journal of China Pharmaceutical University > 2022 > 53(6): 716-724. > DOI: 10.11665/j.issn.1000-5048.20220611

BAO Ruichu, LI Changsheng, GU Yueqing. Novel oxazine fluorescent dyes for intraoperative neuroimaging[J]. Journal of China Pharmaceutical University, 2022, 53(6): 716-724. DOI: 10.11665/j.issn.1000-5048.20220611

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Novel oxazine fluorescent dyes for intraoperative neuroimaging

China Pharmaceutical University, Nanjing 211198, China

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Received Date: June 16, 2022
Revised Date: November 16, 2022

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Abstract

Nerve-specific fluorescent agents can be used as nerve markers in animals to guide surgical procedures and reduce the incidence of intraoperative nerve injury.In this study, the structure of oxazine mother nucleus was modified.A series of oxazine derivative fluorescent dyes YQN-3-YQN-6 were obtained by mass spectrometry and ¹H NMR, which can highlight the peripheral nerve structure of rats.Among a series of targeted fluorescent dyes, YQN-3 had emission peaks near NIR and showed highly specific nerve targeting signals in the brachial plexus and sciatic nerves 4 h after intravenous administration.In addition, YQN-3 can accurately locate and identify recurrent laryngeal nerves during thyroidectomy, thus preserving the integrity of these nerves during surgery.With its simple synthesis and low toxicity, YQW-3 can be potentially applied for clinical neural tissue imaging.
- fluorescence guided surgery,
- oxazine,
- fluorescent dye,
- fluorescence imaging,
- nerve targeting

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[1]	. Proc SPIE Int Soc Opt Eng，2020，11222：112220J.
[2]	Wallner C，Lange MM，Bonsing BA，et al. Causes of fecal and urinary incontinence after total mesorectal excision for rectal cancer based on cadaveric surgery：a study from the cooperative clinical investigators of the Dutch total mesorectal excision trial［J］. J Clin Oncol，2008，26（27）：4466-4472.
[3]	Merlini L，Vargas MI，Anooshiravani M，et al. Look for the nerves！ MR neurography adds essential diagnostic value to routine MRI in pediatric practice：a pictorial overview［J］. J Neuroradiol，2011，38（3）：141-147.
[4]	Kim SM，Kim SH，Seo DW，et al. Intraoperative neurophysiologic monitoring：basic principles and recent update［J］. J Korean Med Sci，2013，28（9）：1261-1269.
[5]	Kermarrec E，Demondion X，Khalil C，et al. Ultrasound and magnetic resonance imaging of the peripheral nerves：current techniques，promising directions，and open issues［J］. Semin Musculoskelet Radiol，2010，14（5）：463-472.
[6]	Peters TM. Image-guidance for surgical procedures［J］. Phys Med Biol，2006，51（14）：R505-R540.
[7]	Gibbs-Strauss SL，Nasr KA，Fish KM，et al. Nerve-highlighting fluorescent contrast agents for image-guided surgery［J］. Mol Imaging，2011，10（2）：91-101.
[8]	Wu CY，Wei JJ，Tian DH，et al. Molecular probes for imaging myelinated white matter in CNS［J］. J Med Chem，2008，51（21）：6682-6688.
[9]	Stankoff B，Wang YM，Bottlaender M，et al. Imaging of CNS myelin by positron-emission tomography［J］. Proc Natl Acad Sci U S A，2006，103（24）：9304-9309.
[10]	Wang CN，Wu CY，Zhu JQ，et al. Design，synthesis，and evaluation of coumarin-based molecular probes for imaging of myelination［J］. J Med Chem，2011，54（7）：2331-2340.
[11]	Glasgow HL，Whitney MA，Gross LA，et al. Laminin targeting of a peripheral nerve-highlighting peptide enables degenerated nerve visualization［J］. Proc Natl Acad Sci U S A，2016，113（45）：12774-12779.
[12]	Gonzales J，Demetrio de Souza Franca P，Jiang Y，et al. Fluorescence imaging of peripheral nerves by a Nav1.7-targeted inhibitor cystine knot peptide［J］. Bioconjugate Chem，2019，30（11）：2879-2888.
[13]	Barth CW，Gibbs SL. Direct administration of nerve-specific contrast to improve nerve sparing radical prostatectomy［J］. Theranostics，2017，7（3）：573-593.
[14]	Chan WF，Lang BHH，Lo CY. The role of intraoperative neuromonitoring of recurrent laryngeal nerve during thyroidectomy：a comparative study on 1000 nerves at risk［J］. Surgery，2006，140（6）：866-872.
[15]	Park MH，Hyun H，Ashitate Y，et al. Prototype nerve-specific near-infrared fluorophores［J］. Theranostics，2014，4（8）：823-833.
[16]	Osuchowski MF，Teener J，Remick D. Noninvasive model of sciatic nerve conduction in healthy and septic mice：reliability and normative data［J］. Muscle Nerve，2009，40（4）：610-616.
[17]	Xiang ZM，Nesterov EE，Skoch J，et al. Detection of myelination using a novel histological probe［J］. J Histochem Cytochem，2005，53（12）：1511-1516.

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