Literature DB >> 30552204

N-(2-(Dimethylamino)Ethyl)-4-18F-Fluorobenzamide: A Novel Molecular Probe for High-Contrast PET Imaging of Malignant Melanoma.

Ayoung Pyo1, Hyeon Sik Kim1, Hyung Seok Kim2, Misun Yun3, Dong-Yeon Kim4, Jung-Joon Min4.   

Abstract

Malignant melanoma is an aggressive and serious form of skin cancer, with prognosis and treatment outcome depending heavily on the clinical stage of the disease at the time of diagnosis. Here, we synthesized a novel 18F-labeled benzamide derivative to target melanoma and then evaluated its biologic characteristics in small-animal models.
Methods: N-(2-(dimethylamino)ethyl)-4-18F-fluorobenzamide (18F-DMFB) was synthesized by reaction of N-succinimidyl 4-18F-fluorobenzoate with N,N-dimethylethylenediamine. The binding affinity of 18F-DMFB was measured in B16F10 (mouse melanoma) cells with or without l-tyrosine. Small-animal PET imaging with 18F-DMFB was performed on B16F10 xenograft and metastasis mouse models.
Results: The overall non-decay-corrected radiochemical yield of 18F-DMFB was approximately 10%-15%. Uptake of 18F-DMFB was melanin-specific, as cellular uptake in B16F10 increased more than 18-fold in the presence of l-tyrosine. Biodistribution studies revealed that 18F-DMFB accumulated, and was retained, in B16F10 xenografts for 120 min (10, 30, 60, and 120 min: 9.24, 10.80, 13.0, and 10.59 percentage injected dose/g, respectively) after radiotracer injection. Liver uptake of 18F-DMFB decreased from 10 to 120 min and showed fast clearance (10, 30, 60, and 120 min: 11.19, 5.7, 2.47, and 0.4 percentage injected dose/g). Furthermore, 18F-DMFB allowed visualization of metastatic lesions immediately after injection and was retained in lesions for over 60 min, with a high tumor-to-background ratio.
Conclusion: 18F-DMFB demonstrated a high melanin-targeting ability and tumor-specific tumor uptake in both primary and metastatic lesions in animal models bearing malignant melanoma. 18F-DMFB may be a potential PET imaging agent for melanoma.
© 2019 by the Society of Nuclear Medicine and Molecular Imaging.

Entities:  

Keywords:  18F-labeled benzamide derivative; PET; malignant melanoma; metastasis; molecular imaging

Year:  2018        PMID: 30552204      PMCID: PMC6604686          DOI: 10.2967/jnumed.118.221416

Source DB:  PubMed          Journal:  J Nucl Med        ISSN: 0161-5505            Impact factor:   10.057


  33 in total

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2.  Sentinel lymph node biopsy in malignant melanoma.

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Authors:  P Auzeloux; J Papon; E M Azim; M Borel; R Pasqualini; A Veyre; J C Madelmont
Journal:  J Med Chem       Date:  2000-01-27       Impact factor: 7.446

5.  Synthesis and biodistribution of a new oxo-technetium-99m bis(aminothiol) complex as a potential melanoma tracer.

Authors:  P Auzeloux; J Papon; R Pasqualini; J C Madelmont
Journal:  J Med Chem       Date:  2001-03-29       Impact factor: 7.446

6.  High-contrast PET of melanoma using (18)F-MEL050, a selective probe for melanin with predominantly renal clearance.

Authors:  Delphine Denoyer; Ivan Greguric; Peter Roselt; Oliver C Neels; Nicolas Aide; Stephen R Taylor; Andrew Katsifis; Donna S Dorow; Rodney J Hicks
Journal:  J Nucl Med       Date:  2010-02-11       Impact factor: 10.057

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Authors:  Stephan D Voss; Suzanne V Smith; Nadine DiBartolo; Lacey J McIntosh; Erika M Cyr; Ali A Bonab; Jason L J Dearling; Edward A Carter; Alan J Fischman; S Ted Treves; Stephen D Gillies; Alan M Sargeson; James S Huston; Alan B Packard
Journal:  Proc Natl Acad Sci U S A       Date:  2007-10-22       Impact factor: 11.205

8.  The clinical role of N-isopropyl-p-[123I]-iodoamphetamine single photon emission computed tomography in the follow-up of choroidal melanoma after radiotherapy.

Authors:  Reika Sou; Naohiko Oku; Nobuyuki Ohguro; Sawako Hibino; Takashi Fujikado; Yasuo Tano
Journal:  Jpn J Ophthalmol       Date:  2004 Jan-Feb       Impact factor: 2.447

9.  Design, synthesis, and preliminary in vitro and in vivo evaluation of N-(2-diethylaminoethyl)-4-[18F]fluorobenzamide ([18F]-DAFBA): a novel potential PET probe to image melanoma tumors.

Authors:  Sudha Garg; Kanchan Kothari; Shankar R Thopate; Aniruddha K Doke; Pradeep K Garg
Journal:  Bioconjug Chem       Date:  2009-03-18       Impact factor: 4.774

10.  Synthesis and evaluation of new iodine-125 radiopharmaceuticals as potential tracers for malignant melanoma.

Authors:  J M Michelot; M F Moreau; P G Labarre; J C Madelmont; A J Veyre; J M Papon; D F Parry; J F Bonafous; J Y Boire; G G Desplanches
Journal:  J Nucl Med       Date:  1991-08       Impact factor: 10.057

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Review 1.  KSNM60: The History of Radiopharmaceutical Sciences in Korea.

Authors:  Ran Ji Yoo; Yun-Sang Lee; Kyo Chul Lee; Dong Wook Kim; Dong-Yeon Kim; Yearn Seong Choe; Jae Min Jeong
Journal:  Nucl Med Mol Imaging       Date:  2022-04-05

2.  Ultrasensitive detection of malignant melanoma using PET molecular imaging probes.

Authors:  Ayoung Pyo; Dong-Yeon Kim; Heejung Kim; Daejin Lim; Seong Young Kwon; Sae-Ryung Kang; Hyung-Seok Kim; Hee-Seung Bom; Jung-Joon Min
Journal:  Proc Natl Acad Sci U S A       Date:  2020-05-21       Impact factor: 11.205

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