Literature DB >> 19552406

Evaluation of a novel Arg-Gly-Asp-conjugated α-melanocyte stimulating hormone hybrid peptide for potential melanoma therapy.

Jianquan Yang1, Haixun Guo, Fabio Gallazzi, Marianne Berwick, R Steven Padilla, Yubin Miao.   

Abstract

UNLABELLED: The purpose of this study was to determine whether Arg-Gly-Asp (RGD)-conjugated α-melanocyte stimulating hormone (α-MSH) hybrid peptide could be employed to target melanocortin-1 (MC1) receptor for potential melanoma therapy.
METHODS: The RGD motif {cyclic(Arg-Gly-Asp-DTyr-Asp)} was coupled to [Cys(3,4,10), DPhe(7), Arg(11)]α-MSH(3-13) {(Arg(11))CCMSH} to generate RGD-Lys-(Arg(11))CCMSH hybrid peptide. The MC1 receptor binding affinity of RGD-Lys-(Arg(11))CCMSH was determined in B16/F1 melanoma cells. The internalization and efflux, melanoma targeting and pharmacokinetic properties and single photon emission computed tomography/CT (SPECT/CT) imaging of (99m)Tc-RGD-Lys-(Arg(11))CCMSH were determined in B16/F1 melanoma cells and melanoma-bearing C57 mice. Clonogenic cytotoxic effect of RGD-Lys-(Arg(11))CCMSH was examined in B16/F1 melanoma cells.
RESULTS: RGD-Lys-(Arg(11))CCMSH displayed 2.1 nM MC1 receptor binding affinity. (99m)Tc-RGD-Lys-(Arg(11))CCMSH showed rapid internalization and extended retention in B16/F1 cells. The cellular uptake of (99m)Tc-RGD-Lys-(Arg(11))CCMSH was MC1 receptor-mediated. (99m)Tc-RGD-Lys-(Arg(11))CCMSH exhibited high tumor uptake (14.83 ± 2.94% ID/g 2 h postinjection) and prolonged tumor retention (7.59 ± 2.04% ID/g 24 h postinjection) in B16/F1 melanoma-bearing mice. Nontarget organ uptakes were generally low except for the kidneys. Whole-body clearance of (99m)Tc-RGD-Lys-(Arg(11))CCMSH was rapid, with approximately 62% of the injected radioactivity cleared through the urinary system by 2 h postinjection. Flank melanoma tumors were clearly imaged by small animal SPECT/CT using (99m)Tc-RGD-Lys-(Arg(11))CCMSH as an imaging probe 2 h postinjection. Single treatment (3 h incubation) with 100 nM of RGD-Lys-(Arg(11))CCMSH significantly (p < 0.05) decreased the clonogenic survival of B16/F1 cells by 65% compared to the untreated control cells.
CONCLUSION: Favorable melanoma targeting property of (99m)Tc-RGD-Lys-(Arg(11))CCMSH and remarkable cytotoxic effect of RGD-Lys-(Arg(11))CCMSH in B16/F1 cells warranted the further evaluation of (188)Re-labeled α-MSH hybrid peptides as novel therapeutic peptides for melanoma treatment once the strategies of amino acid coinjection or structural modification of peptide sequence substantially reduce the renal uptake.

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Year:  2009        PMID: 19552406      PMCID: PMC3621710          DOI: 10.1021/bc9001954

Source DB:  PubMed          Journal:  Bioconjug Chem        ISSN: 1043-1802            Impact factor:   4.774


  33 in total

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2.  Reducing renal uptake of 90Y- and 177Lu-labeled alpha-melanocyte stimulating hormone peptide analogues.

Authors:  Yubin Miao; Darrell R Fisher; Thomas P Quinn
Journal:  Nucl Med Biol       Date:  2006-08       Impact factor: 2.408

Review 3.  Induction of apoptosis with hybrids of Arg-Gly-Asp molecules and peptides and antimitotic effects of hybrids of cytostatic drugs and peptides.

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4.  Therapeutic efficacy of a 188Re-labeled alpha-melanocyte-stimulating hormone peptide analog in murine and human melanoma-bearing mouse models.

Authors:  Yubin Miao; Nellie K Owen; Darrell R Fisher; Timothy J Hoffman; Thomas P Quinn
Journal:  J Nucl Med       Date:  2005-01       Impact factor: 10.057

Review 5.  Systemic treatments for advanced cutaneous melanoma.

Authors:  C M Anderson; A C Buzaid; S S Legha
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Review 6.  Design of cyclic and other templates for potent and selective peptide alpha-MSH analogues.

Authors:  Selena Fung; Victor J Hruby
Journal:  Curr Opin Chem Biol       Date:  2005-08       Impact factor: 8.822

7.  Tumor-targeting properties of 90Y- and 177Lu-labeled alpha-melanocyte stimulating hormone peptide analogues in a murine melanoma model.

Authors:  Yubin Miao; Timothy J Hoffman; Thomas P Quinn
Journal:  Nucl Med Biol       Date:  2005-07       Impact factor: 2.408

8.  RGD peptides induce apoptosis by direct caspase-3 activation.

Authors:  C D Buckley; D Pilling; N V Henriquez; G Parsonage; K Threlfall; D Scheel-Toellner; D L Simmons; A N Akbar; J M Lord; M Salmon
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9.  Melanoma therapy via peptide-targeted {alpha}-radiation.

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Authors:  P C Brooks; R A Clark; D A Cheresh
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  20 in total

1.  Replacement of the Lys linker with an Arg linker resulting in improved melanoma uptake and reduced renal uptake of Tc-99m-labeled Arg-Gly-Asp-conjugated alpha-melanocyte stimulating hormone hybrid peptide.

Authors:  Jianquan Yang; Haixun Guo; R Steve Padilla; Marianne Berwick; Yubin Miao
Journal:  Bioorg Med Chem       Date:  2010-08-01       Impact factor: 3.641

Review 2.  PET and SPECT imaging of melanoma: the state of the art.

Authors:  Weijun Wei; Emily B Ehlerding; Xiaoli Lan; Quanyong Luo; Weibo Cai
Journal:  Eur J Nucl Med Mol Imaging       Date:  2017-10-30       Impact factor: 9.236

Review 3.  Peptides and peptide hormones for molecular imaging and disease diagnosis.

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Journal:  Chem Rev       Date:  2010-05-12       Impact factor: 60.622

4.  Technetium-99m-labeled Arg-Gly-Asp-conjugated alpha-melanocyte stimulating hormone hybrid peptides for human melanoma imaging.

Authors:  Jianquan Yang; Haixun Guo; Yubin Miao
Journal:  Nucl Med Biol       Date:  2010-07-24       Impact factor: 2.408

Review 5.  Bench-top to clinical therapies: A review of melanocortin ligands from 1954 to 2016.

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6.  Substitution of Gly with Ala enhanced the melanoma uptake of technetium-99m-labeled Arg-Ala-Asp-conjugated alpha-melanocyte stimulating hormone peptide.

Authors:  Jianquan Yang; Yubin Miao
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7.  Evaluation of new Tc-99m-labeled Arg-X-Asp-conjugated α-melanocyte stimulating hormone peptides for melanoma imaging.

Authors:  Adam M Flook; Jianquan Yang; Yubin Miao
Journal:  Mol Pharm       Date:  2013-08-08       Impact factor: 4.939

8.  Linker modification reduced the renal uptake of technetium-99m-labeled Arg-Ala-Asp-conjugated alpha-melanocyte stimulating hormone peptide.

Authors:  Jianquan Yang; Adam M Flook; Changjian Feng; Yubin Miao
Journal:  Bioorg Med Chem Lett       Date:  2013-11-23       Impact factor: 2.823

Review 9.  Radiolabeled regulatory peptides for imaging and therapy.

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Review 10.  Malignant melanoma and melanocortin 1 receptor.

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Journal:  Biochemistry (Mosc)       Date:  2013-11       Impact factor: 2.487

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