Preformulation studies with melanotan-II: A potential skin cancer chemopreventive peptide

E. L. Lan, S. O. Ugwu, J. Blanchard, X. Fang, Victor J Hruby, S. Sharma

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Melanotan-II (1) is a cyclic heptapeptide analogue of α-melanocyte- stimulating hormone (α-MSH) which tans the skin and is currently being evaluated for the prevention of sunlight-induced skin cancers. The dissociation constants of 1 were determined using potentiometric titration and ultraviolet spectrophotometry. The pK(a1) (histidine) and pK(a2) (arginine) were estimated to be 6.54 and 11.72, respectively. The apparent partition coefficient (PC) was measured at three pH values using both n- octanol and isooctane as the nonpolar phase. The PC(octanol) and Δlog PC at pH 7.35 were 2.82 and 1.05, respectively. These data, together with the observance of a bioavailability of 4.6% in the rat, indicate that 1 may be a suitable candidate for oral delivery. The data presented here are useful in developing an appropriate dosage form for 1.

Original languageEnglish (US)
Pages (from-to)1081-1084
Number of pages4
JournalJournal of Pharmaceutical Sciences
Volume83
Issue number8
DOIs
StatePublished - 1994

Fingerprint

Skin Neoplasms
Skin
Ultraviolet Spectrophotometry
1-Octanol
Melanocyte-Stimulating Hormones
Octanols
Peptides
Sunlight
Dosage Forms
Spectrophotometry
Titration
Histidine
Biological Availability
Arginine
Rats
melanotan-II
2,2,4-trimethylpentane
4-Nle-7-Phe-alpha-mSH

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science

Cite this

Preformulation studies with melanotan-II : A potential skin cancer chemopreventive peptide. / Lan, E. L.; Ugwu, S. O.; Blanchard, J.; Fang, X.; Hruby, Victor J; Sharma, S.

In: Journal of Pharmaceutical Sciences, Vol. 83, No. 8, 1994, p. 1081-1084.

Research output: Contribution to journalArticle

Lan, E. L. ; Ugwu, S. O. ; Blanchard, J. ; Fang, X. ; Hruby, Victor J ; Sharma, S. / Preformulation studies with melanotan-II : A potential skin cancer chemopreventive peptide. In: Journal of Pharmaceutical Sciences. 1994 ; Vol. 83, No. 8. pp. 1081-1084.
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