New cyclic somatostatin analogues containing a pyrazinone ring

Importance of Tyr for antiproliferative activity

Anna Miyazaki, Yuko Tsuda, Shoji Fukushima, Toshio Yokoi, T. Vántus, Gyöngyi Bökönyi, Edit Szabó, Anikó Horváth, G. Kéri, Yoshio Okada

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Novel somatostatin analogues containing a pyrazinone ring, compounds 1 and 2, exhibited good antiproliferative activity on A431 tumor cells. To increase antitumor activity and binding affinity on somatostatin receptors (SSTRs), we substituted Tyr in the critical sequence, Tyr-d-Trp-Lys, with more hydrophobic aromatic residue. The substituted compounds dramatically lost antitumor activity, indicating that Tyr residue was an essential residue.

Original languageEnglish
Pages (from-to)6199-6201
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume18
Issue number23
DOIs
Publication statusPublished - Dec 1 2008

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Somatostatin Receptors
Somatostatin
Tumors
Cells
Neoplasms

Keywords

  • Antiproliferative activity
  • Pyrazinone ring
  • Somatostatin analogue

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

Cite this

New cyclic somatostatin analogues containing a pyrazinone ring : Importance of Tyr for antiproliferative activity. / Miyazaki, Anna; Tsuda, Yuko; Fukushima, Shoji; Yokoi, Toshio; Vántus, T.; Bökönyi, Gyöngyi; Szabó, Edit; Horváth, Anikó; Kéri, G.; Okada, Yoshio.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 18, No. 23, 01.12.2008, p. 6199-6201.

Research output: Contribution to journalArticle

Miyazaki, Anna ; Tsuda, Yuko ; Fukushima, Shoji ; Yokoi, Toshio ; Vántus, T. ; Bökönyi, Gyöngyi ; Szabó, Edit ; Horváth, Anikó ; Kéri, G. ; Okada, Yoshio. / New cyclic somatostatin analogues containing a pyrazinone ring : Importance of Tyr for antiproliferative activity. In: Bioorganic and Medicinal Chemistry Letters. 2008 ; Vol. 18, No. 23. pp. 6199-6201.
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