Cyclolinopeptides, cyclic peptides from flaxseed with osteoclast differentiation inhibitory activity

Toshio Kaneda; Haruka Yoshida; Yuki Nakajima; Minako Toishi; Alfarius Eko Nugroho; Hiroshi Morita

doi:10.1016/j.bmcl.2016.02.040

Cyclolinopeptides, cyclic peptides from flaxseed with osteoclast differentiation inhibitory activity

Bioorg Med Chem Lett. 2016 Apr 1;26(7):1760-1. doi: 10.1016/j.bmcl.2016.02.040. Epub 2016 Feb 16.

Authors

Toshio Kaneda¹, Haruka Yoshida¹, Yuki Nakajima¹, Minako Toishi¹, Alfarius Eko Nugroho¹, Hiroshi Morita²

Affiliations

¹ Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142-8501, Japan.
² Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142-8501, Japan. Electronic address: moritah@hoshi.ac.jp.

PMID: 26923696
DOI: 10.1016/j.bmcl.2016.02.040

Abstract

Flaxseed (Linum usitatissimum seed) is widely used in food and natural health products. In our search for osteoclast differentiation inhibitors, some cyclic peptides isolated from flaxseed, known as the cyclolinopeptides, were discovered to have osteoclast differentiation inhibition activity. The osteoclast differentiation inhibition activity of cyclolinopeptides A-I (1-9) and their related derivatives (10-14) are described herein. Cyclolinopeptides F, H and I (6, 8 and 9), in particular, showed potent osteoclast differentiation inhibition activity.

Keywords: Cyclic peptides; Cyclolinopeptides; Flaxseed; Linum usitatissimum; Osteoclast differentiation.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acid Sequence
Bone Resorption / drug therapy
Cell Differentiation / drug effects*
Flax / chemistry*
Humans
Osteoclasts / cytology*
Osteoclasts / drug effects
Peptides, Cyclic / chemistry*
Peptides, Cyclic / isolation & purification
Peptides, Cyclic / pharmacology*
Seeds / chemistry*

Substances

Peptides, Cyclic