Two new secondary metabolites isolated from Avena sativa L. (Oat) seedlings and their effects on osteoblast differentiation

So-Yeun Woo; Kwang-Sik Lee; Hye-Lim Shin; Shin-Hye Kim; Mi-Ja Lee; Hyun Young Kim; Hyeonmi Ham; Dong-Jin Lee; Sik-Won Choi; Woo Duck Seo

doi:10.1016/j.bmcl.2020.127250

Two new secondary metabolites isolated from Avena sativa L. (Oat) seedlings and their effects on osteoblast differentiation

Bioorg Med Chem Lett. 2020 Jul 15;30(14):127250. doi: 10.1016/j.bmcl.2020.127250. Epub 2020 May 8.

Authors

So-Yeun Woo¹, Kwang-Sik Lee², Hye-Lim Shin³, Shin-Hye Kim⁴, Mi-Ja Lee¹, Hyun Young Kim¹, Hyeonmi Ham¹, Dong-Jin Lee⁵, Sik-Won Choi⁴, Woo Duck Seo⁶

Affiliations

¹ Division of Crop Foundation, National Institute of Crop Science (NICS), Rural Development Administration (RDA), Wanju 55365, Republic of Korea.
² Division of Crop Foundation, National Institute of Crop Science (NICS), Rural Development Administration (RDA), Wanju 55365, Republic of Korea; Department of Crop Science and Biotechnology, Dankook University, Cheonan 31116, Republic of Korea.
³ Division of Crop Foundation, National Institute of Crop Science (NICS), Rural Development Administration (RDA), Wanju 55365, Republic of Korea; Department of Biological Sciences, Chonbuk National University, Jeonju 54896, Republic of Korea.
⁴ Forest Biomaterials Research Center, National Institute of Forest Science (NIFS), Jinju 52817, Republic of Korea.
⁵ Department of Crop Science and Biotechnology, Dankook University, Cheonan 31116, Republic of Korea.
⁶ Division of Crop Foundation, National Institute of Crop Science (NICS), Rural Development Administration (RDA), Wanju 55365, Republic of Korea. Electronic address: swd2002@korea.kr.

PMID: 32527550
DOI: 10.1016/j.bmcl.2020.127250

Abstract

Seedlings of natural crops are valuable sources of pharmacologically active phytochemicals. In this study, we aimed to identify new active secondary metabolites in Avena sativa L. (oat) seedlings. Two new compounds, avenafuranol (1) and diosgenoside (2), along with eight known compounds (3-10) were isolated from the A. sativa L. seedlings. Their chemical structures were elucidated via 1D and 2D NMR spectroscopy, high-resolution ESIMS, IR spectroscopy, optical rotation analysis, and comparisons with the reported literature. The effect of each isolated compound on alkaline phosphatase (ALP) activity for osteoblast differentiation induced by bone morphogenetic protein-2 (BMP-2) was investigated using the C2C12 immortal mouse myoblast cell line. Compounds 1, 4, 6, 8, and 9 induced dose-dependent increases in ALP expression relative to ALP expression in cells treated with only BMP-2, and no cytotoxicity was observed. These results suggest that A. sativa L. seedlings are a natural source of compounds that may be useful for preventing bone disorders.

Keywords: Alkaline phosphatase (ALP) activity; Avena sativa L.; Oat; Osteoblast; Osteoporosis; Seedlings.

Publication types

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

MeSH terms

Animals
Avena / chemistry*
Avena / metabolism
Cell Differentiation / drug effects
Cell Line
Dose-Response Relationship, Drug
Mice
Molecular Structure
Osteoblasts / drug effects*
Seedlings / metabolism
Structure-Activity Relationship