ent-Kaurane diterpenoids from Croton tonkinensis stimulate osteoblast differentiation

Trong-Tuan Dao; Kwang-Youl Lee; Hyung-Min Jeong; Phi-Hung Nguyen; Tien Lam Tran; Phuong-Thien Thuong; Bich-Thu Nguyen; Won-Keun Oh

doi:10.1021/np200667f

ent-Kaurane diterpenoids from Croton tonkinensis stimulate osteoblast differentiation

Trong-Tuan Dao, Kwang-Youl Lee, Hyung-Min Jeong, Phi-Hung Nguyen, Tien Lam Tran, Phuong-Thien Thuong, Bich-Thu Nguyen, Won-Keun Oh

23 Citations (Scopus)

Abstract

Four new ent-kaurane diterpenoids (1-4) were isolated from the leaves of Croton tonkinensis by bioactivity-guided fractionation using an in vitro osteoblast differentiation assay. Their structures were identified as ent-11β-acetoxykaur-16-en-18-ol (1), ent-11α-hydroxy-18-acetoxykaur-16-ene (2), ent-14β-hydroxy-18-acetoxykaur-16-ene (3), and ent-7α-hydroxy-18-acetoxykaur-16-ene (4). Compounds 1-4 significantly increased alkaline phosphatase activity and osteoblastic gene promoter activity. Compounds 1-3 also increased the levels of ALP and collagen type I alpha mRNA in C2C12 cells in a dose-dependent manner. These results suggest that ent-kaurane diterpenoids from C. tonkinensis have a direct stimulatory effect on osteoblast differentiation and may be potential therapeutic molecules against bone diseases such as osteoporosis.

Original language	English
Journal	Journal of Natural Products
Volume	74
Issue number	12
Pages (from-to)	2526-31
Number of pages	6
ISSN	0163-3864
DOIs	https://doi.org/10.1021/np200667f
Publication status	Published - 27 Dec 2011

Keywords

Animals
Croton
Diterpenes, Kaurane
Dose-Response Relationship, Drug
Mice
Molecular Structure
Myoblasts
Osteoblasts
Plant Leaves
Vietnam
Journal Article
Research Support, Non-U.S. Gov't

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title = "ent-Kaurane diterpenoids from Croton tonkinensis stimulate osteoblast differentiation",

abstract = "Four new ent-kaurane diterpenoids (1-4) were isolated from the leaves of Croton tonkinensis by bioactivity-guided fractionation using an in vitro osteoblast differentiation assay. Their structures were identified as ent-11β-acetoxykaur-16-en-18-ol (1), ent-11α-hydroxy-18-acetoxykaur-16-ene (2), ent-14β-hydroxy-18-acetoxykaur-16-ene (3), and ent-7α-hydroxy-18-acetoxykaur-16-ene (4). Compounds 1-4 significantly increased alkaline phosphatase activity and osteoblastic gene promoter activity. Compounds 1-3 also increased the levels of ALP and collagen type I alpha mRNA in C2C12 cells in a dose-dependent manner. These results suggest that ent-kaurane diterpenoids from C. tonkinensis have a direct stimulatory effect on osteoblast differentiation and may be potential therapeutic molecules against bone diseases such as osteoporosis.",

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author = "Trong-Tuan Dao and Kwang-Youl Lee and Hyung-Min Jeong and Phi-Hung Nguyen and Tran, {Tien Lam} and Phuong-Thien Thuong and Bich-Thu Nguyen and Won-Keun Oh",

year = "2011",

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doi = "10.1021/np200667f",

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TY - JOUR

T1 - ent-Kaurane diterpenoids from Croton tonkinensis stimulate osteoblast differentiation

AU - Dao, Trong-Tuan

AU - Lee, Kwang-Youl

AU - Jeong, Hyung-Min

AU - Nguyen, Phi-Hung

AU - Tran, Tien Lam

AU - Thuong, Phuong-Thien

AU - Nguyen, Bich-Thu

AU - Oh, Won-Keun

PY - 2011/12/27

Y1 - 2011/12/27

N2 - Four new ent-kaurane diterpenoids (1-4) were isolated from the leaves of Croton tonkinensis by bioactivity-guided fractionation using an in vitro osteoblast differentiation assay. Their structures were identified as ent-11β-acetoxykaur-16-en-18-ol (1), ent-11α-hydroxy-18-acetoxykaur-16-ene (2), ent-14β-hydroxy-18-acetoxykaur-16-ene (3), and ent-7α-hydroxy-18-acetoxykaur-16-ene (4). Compounds 1-4 significantly increased alkaline phosphatase activity and osteoblastic gene promoter activity. Compounds 1-3 also increased the levels of ALP and collagen type I alpha mRNA in C2C12 cells in a dose-dependent manner. These results suggest that ent-kaurane diterpenoids from C. tonkinensis have a direct stimulatory effect on osteoblast differentiation and may be potential therapeutic molecules against bone diseases such as osteoporosis.

AB - Four new ent-kaurane diterpenoids (1-4) were isolated from the leaves of Croton tonkinensis by bioactivity-guided fractionation using an in vitro osteoblast differentiation assay. Their structures were identified as ent-11β-acetoxykaur-16-en-18-ol (1), ent-11α-hydroxy-18-acetoxykaur-16-ene (2), ent-14β-hydroxy-18-acetoxykaur-16-ene (3), and ent-7α-hydroxy-18-acetoxykaur-16-ene (4). Compounds 1-4 significantly increased alkaline phosphatase activity and osteoblastic gene promoter activity. Compounds 1-3 also increased the levels of ALP and collagen type I alpha mRNA in C2C12 cells in a dose-dependent manner. These results suggest that ent-kaurane diterpenoids from C. tonkinensis have a direct stimulatory effect on osteoblast differentiation and may be potential therapeutic molecules against bone diseases such as osteoporosis.

KW - Animals

KW - Croton

KW - Diterpenes, Kaurane

KW - Dose-Response Relationship, Drug

KW - Mice

KW - Molecular Structure

KW - Myoblasts

KW - Osteoblasts

KW - Plant Leaves

KW - Vietnam

KW - Journal Article

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

U2 - 10.1021/np200667f

DO - 10.1021/np200667f

M3 - Journal article

C2 - 22085418

SN - 0163-3864

VL - 74

SP - 2526

EP - 2531

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 12

ER -

ent-Kaurane diterpenoids from Croton tonkinensis stimulate osteoblast differentiation

Abstract

Keywords

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