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 Citationer (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.

Originalsprog	Engelsk
Tidsskrift	Journal of Natural Products
Vol/bind	74
Udgave nummer	12
Sider (fra-til)	2526-31
Antal sider	6
ISSN	0163-3864
DOI	https://doi.org/10.1021/np200667f
Status	Udgivet - 27 dec. 2011

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10.1021/np200667f

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@article{b5d2d6e3fb7243f38b350279c7b913f5,

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.",

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",

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",

month = dec,

day = "27",

doi = "10.1021/np200667f",

language = "English",

volume = "74",

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journal = "Journal of Natural Products",

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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

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