New pyrano-pyrone from goniothalamus tamirensis enhances the proliferation and differentiation of osteoblastic MC3T3-E1 cells

Bui Huu Tai; Vu Thi Huyen; Tran Thu Huong; Nguyen Xuan Nhiem; Eun Mi Choi; Jeong Ah Kim; Pham Quoc Long; Nguyen Manh Cuong; Young Ho Kim

doi:10.1248/cpb.58.521

New pyrano-pyrone from goniothalamus tamirensis enhances the proliferation and differentiation of osteoblastic MC3T3-E1 cells

Bui Huu Tai, Vu Thi Huyen, Tran Thu Huong, Nguyen Xuan Nhiem, Eun Mi Choi, Jeong Ah Kim, Pham Quoc Long, Nguyen Manh Cuong, Young Ho Kim

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26 Scopus citations

Abstract

The new pyrano-pyrone, (+)-8-epi-9-deoxygoniopypyrone (1) and (+)-9-deoxygoniopypyrone (2) were isolated from a chloroform extract of Goniothalamus tamirensis leaves. Their absolute stereostructures were discussed and confirmed by using infrared (IR), Fourier transform ion cyclotron resonance mass spectrometry (FTICR- MS), one (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) spectra, Mosher's method, and comparison with the known compounds leiocapin A (3), deoxygoniopypyrone A (4), and (-)-8-epi-9- deoxygoniopypyrone (5). At concentrations of 2.67μM, compounds 1 and 2 significantly increased the growth of osteoblastic MC3T3-E1 cells and caused a significant elevation of collagen content, alkaline phosphatase activity, and nodule mineralization in the cells (p<0.05). Our data suggest that the enhancement of osteoblast function by 1 and 2 may result in the prevention of osteoporosis.

Original language	English
Pages (from-to)	521-525
Number of pages	5
Journal	Chemical and Pharmaceutical Bulletin
Volume	58
Issue number	4
DOIs	https://doi.org/10.1248/cpb.58.521
State	Published - Apr 2010

Keywords

(+)-8-epi-9-deoxygoniopypyrone
Goniothalamus tamirensis
MC3T3-E1 cell
Osteoporosis
Pyrano-pyrone

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title = "New pyrano-pyrone from goniothalamus tamirensis enhances the proliferation and differentiation of osteoblastic MC3T3-E1 cells",

abstract = "The new pyrano-pyrone, (+)-8-epi-9-deoxygoniopypyrone (1) and (+)-9-deoxygoniopypyrone (2) were isolated from a chloroform extract of Goniothalamus tamirensis leaves. Their absolute stereostructures were discussed and confirmed by using infrared (IR), Fourier transform ion cyclotron resonance mass spectrometry (FTICR- MS), one (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) spectra, Mosher's method, and comparison with the known compounds leiocapin A (3), deoxygoniopypyrone A (4), and (-)-8-epi-9- deoxygoniopypyrone (5). At concentrations of 2.67μM, compounds 1 and 2 significantly increased the growth of osteoblastic MC3T3-E1 cells and caused a significant elevation of collagen content, alkaline phosphatase activity, and nodule mineralization in the cells (p<0.05). Our data suggest that the enhancement of osteoblast function by 1 and 2 may result in the prevention of osteoporosis.",

keywords = "(+)-8-epi-9-deoxygoniopypyrone, Goniothalamus tamirensis, MC3T3-E1 cell, Osteoporosis, Pyrano-pyrone",

author = "Tai, {Bui Huu} and Huyen, {Vu Thi} and Huong, {Tran Thu} and Nhiem, {Nguyen Xuan} and Choi, {Eun Mi} and Kim, {Jeong Ah} and Long, {Pham Quoc} and Cuong, {Nguyen Manh} and Kim, {Young Ho}",

year = "2010",

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doi = "10.1248/cpb.58.521",

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AU - Tai, Bui Huu

AU - Huyen, Vu Thi

AU - Huong, Tran Thu

AU - Nhiem, Nguyen Xuan

AU - Choi, Eun Mi

AU - Kim, Jeong Ah

AU - Long, Pham Quoc

AU - Cuong, Nguyen Manh

AU - Kim, Young Ho

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N2 - The new pyrano-pyrone, (+)-8-epi-9-deoxygoniopypyrone (1) and (+)-9-deoxygoniopypyrone (2) were isolated from a chloroform extract of Goniothalamus tamirensis leaves. Their absolute stereostructures were discussed and confirmed by using infrared (IR), Fourier transform ion cyclotron resonance mass spectrometry (FTICR- MS), one (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) spectra, Mosher's method, and comparison with the known compounds leiocapin A (3), deoxygoniopypyrone A (4), and (-)-8-epi-9- deoxygoniopypyrone (5). At concentrations of 2.67μM, compounds 1 and 2 significantly increased the growth of osteoblastic MC3T3-E1 cells and caused a significant elevation of collagen content, alkaline phosphatase activity, and nodule mineralization in the cells (p<0.05). Our data suggest that the enhancement of osteoblast function by 1 and 2 may result in the prevention of osteoporosis.

AB - The new pyrano-pyrone, (+)-8-epi-9-deoxygoniopypyrone (1) and (+)-9-deoxygoniopypyrone (2) were isolated from a chloroform extract of Goniothalamus tamirensis leaves. Their absolute stereostructures were discussed and confirmed by using infrared (IR), Fourier transform ion cyclotron resonance mass spectrometry (FTICR- MS), one (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) spectra, Mosher's method, and comparison with the known compounds leiocapin A (3), deoxygoniopypyrone A (4), and (-)-8-epi-9- deoxygoniopypyrone (5). At concentrations of 2.67μM, compounds 1 and 2 significantly increased the growth of osteoblastic MC3T3-E1 cells and caused a significant elevation of collagen content, alkaline phosphatase activity, and nodule mineralization in the cells (p<0.05). Our data suggest that the enhancement of osteoblast function by 1 and 2 may result in the prevention of osteoporosis.

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New pyrano-pyrone from goniothalamus tamirensis enhances the proliferation and differentiation of osteoblastic MC3T3-E1 cells

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