A novel prenylated C6-C3 compound with estrogen-like activity from the fruits of Illicium arborescens

Chia Ching Liaw; Yu Chen Chen; Ahmed Eid Fazary; Ju Liang Hsieh; Shun Ying Chen; Ching Te Chien; Shiow Yunn Sheu; Yao Haur Kuo; Bor Luen Chiang; Ya Ching Shen

doi:10.1016/j.phytol.2013.04.005

A novel prenylated C6-C3 compound with estrogen-like activity from the fruits of Illicium arborescens

Chia Ching Liaw, Yu Chen Chen, Ahmed Eid Fazary, Ju Liang Hsieh, Shun Ying Chen, Ching Te Chien, Shiow Yunn Sheu, Yao Haur Kuo, Bor Luen Chiang, Ya Ching Shen

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

A novel C6-C3 prenylated compound, illicarborene A (1), together with illioliganfunone D (2), 1-allyl-3,5-dimethoxy-4-(3-methylbut-2-enyloxy)benzene (3), ()-illicinone A (4), ()-illicinone B (5) and ()-illicinone A derivative (6) was isolated and characterized from the fruits of Illicium arborescens Hayata. Compound 1 possesses a new class of tricyclic 6/6/5 ring system. The structure of 1 was determined by spectroscopic analysis such as 1H-1H COSY, HMQC, HMBC, and NOESY, and confirmed by chemical reaction to yield 7. Compounds 1-5 were found to increase proliferative activity in primary cell culture of osteoblast cells.

Original language	English
Pages (from-to)	397-402
Number of pages	6
Journal	Phytochemistry Letters
Volume	6
Issue number	3
DOIs	https://doi.org/10.1016/j.phytol.2013.04.005
Publication status	Published - 2013

Keywords

Cytotoxicity
Estrogen-like activity
Illicarborene A
Illicium arborescens
Prenylated C6-C3 compounds

ASJC Scopus subject areas

Biotechnology
Biochemistry
Agronomy and Crop Science
Plant Science

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10.1016/j.phytol.2013.04.005

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@article{bd3e458498404dfd8eca687b4912aabe,

title = "A novel prenylated C6-C3 compound with estrogen-like activity from the fruits of Illicium arborescens",

abstract = "A novel C6-C3 prenylated compound, illicarborene A (1), together with illioliganfunone D (2), 1-allyl-3,5-dimethoxy-4-(3-methylbut-2-enyloxy)benzene (3), ()-illicinone A (4), ()-illicinone B (5) and ()-illicinone A derivative (6) was isolated and characterized from the fruits of Illicium arborescens Hayata. Compound 1 possesses a new class of tricyclic 6/6/5 ring system. The structure of 1 was determined by spectroscopic analysis such as 1H-1H COSY, HMQC, HMBC, and NOESY, and confirmed by chemical reaction to yield 7. Compounds 1-5 were found to increase proliferative activity in primary cell culture of osteoblast cells.",

keywords = "Cytotoxicity, Estrogen-like activity, Illicarborene A, Illicium arborescens, Prenylated C6-C3 compounds",

author = "Liaw, {Chia Ching} and Chen, {Yu Chen} and Fazary, {Ahmed Eid} and Hsieh, {Ju Liang} and Chen, {Shun Ying} and Chien, {Ching Te} and Sheu, {Shiow Yunn} and Kuo, {Yao Haur} and Chiang, {Bor Luen} and Shen, {Ya Ching}",

note = "Funding Information: The authors thanks the National Science Council, Republic of China for financial support (grant no. NSC 95-2320-B002-118-MY3 ).",

year = "2013",

doi = "10.1016/j.phytol.2013.04.005",

language = "English",

volume = "6",

pages = "397--402",

journal = "Phytochemistry Letters",

issn = "1874-3900",

publisher = "Elsevier Ltd",

number = "3",

}

TY - JOUR

T1 - A novel prenylated C6-C3 compound with estrogen-like activity from the fruits of Illicium arborescens

AU - Liaw, Chia Ching

AU - Chen, Yu Chen

AU - Fazary, Ahmed Eid

AU - Hsieh, Ju Liang

AU - Chen, Shun Ying

AU - Chien, Ching Te

AU - Sheu, Shiow Yunn

AU - Kuo, Yao Haur

AU - Chiang, Bor Luen

AU - Shen, Ya Ching

N1 - Funding Information: The authors thanks the National Science Council, Republic of China for financial support (grant no. NSC 95-2320-B002-118-MY3 ).

PY - 2013

Y1 - 2013

N2 - A novel C6-C3 prenylated compound, illicarborene A (1), together with illioliganfunone D (2), 1-allyl-3,5-dimethoxy-4-(3-methylbut-2-enyloxy)benzene (3), ()-illicinone A (4), ()-illicinone B (5) and ()-illicinone A derivative (6) was isolated and characterized from the fruits of Illicium arborescens Hayata. Compound 1 possesses a new class of tricyclic 6/6/5 ring system. The structure of 1 was determined by spectroscopic analysis such as 1H-1H COSY, HMQC, HMBC, and NOESY, and confirmed by chemical reaction to yield 7. Compounds 1-5 were found to increase proliferative activity in primary cell culture of osteoblast cells.

AB - A novel C6-C3 prenylated compound, illicarborene A (1), together with illioliganfunone D (2), 1-allyl-3,5-dimethoxy-4-(3-methylbut-2-enyloxy)benzene (3), ()-illicinone A (4), ()-illicinone B (5) and ()-illicinone A derivative (6) was isolated and characterized from the fruits of Illicium arborescens Hayata. Compound 1 possesses a new class of tricyclic 6/6/5 ring system. The structure of 1 was determined by spectroscopic analysis such as 1H-1H COSY, HMQC, HMBC, and NOESY, and confirmed by chemical reaction to yield 7. Compounds 1-5 were found to increase proliferative activity in primary cell culture of osteoblast cells.

KW - Cytotoxicity

KW - Estrogen-like activity

KW - Illicarborene A

KW - Illicium arborescens

KW - Prenylated C6-C3 compounds

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U2 - 10.1016/j.phytol.2013.04.005

DO - 10.1016/j.phytol.2013.04.005

M3 - Article

AN - SCOPUS:84878693232

SN - 1874-3900

VL - 6

SP - 397

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JO - Phytochemistry Letters

JF - Phytochemistry Letters

IS - 3

ER -

A novel prenylated C6-C3 compound with estrogen-like activity from the fruits of Illicium arborescens

Abstract

Keywords

ASJC Scopus subject areas

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