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

6 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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UR - https://www.scopus.com/pages/publications/84878693232#tab=citedBy

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

EP - 402

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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