Orthoquinone and naphthalenone derivatives from berrya ammonilla and their anti-inflammatory activity

Tsung Hsien Chou; Sheng Kan Chien; Tsong Long Hwang; Dau Chang Wei; Ih Sheng Chen; Ping Jyun Sung; Ming Jen Cheng; Sheng Zehn Yang; Ken Ming Chang; Jih Jung Chen

doi:10.1055/s-0031-1298460

Orthoquinone and naphthalenone derivatives from berrya ammonilla and their anti-inflammatory activity

Tsung Hsien Chou, Sheng Kan Chien, Tsong Long Hwang, Dau Chang Wei, Ih Sheng Chen, Ping Jyun Sung, Ming Jen Cheng, Sheng Zehn Yang, Ken Ming Chang, Jih Jung Chen^*

^*Corresponding author for this work

School of Traditional Chinese Medicine

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

2 Scopus citations

Abstract

A new orthoquinone, berryammone A (1), and four new naphthalenone derivatives, berryammone B (2), berryammone C (3), 6-O-methylberryammone C (4), and 4-O-methylberryammone C (5), have been isolated from the stem of Berrya ammonilla, together with eleven known compounds (6-16). The structures of these new compounds were determined through spectroscopic and MS analyses. Among the isolates, compounds 1-3, 5, (+)-pinoresinol (6), and betulinic acid (12) exhibited inhibition (IC4.41 M) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine/ cytochalasin B (fMLP/CB). Compounds 1, 2, and 5 also inhibited fMLP/CB-induced elastase release with ICvalues 3.95 M.

Original language	English
Pages (from-to)	919-925
Number of pages	7
Journal	Planta Medica
Volume	78
Issue number	9
DOIs	https://doi.org/10.1055/s-0031-1298460
State	Published - 2012

Keywords

Berrya ammonilla
Tiliaceae
anti-inflammatory activity
naphthalenone
orthoquinone

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@article{8a104bc8508644ffb534686a4993ec80,

title = "Orthoquinone and naphthalenone derivatives from berrya ammonilla and their anti-inflammatory activity",

abstract = "A new orthoquinone, berryammone A (1), and four new naphthalenone derivatives, berryammone B (2), berryammone C (3), 6-O-methylberryammone C (4), and 4-O-methylberryammone C (5), have been isolated from the stem of Berrya ammonilla, together with eleven known compounds (6-16). The structures of these new compounds were determined through spectroscopic and MS analyses. Among the isolates, compounds 1-3, 5, (+)-pinoresinol (6), and betulinic acid (12) exhibited inhibition (IC4.41 M) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine/ cytochalasin B (fMLP/CB). Compounds 1, 2, and 5 also inhibited fMLP/CB-induced elastase release with ICvalues 3.95 M.",

keywords = "Berrya ammonilla, Tiliaceae, anti-inflammatory activity, naphthalenone, orthoquinone",

author = "Chou, {Tsung Hsien} and Chien, {Sheng Kan} and Hwang, {Tsong Long} and Wei, {Dau Chang} and Chen, {Ih Sheng} and Sung, {Ping Jyun} and Cheng, {Ming Jen} and Yang, {Sheng Zehn} and Chang, {Ken Ming} and Chen, {Jih Jung}",

year = "2012",

doi = "10.1055/s-0031-1298460",

language = "英语",

volume = "78",

pages = "919--925",

journal = "Planta Medica",

issn = "0032-0943",

publisher = "Georg Thieme Verlag",

number = "9",

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TY - JOUR

T1 - Orthoquinone and naphthalenone derivatives from berrya ammonilla and their anti-inflammatory activity

AU - Chou, Tsung Hsien

AU - Chien, Sheng Kan

AU - Hwang, Tsong Long

AU - Wei, Dau Chang

AU - Chen, Ih Sheng

AU - Sung, Ping Jyun

AU - Cheng, Ming Jen

AU - Yang, Sheng Zehn

AU - Chang, Ken Ming

AU - Chen, Jih Jung

PY - 2012

Y1 - 2012

N2 - A new orthoquinone, berryammone A (1), and four new naphthalenone derivatives, berryammone B (2), berryammone C (3), 6-O-methylberryammone C (4), and 4-O-methylberryammone C (5), have been isolated from the stem of Berrya ammonilla, together with eleven known compounds (6-16). The structures of these new compounds were determined through spectroscopic and MS analyses. Among the isolates, compounds 1-3, 5, (+)-pinoresinol (6), and betulinic acid (12) exhibited inhibition (IC4.41 M) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine/ cytochalasin B (fMLP/CB). Compounds 1, 2, and 5 also inhibited fMLP/CB-induced elastase release with ICvalues 3.95 M.

AB - A new orthoquinone, berryammone A (1), and four new naphthalenone derivatives, berryammone B (2), berryammone C (3), 6-O-methylberryammone C (4), and 4-O-methylberryammone C (5), have been isolated from the stem of Berrya ammonilla, together with eleven known compounds (6-16). The structures of these new compounds were determined through spectroscopic and MS analyses. Among the isolates, compounds 1-3, 5, (+)-pinoresinol (6), and betulinic acid (12) exhibited inhibition (IC4.41 M) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine/ cytochalasin B (fMLP/CB). Compounds 1, 2, and 5 also inhibited fMLP/CB-induced elastase release with ICvalues 3.95 M.

KW - Berrya ammonilla

KW - Tiliaceae

KW - anti-inflammatory activity

KW - naphthalenone

KW - orthoquinone

UR - http://www.scopus.com/inward/record.url?scp=84862578988&partnerID=8YFLogxK

U2 - 10.1055/s-0031-1298460

DO - 10.1055/s-0031-1298460

M3 - 文章

C2 - 22499563

AN - SCOPUS:84862578988

SN - 0032-0943

VL - 78

SP - 919

EP - 925

JO - Planta Medica

JF - Planta Medica

IS - 9

ER -

Orthoquinone and naphthalenone derivatives from berrya ammonilla and their anti-inflammatory activity

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Keywords

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