Bioactive Phenolic Components from the Twigs of Atalantia buxifolia

Fang Rong Chang; Pei Shian Li; Rosa Huang Liu; Hao Chun Hu; Tsong Long Hwang; Jin Ching Lee; Shu Li Chen; Yang Chang Wu; Yuan Bin Cheng

doi:10.1021/acs.jnatprod.7b00938

Bioactive Phenolic Components from the Twigs of Atalantia buxifolia

Fang Rong Chang
, Pei Shian Li
, Rosa Huang Liu
, Hao Chun Hu
, Tsong Long Hwang
, Jin Ching Lee
, Shu Li Chen
, Yang Chang Wu
, Yuan Bin Cheng^*

^*Corresponding author for this work

School of Traditional Chinese Medicine

College of Pharmacy
National Research Institute of Chinese Medicine Taiwan
Chung Shan Medical University
Kaohsiung Medical University

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

27 Scopus citations

Abstract

Five new compounds named buxifoximes A-C (1-3), buxifobenzoate (4), and 7-O-(7′-peroxygeranyl) coumarin (5), together with 25 known compounds, were identified from the twigs of Atalantia buxifolia. Compounds 1-3 are unique secondary metabolites with the aldoxime functionality. The structures of the isolates were determined on the basis of spectroscopic data analyses, and the structure of 1 was confirmed by an X-ray single-crystallographic analysis. With respect to bioactivity, antidengue virus, anti-inflammatory, and cytotoxic activities of all purified compounds were tested and evaluated. Compound 1 showed a significant anti-inflammatory effect by inhibiting superoxide anion generation with an IC₅₀ value of 4.8 ± 0.7 μM. Among the acridone alkaloids, 5-hydroxy-N-methylseverifoline (23) exhibited antidengue activity (IC₅₀ = 5.3 ± 0.4 μM), and atalaphyllinine (20) demonstrated cytotoxicity (IC₅₀ = 6.5 ± 0.0 μM) against the human liver cancer cell line, HepG2.

Original language	English
Pages (from-to)	1534-1539
Number of pages	6
Journal	Journal of Natural Products
Volume	81
Issue number	7
DOIs	https://doi.org/10.1021/acs.jnatprod.7b00938
State	Published - 27 07 2018

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Publisher Copyright:
© Copyright copy; 2018 American Chemical Society and American Society of Pharmacognosy.

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@article{a5260b1aa580401c81a03a747ae9acea,

title = "Bioactive Phenolic Components from the Twigs of Atalantia buxifolia",

abstract = "Five new compounds named buxifoximes A-C (1-3), buxifobenzoate (4), and 7-O-(7′-peroxygeranyl) coumarin (5), together with 25 known compounds, were identified from the twigs of Atalantia buxifolia. Compounds 1-3 are unique secondary metabolites with the aldoxime functionality. The structures of the isolates were determined on the basis of spectroscopic data analyses, and the structure of 1 was confirmed by an X-ray single-crystallographic analysis. With respect to bioactivity, antidengue virus, anti-inflammatory, and cytotoxic activities of all purified compounds were tested and evaluated. Compound 1 showed a significant anti-inflammatory effect by inhibiting superoxide anion generation with an IC50 value of 4.8 ± 0.7 μM. Among the acridone alkaloids, 5-hydroxy-N-methylseverifoline (23) exhibited antidengue activity (IC50 = 5.3 ± 0.4 μM), and atalaphyllinine (20) demonstrated cytotoxicity (IC50 = 6.5 ± 0.0 μM) against the human liver cancer cell line, HepG2.",

author = "Chang, \{Fang Rong\} and Li, \{Pei Shian\} and \{Huang Liu\}, Rosa and Hu, \{Hao Chun\} and Hwang, \{Tsong Long\} and Lee, \{Jin Ching\} and Chen, \{Shu Li\} and Wu, \{Yang Chang\} and Cheng, \{Yuan Bin\}",

note = "Publisher Copyright: {\textcopyright} Copyright copy; 2018 American Chemical Society and American Society of Pharmacognosy.",

year = "2018",

month = jul,

day = "27",

doi = "10.1021/acs.jnatprod.7b00938",

language = "英语",

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T1 - Bioactive Phenolic Components from the Twigs of Atalantia buxifolia

AU - Chang, Fang Rong

AU - Li, Pei Shian

AU - Huang Liu, Rosa

AU - Hu, Hao Chun

AU - Hwang, Tsong Long

AU - Lee, Jin Ching

AU - Chen, Shu Li

AU - Wu, Yang Chang

AU - Cheng, Yuan Bin

PY - 2018/7/27

Y1 - 2018/7/27

N2 - Five new compounds named buxifoximes A-C (1-3), buxifobenzoate (4), and 7-O-(7′-peroxygeranyl) coumarin (5), together with 25 known compounds, were identified from the twigs of Atalantia buxifolia. Compounds 1-3 are unique secondary metabolites with the aldoxime functionality. The structures of the isolates were determined on the basis of spectroscopic data analyses, and the structure of 1 was confirmed by an X-ray single-crystallographic analysis. With respect to bioactivity, antidengue virus, anti-inflammatory, and cytotoxic activities of all purified compounds were tested and evaluated. Compound 1 showed a significant anti-inflammatory effect by inhibiting superoxide anion generation with an IC50 value of 4.8 ± 0.7 μM. Among the acridone alkaloids, 5-hydroxy-N-methylseverifoline (23) exhibited antidengue activity (IC50 = 5.3 ± 0.4 μM), and atalaphyllinine (20) demonstrated cytotoxicity (IC50 = 6.5 ± 0.0 μM) against the human liver cancer cell line, HepG2.

AB - Five new compounds named buxifoximes A-C (1-3), buxifobenzoate (4), and 7-O-(7′-peroxygeranyl) coumarin (5), together with 25 known compounds, were identified from the twigs of Atalantia buxifolia. Compounds 1-3 are unique secondary metabolites with the aldoxime functionality. The structures of the isolates were determined on the basis of spectroscopic data analyses, and the structure of 1 was confirmed by an X-ray single-crystallographic analysis. With respect to bioactivity, antidengue virus, anti-inflammatory, and cytotoxic activities of all purified compounds were tested and evaluated. Compound 1 showed a significant anti-inflammatory effect by inhibiting superoxide anion generation with an IC50 value of 4.8 ± 0.7 μM. Among the acridone alkaloids, 5-hydroxy-N-methylseverifoline (23) exhibited antidengue activity (IC50 = 5.3 ± 0.4 μM), and atalaphyllinine (20) demonstrated cytotoxicity (IC50 = 6.5 ± 0.0 μM) against the human liver cancer cell line, HepG2.

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DO - 10.1021/acs.jnatprod.7b00938

M3 - 文章

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AN - SCOPUS:85050774844

SN - 0163-3864

VL - 81

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JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 7

ER -

Bioactive Phenolic Components from the Twigs of Atalantia buxifolia

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