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

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

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

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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",

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day = "27",

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

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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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Bioactive Phenolic Components from the Twigs of Atalantia buxifolia

Abstract

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