Chemical constituents from the stems of Machilus philippinensis Merr. and the neuroprotective activity of cinnamophilin

Shih Huang Tai, Ping-Chung Kuo, Sio Hong Lam, Shiow Chyn Huang, Yi Zhuan Kuo, Hsin-Yi Hung, Meei Jen Liou, Po Chuen Shieh, E-Jian Lee, Tian Shung Wu

Research output: Contribution to journalArticle

Abstract

The Machilus genus (Lauraceae) had been extensively utilized in folk medicine due to its broad range of bioactivities. In the present study, a series of chromatographic separations of the methanol extract of stems of M. philippinensis led to the identification of thirty eight compounds totally. Among these, biscinnamophilin (1), machilupins A-C (2-4), machilutone A (5), and machilusoxide A (6) were new compounds reported for the first time. In addition, 5 was characterized with a unprecedented carbon skeleton. Other known compounds, including the major compounds cinnamophilin (7) and meso-dihydroguaiaretic acid (8), are identified by comparison of their physical and spectroscopic data with reported values. One of the reported compounds, cinnamophilin A (10), should be revised as dehydroguaiaretic acid (9) after careful comparison of all the 1H and 13C NMR data. Moreover, the neuroprotective activity of cinnamophilin (7) was examined in a primary cortical neuron culture and the results indicated that 7 was effective against glutamate induced excitotoxicity.

Original languageEnglish
Pages (from-to)21616-21625
Number of pages10
JournalRSC Advances
Volume9
Issue number38
DOIs
Publication statusPublished - 2019 Jan 1

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Acids
Bioactivity
Neurons
Medicine
Methanol
Nuclear magnetic resonance
Carbon
Glutamic Acid
cinnamophilin
dihydroguaiaretic acid

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Tai, Shih Huang ; Kuo, Ping-Chung ; Lam, Sio Hong ; Huang, Shiow Chyn ; Kuo, Yi Zhuan ; Hung, Hsin-Yi ; Liou, Meei Jen ; Shieh, Po Chuen ; Lee, E-Jian ; Wu, Tian Shung. / Chemical constituents from the stems of Machilus philippinensis Merr. and the neuroprotective activity of cinnamophilin. In: RSC Advances. 2019 ; Vol. 9, No. 38. pp. 21616-21625.
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abstract = "The Machilus genus (Lauraceae) had been extensively utilized in folk medicine due to its broad range of bioactivities. In the present study, a series of chromatographic separations of the methanol extract of stems of M. philippinensis led to the identification of thirty eight compounds totally. Among these, biscinnamophilin (1), machilupins A-C (2-4), machilutone A (5), and machilusoxide A (6) were new compounds reported for the first time. In addition, 5 was characterized with a unprecedented carbon skeleton. Other known compounds, including the major compounds cinnamophilin (7) and meso-dihydroguaiaretic acid (8), are identified by comparison of their physical and spectroscopic data with reported values. One of the reported compounds, cinnamophilin A (10), should be revised as dehydroguaiaretic acid (9) after careful comparison of all the 1H and 13C NMR data. Moreover, the neuroprotective activity of cinnamophilin (7) was examined in a primary cortical neuron culture and the results indicated that 7 was effective against glutamate induced excitotoxicity.",
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Chemical constituents from the stems of Machilus philippinensis Merr. and the neuroprotective activity of cinnamophilin. / Tai, Shih Huang; Kuo, Ping-Chung; Lam, Sio Hong; Huang, Shiow Chyn; Kuo, Yi Zhuan; Hung, Hsin-Yi; Liou, Meei Jen; Shieh, Po Chuen; Lee, E-Jian; Wu, Tian Shung.

In: RSC Advances, Vol. 9, No. 38, 01.01.2019, p. 21616-21625.

Research output: Contribution to journalArticle

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AU - Tai, Shih Huang

AU - Kuo, Ping-Chung

AU - Lam, Sio Hong

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AU - Kuo, Yi Zhuan

AU - Hung, Hsin-Yi

AU - Liou, Meei Jen

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AU - Lee, E-Jian

AU - Wu, Tian Shung

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