Cytotoxic and anti-inflammatory effects of lignans and diterpenes from Cupressus macrocarpa

Eman Al-Sayed; Tzu Yi Ke; Tsong Long Hwang; Shu Rong Chen; Michal Korinek; Shu Li Chen; Yuan Bin Cheng

doi:10.1016/j.bmcl.2020.127127

Cytotoxic and anti-inflammatory effects of lignans and diterpenes from Cupressus macrocarpa

Eman Al-Sayed, Tzu Yi Ke, Tsong Long Hwang, Shu Rong Chen, Michal Korinek, Shu Li Chen, Yuan Bin Cheng^*

^*Corresponding author for this work

School of Traditional Chinese Medicine

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

14 Scopus citations

Abstract

Cupressus macrocarpa is a windbreak tree and is reported to have various cytotoxic effects. A natural product study on the leaves of C. macrocarpa has yielded ten secondary metabolites, including three new diterpenoids (1–3), four known diterpenoids (4–7), and three known lignans (8–10). The structures of all isolated compounds were elucidated via the interpretation of spectroscopic methods, especially 2D NMR and mass analyses. In the cytotoxic assays, compounds 1–3 and 7–10 showed inhibition effect against HepG2, MDA-MB-231, and A549 cells with IC₅₀ values ranging from 0.004 to 19.9 μg/mL. Moreover, the anti-inflammatory assays revealed that (−)-matairesinol (8) had significant inhibitory activities on superoxide anion generation (IC₅₀ = 2.7 ± 0.3 μM) and elastase release (IC₅₀ = 6.6 ± 0.7 μM).

Original language	English
Article number	127127
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	30
Issue number	10
DOIs	https://doi.org/10.1016/j.bmcl.2020.127127
State	Published - 15 05 2020

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© 2020 Elsevier Ltd

Keywords

Anti-inflammatory
Cupressus macrocarpa
Cytotoxicity
Diterpenes
Elastase
Lignans
Superoxide anion

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title = "Cytotoxic and anti-inflammatory effects of lignans and diterpenes from Cupressus macrocarpa",

abstract = "Cupressus macrocarpa is a windbreak tree and is reported to have various cytotoxic effects. A natural product study on the leaves of C. macrocarpa has yielded ten secondary metabolites, including three new diterpenoids (1–3), four known diterpenoids (4–7), and three known lignans (8–10). The structures of all isolated compounds were elucidated via the interpretation of spectroscopic methods, especially 2D NMR and mass analyses. In the cytotoxic assays, compounds 1–3 and 7–10 showed inhibition effect against HepG2, MDA-MB-231, and A549 cells with IC50 values ranging from 0.004 to 19.9 μg/mL. Moreover, the anti-inflammatory assays revealed that (−)-matairesinol (8) had significant inhibitory activities on superoxide anion generation (IC50 = 2.7 ± 0.3 μM) and elastase release (IC50 = 6.6 ± 0.7 μM).",

keywords = "Anti-inflammatory, Cupressus macrocarpa, Cytotoxicity, Diterpenes, Elastase, Lignans, Superoxide anion",

author = "Eman Al-Sayed and Ke, {Tzu Yi} and Hwang, {Tsong Long} and Chen, {Shu Rong} and Michal Korinek and Chen, {Shu Li} and Cheng, {Yuan Bin}",

note = "Publisher Copyright: {\textcopyright} 2020 Elsevier Ltd",

year = "2020",

month = may,

day = "15",

doi = "10.1016/j.bmcl.2020.127127",

language = "英语",

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T1 - Cytotoxic and anti-inflammatory effects of lignans and diterpenes from Cupressus macrocarpa

AU - Al-Sayed, Eman

AU - Ke, Tzu Yi

AU - Hwang, Tsong Long

AU - Chen, Shu Rong

AU - Korinek, Michal

AU - Chen, Shu Li

AU - Cheng, Yuan Bin

PY - 2020/5/15

Y1 - 2020/5/15

N2 - Cupressus macrocarpa is a windbreak tree and is reported to have various cytotoxic effects. A natural product study on the leaves of C. macrocarpa has yielded ten secondary metabolites, including three new diterpenoids (1–3), four known diterpenoids (4–7), and three known lignans (8–10). The structures of all isolated compounds were elucidated via the interpretation of spectroscopic methods, especially 2D NMR and mass analyses. In the cytotoxic assays, compounds 1–3 and 7–10 showed inhibition effect against HepG2, MDA-MB-231, and A549 cells with IC50 values ranging from 0.004 to 19.9 μg/mL. Moreover, the anti-inflammatory assays revealed that (−)-matairesinol (8) had significant inhibitory activities on superoxide anion generation (IC50 = 2.7 ± 0.3 μM) and elastase release (IC50 = 6.6 ± 0.7 μM).

AB - Cupressus macrocarpa is a windbreak tree and is reported to have various cytotoxic effects. A natural product study on the leaves of C. macrocarpa has yielded ten secondary metabolites, including three new diterpenoids (1–3), four known diterpenoids (4–7), and three known lignans (8–10). The structures of all isolated compounds were elucidated via the interpretation of spectroscopic methods, especially 2D NMR and mass analyses. In the cytotoxic assays, compounds 1–3 and 7–10 showed inhibition effect against HepG2, MDA-MB-231, and A549 cells with IC50 values ranging from 0.004 to 19.9 μg/mL. Moreover, the anti-inflammatory assays revealed that (−)-matairesinol (8) had significant inhibitory activities on superoxide anion generation (IC50 = 2.7 ± 0.3 μM) and elastase release (IC50 = 6.6 ± 0.7 μM).

KW - Anti-inflammatory

KW - Cupressus macrocarpa

KW - Cytotoxicity

KW - Diterpenes

KW - Elastase

KW - Lignans

KW - Superoxide anion

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U2 - 10.1016/j.bmcl.2020.127127

DO - 10.1016/j.bmcl.2020.127127

M3 - 文章

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AN - SCOPUS:85082506053

SN - 0960-894X

VL - 30

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 10

M1 - 127127

ER -

Cytotoxic and anti-inflammatory effects of lignans and diterpenes from Cupressus macrocarpa

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Keywords

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