Abietane diterpenoids from Isodon amethystoides and their biological activities

Lang Zhou; Chen Liang Zhao; Chuan Yan Xu; Ming Hong Dong; Jiang Hai Ye; Jing Jie Zhang; Lu Tai Pan; Juan Zou; Hong Jie Zhang

doi:10.1016/j.phytochem.2024.114171

Abietane diterpenoids from Isodon amethystoides and their biological activities

Lang Zhou, Chen Liang Zhao, Chuan Yan Xu, Ming Hong Dong, Jiang Hai Ye, Jing Jie Zhang, Lu Tai Pan, Juan Zou^*, Hong Jie Zhang^*

^*Corresponding author for this work

Chinese Medicine - Teaching and Research Division

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

Abstract

Seven undescribed abietane diterpenoids [abietamethinols A-G (1–7)] were isolated from the twigs and leaves of Isodon amethystoides. Their structures were elucidated on the basis of spectroscopic methods including 2D NMR, and they were further confirmed by X-ray crystallographic data. Lophanic acid was considered as the precursor of 1–7 in the biosynthesis pathway hypothesis. These compounds were evaluated for their cytotoxic, anti-bacterial and anti-AIV (avian influenza virus) activities. Compound 5 showed 42.9% inhibitory activity against the cancer cell line SMMC-7721 at the concentration of 40 μM, 3 and 4 could inhibit the bacterial growth of Streptococcus sobrinus by 55.3% and 63.2% at the concentrations of 148.6 and 141.9 μM, respectively, and 4 was demonstrated with antiviral activity against AIV with the inhibitory effect of 68.4% at 25 μM.

Original language	English
Article number	114171
Number of pages	10
Journal	Phytochemistry
Volume	225
DOIs	https://doi.org/10.1016/j.phytochem.2024.114171
Publication status	Published - Sept 2024

Scopus Subject Areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

User-Defined Keywords

Abietane diterpenoids
Anti-HIV activity
Antibacterial activity
Cytotoxicity
Isodon amethystoides (Bentham) H. Hara
Lamiaceae

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.phytochem.2024.114171

Cite this

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title = "Abietane diterpenoids from Isodon amethystoides and their biological activities",

abstract = "Seven undescribed abietane diterpenoids [abietamethinols A-G (1–7)] were isolated from the twigs and leaves of Isodon amethystoides. Their structures were elucidated on the basis of spectroscopic methods including 2D NMR, and they were further confirmed by X-ray crystallographic data. Lophanic acid was considered as the precursor of 1–7 in the biosynthesis pathway hypothesis. These compounds were evaluated for their cytotoxic, anti-bacterial and anti-AIV (avian influenza virus) activities. Compound 5 showed 42.9% inhibitory activity against the cancer cell line SMMC-7721 at the concentration of 40 μM, 3 and 4 could inhibit the bacterial growth of Streptococcus sobrinus by 55.3% and 63.2% at the concentrations of 148.6 and 141.9 μM, respectively, and 4 was demonstrated with antiviral activity against AIV with the inhibitory effect of 68.4% at 25 μM.",

keywords = "Abietane diterpenoids, Anti-HIV activity, Antibacterial activity, Cytotoxicity, Isodon amethystoides (Bentham) H. Hara, Lamiaceae",

author = "Lang Zhou and Zhao, {Chen Liang} and Xu, {Chuan Yan} and Dong, {Ming Hong} and Ye, {Jiang Hai} and Zhang, {Jing Jie} and Pan, {Lu Tai} and Juan Zou and Zhang, {Hong Jie}",

note = "This work was funded by the National Natural Science Foundation of China (grant number 82204605), the Natural Science Foundation of Guizhou Province (Qian Ke He Zhi Cheng [2021] general 017), the Research Grant Council of the Hong Kong Special Administrative Region, China (Project no. HKBU 12102219), and University Grants Committee of the Hong Kong Special Administrative Region, China (UGC Research Matching Grant Scheme RMGS2019_1_19). Copyright {\textcopyright} 2024. Published by Elsevier Ltd.",

year = "2024",

month = sep,

doi = "10.1016/j.phytochem.2024.114171",

language = "English",

volume = "225",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Elsevier Ltd.",

}

TY - JOUR

T1 - Abietane diterpenoids from Isodon amethystoides and their biological activities

AU - Zhou, Lang

AU - Zhao, Chen Liang

AU - Xu, Chuan Yan

AU - Dong, Ming Hong

AU - Ye, Jiang Hai

AU - Zhang, Jing Jie

AU - Pan, Lu Tai

AU - Zou, Juan

AU - Zhang, Hong Jie

N1 - This work was funded by the National Natural Science Foundation of China (grant number 82204605), the Natural Science Foundation of Guizhou Province (Qian Ke He Zhi Cheng [2021] general 017), the Research Grant Council of the Hong Kong Special Administrative Region, China (Project no. HKBU 12102219), and University Grants Committee of the Hong Kong Special Administrative Region, China (UGC Research Matching Grant Scheme RMGS2019_1_19). Copyright © 2024. Published by Elsevier Ltd.

PY - 2024/9

Y1 - 2024/9

N2 - Seven undescribed abietane diterpenoids [abietamethinols A-G (1–7)] were isolated from the twigs and leaves of Isodon amethystoides. Their structures were elucidated on the basis of spectroscopic methods including 2D NMR, and they were further confirmed by X-ray crystallographic data. Lophanic acid was considered as the precursor of 1–7 in the biosynthesis pathway hypothesis. These compounds were evaluated for their cytotoxic, anti-bacterial and anti-AIV (avian influenza virus) activities. Compound 5 showed 42.9% inhibitory activity against the cancer cell line SMMC-7721 at the concentration of 40 μM, 3 and 4 could inhibit the bacterial growth of Streptococcus sobrinus by 55.3% and 63.2% at the concentrations of 148.6 and 141.9 μM, respectively, and 4 was demonstrated with antiviral activity against AIV with the inhibitory effect of 68.4% at 25 μM.

AB - Seven undescribed abietane diterpenoids [abietamethinols A-G (1–7)] were isolated from the twigs and leaves of Isodon amethystoides. Their structures were elucidated on the basis of spectroscopic methods including 2D NMR, and they were further confirmed by X-ray crystallographic data. Lophanic acid was considered as the precursor of 1–7 in the biosynthesis pathway hypothesis. These compounds were evaluated for their cytotoxic, anti-bacterial and anti-AIV (avian influenza virus) activities. Compound 5 showed 42.9% inhibitory activity against the cancer cell line SMMC-7721 at the concentration of 40 μM, 3 and 4 could inhibit the bacterial growth of Streptococcus sobrinus by 55.3% and 63.2% at the concentrations of 148.6 and 141.9 μM, respectively, and 4 was demonstrated with antiviral activity against AIV with the inhibitory effect of 68.4% at 25 μM.

KW - Abietane diterpenoids

KW - Anti-HIV activity

KW - Antibacterial activity

KW - Cytotoxicity

KW - Isodon amethystoides (Bentham) H. Hara

KW - Lamiaceae

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U2 - 10.1016/j.phytochem.2024.114171

DO - 10.1016/j.phytochem.2024.114171

M3 - Journal article

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SN - 0031-9422

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JO - Phytochemistry

JF - Phytochemistry

M1 - 114171

ER -

Abietane diterpenoids from Isodon amethystoides and their biological activities

Abstract

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