Design and synthesis of oridonin derivatives as cytotoxic agents

Chen Liang Zhao; Chi Yuan Zhang; Xiao Min Yang; Ka Hei Lam; Yi Xuan Xia; Yin Xiao Du; Lu Tai Pan; Hong Jie Zhang

doi:10.1080/14786419.2023.2275287

Design and synthesis of oridonin derivatives as cytotoxic agents

Chen Liang Zhao, Chi Yuan Zhang, Xiao Min Yang, Ka Hei Lam, Yi Xuan Xia, Yin Xiao Du, Lu Tai Pan, Hong Jie Zhang^*

^*Corresponding author for this work

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

Abstract

Oridonin is one of the ent-kaurane diterpenes that have been studied extensively for various bioactivities. In an effort to expand natural scaffold-based library as anticancer agents, we have designed and synthesised a number of novel oridonin derivatives and evaluated their bioactivities on a panel of human cancer cell lines (HCT116, A375, MCF-7, HepG2, and A549). Compound 4b bearing a 4-fluorophenyl moiety was found to be the most active compound with an IC₅₀ value of 0.3 μM against MCF-7 cells, which was 7.4-fold more active than oridonin. This study could provide some insightful information for further synthesis of oridonin derivatives as anticancer agents.

Original language	English
Pages (from-to)	550-558
Number of pages	9
Journal	Natural Product Research
Volume	39
Issue number	3
Early online date	30 Oct 2023
DOIs	https://doi.org/10.1080/14786419.2023.2275287
Publication status	Published - 1 Feb 2025

User-Defined Keywords

anticancer
cytotoxicity
derivatives
ent-kaurane diterpenoid
Oridonin

UN SDGs

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

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10.1080/14786419.2023.2275287

Cite this

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title = "Design and synthesis of oridonin derivatives as cytotoxic agents",

abstract = "Oridonin is one of the ent-kaurane diterpenes that have been studied extensively for various bioactivities. In an effort to expand natural scaffold-based library as anticancer agents, we have designed and synthesised a number of novel oridonin derivatives and evaluated their bioactivities on a panel of human cancer cell lines (HCT116, A375, MCF-7, HepG2, and A549). Compound 4b bearing a 4-fluorophenyl moiety was found to be the most active compound with an IC50 value of 0.3 μM against MCF-7 cells, which was 7.4-fold more active than oridonin. This study could provide some insightful information for further synthesis of oridonin derivatives as anticancer agents.",

keywords = "anticancer, cytotoxicity, derivatives, ent-kaurane diterpenoid, Oridonin",

author = "Zhao, {Chen Liang} and Zhang, {Chi Yuan} and Yang, {Xiao Min} and Lam, {Ka Hei} and Xia, {Yi Xuan} and Du, {Yin Xiao} and Pan, {Lu Tai} and Zhang, {Hong Jie}",

note = "Funding information: The work described in this study was financially supported by the Research Grants Council of the Hong Kong Special Administrative Region, China (Project No. HKBU12102219). Publisher Copyright: {\textcopyright} 2023 Informa UK Limited, trading as Taylor & Francis Group.",

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doi = "10.1080/14786419.2023.2275287",

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journal = "Natural Product Research",

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T1 - Design and synthesis of oridonin derivatives as cytotoxic agents

AU - Zhao, Chen Liang

AU - Zhang, Chi Yuan

AU - Yang, Xiao Min

AU - Lam, Ka Hei

AU - Xia, Yi Xuan

AU - Du, Yin Xiao

AU - Pan, Lu Tai

AU - Zhang, Hong Jie

N1 - Funding information: The work described in this study was financially supported by the Research Grants Council of the Hong Kong Special Administrative Region, China (Project No. HKBU12102219). Publisher Copyright: © 2023 Informa UK Limited, trading as Taylor & Francis Group.

PY - 2025/2/1

Y1 - 2025/2/1

N2 - Oridonin is one of the ent-kaurane diterpenes that have been studied extensively for various bioactivities. In an effort to expand natural scaffold-based library as anticancer agents, we have designed and synthesised a number of novel oridonin derivatives and evaluated their bioactivities on a panel of human cancer cell lines (HCT116, A375, MCF-7, HepG2, and A549). Compound 4b bearing a 4-fluorophenyl moiety was found to be the most active compound with an IC50 value of 0.3 μM against MCF-7 cells, which was 7.4-fold more active than oridonin. This study could provide some insightful information for further synthesis of oridonin derivatives as anticancer agents.

AB - Oridonin is one of the ent-kaurane diterpenes that have been studied extensively for various bioactivities. In an effort to expand natural scaffold-based library as anticancer agents, we have designed and synthesised a number of novel oridonin derivatives and evaluated their bioactivities on a panel of human cancer cell lines (HCT116, A375, MCF-7, HepG2, and A549). Compound 4b bearing a 4-fluorophenyl moiety was found to be the most active compound with an IC50 value of 0.3 μM against MCF-7 cells, which was 7.4-fold more active than oridonin. This study could provide some insightful information for further synthesis of oridonin derivatives as anticancer agents.

KW - anticancer

KW - cytotoxicity

KW - derivatives

KW - ent-kaurane diterpenoid

KW - Oridonin

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UR - http://www.scopus.com/inward/record.url?scp=85175157170&partnerID=8YFLogxK

U2 - 10.1080/14786419.2023.2275287

DO - 10.1080/14786419.2023.2275287

M3 - Journal article

AN - SCOPUS:85175157170

SN - 1478-6419

VL - 39

SP - 550

EP - 558

JO - Natural Product Research

JF - Natural Product Research

IS - 3

ER -

Design and synthesis of oridonin derivatives as cytotoxic agents

Abstract

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UN SDGs

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