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

1 Citation (Scopus)

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

UN SDGs

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

SDG 3 Good Health and Well-being

User-Defined Keywords

anticancer
cytotoxicity
derivatives
ent-kaurane diterpenoid
Oridonin

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10.1080/14786419.2023.2275287

Cite this

@article{e38e716ae0ee45a3a57712586e94226d,

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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day = "1",

doi = "10.1080/14786419.2023.2275287",

language = "English",

volume = "39",

pages = "550--558",

journal = "Natural Product Research",

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}

TY - JOUR

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

UR - https://www.ingentaconnect.com/content/tandf/gnp/2025/00000039/00000003/art00018

UR - https://www.scopus.com/pages/publications/85175157170

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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