Plumbagin, a natural derivative of 1,4-naphthoquinone, induces cyclopic phenomenon via increased apoptosis and ROS generation in the early stage of zebrafish embryos

Plumbagin (PL; 5-hydroxy-2-methyl-1,4-naphthoquinone) is an analogue of juglone (JG) with additional methylation on carbon 2. It has been found in fungi, insects, and plants, especially Malaysian persimmons, and plants containing PL are globally used as folk medicines. Among 1,4-naphthoquinones test...

Full description

Saved in:
Bibliographic Details
Main Authors: Yeonju Lim, Chaeeun Kim, Donghyeon Kim, Myoung-Jin Kim, Ji-Woo Yu, Min-Ho Song, Yurim Kim, Junhee Son, Ji-Ho Lee, Sung-Eun Lee
Format: Article
Language:English
Published: Elsevier 2025-09-01
Series:Ecotoxicology and Environmental Safety
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S0147651325008802
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1849767739596472320
author Yeonju Lim
Chaeeun Kim
Donghyeon Kim
Myoung-Jin Kim
Ji-Woo Yu
Min-Ho Song
Yurim Kim
Junhee Son
Ji-Ho Lee
Sung-Eun Lee
author_facet Yeonju Lim
Chaeeun Kim
Donghyeon Kim
Myoung-Jin Kim
Ji-Woo Yu
Min-Ho Song
Yurim Kim
Junhee Son
Ji-Ho Lee
Sung-Eun Lee
author_sort Yeonju Lim
collection DOAJ
description Plumbagin (PL; 5-hydroxy-2-methyl-1,4-naphthoquinone) is an analogue of juglone (JG) with additional methylation on carbon 2. It has been found in fungi, insects, and plants, especially Malaysian persimmons, and plants containing PL are globally used as folk medicines. Among 1,4-naphthoquinones tested in this study, PL and JG exhibited high lethality towards zebrafish (Danio rerio) embryos and reduced their hatchability, and induced morphological changes. In addition, zebrafish embryos exposed to 0.13 µM of PL at 4 h post-fertilization exhibited severely reduced brain differentiation in a PL concentration-dependent manner, resulting in severe cyclopia symptoms, with individuals experiencing cyclopia ultimately dying. The cyclopia induced by PL was more severe than that of the positive controls, ethanol, forskolin, and cyclopamine. Increased apoptosis and reactive oxygen species (ROS) generation were associated with PL-induced cyclopia, and concurrent treatments with ROS-quenching curcuminoids decreased cyclopia. Metabolomic activity in PL-treated embryos was also severely disrupted, and even surviving individuals would likely not retain proper function. Thus, plants should be monitored for the presence of PL, given its strong cyclopia-inducing effects on animals. Due to the high frequency and severity of symptomatic zebrafish embryos in this study, PL’s association with holoprosencephaly, specifically cyclopia, is undeniable.
format Article
id doaj-art-dbabc11caa984dd8ad3e1b23d2538538
institution DOAJ
issn 0147-6513
language English
publishDate 2025-09-01
publisher Elsevier
record_format Article
series Ecotoxicology and Environmental Safety
spelling doaj-art-dbabc11caa984dd8ad3e1b23d25385382025-08-20T03:04:06ZengElsevierEcotoxicology and Environmental Safety0147-65132025-09-0130211853510.1016/j.ecoenv.2025.118535Plumbagin, a natural derivative of 1,4-naphthoquinone, induces cyclopic phenomenon via increased apoptosis and ROS generation in the early stage of zebrafish embryosYeonju Lim0Chaeeun Kim1Donghyeon Kim2Myoung-Jin Kim3Ji-Woo Yu4Min-Ho Song5Yurim Kim6Junhee Son7Ji-Ho Lee8Sung-Eun Lee9Department of Applied Biosciences, Kyungpook National University, Daegu 41566, Republic of KoreaDepartment of Applied Biosciences, Kyungpook National University, Daegu 41566, Republic of KoreaDepartment of Applied Biosciences, Kyungpook National University, Daegu 41566, Republic of KoreaResearch Planning & Management Division, Nakdonggang National Institute of Biological Resources, Sangju, Gyeongbuk State 37242, Republic of KoreaDepartment of Crop Science, Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, Republic of KoreaDepartment of Crop Science, Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, Republic of KoreaDepartment of Applied Biosciences, Kyungpook National University, Daegu 41566, Republic of KoreaDepartment of Integrative Biology, Kyungpook National University, Daegu 41566, Republic of KoreaSchool of Natural Resources and Environmental Science, Department of Biological Environment, Kangwon National University, Chuncheon, Gangwon State 24341, Republic of KoreaDepartment of Applied Biosciences, Kyungpook National University, Daegu 41566, Republic of Korea; Department of Integrative Biology, Kyungpook National University, Daegu 41566, Republic of Korea; Corresponding author at: Department of Applied Biosciences, Kyungpook National University, Daegu 41566, Republic of Korea.Plumbagin (PL; 5-hydroxy-2-methyl-1,4-naphthoquinone) is an analogue of juglone (JG) with additional methylation on carbon 2. It has been found in fungi, insects, and plants, especially Malaysian persimmons, and plants containing PL are globally used as folk medicines. Among 1,4-naphthoquinones tested in this study, PL and JG exhibited high lethality towards zebrafish (Danio rerio) embryos and reduced their hatchability, and induced morphological changes. In addition, zebrafish embryos exposed to 0.13 µM of PL at 4 h post-fertilization exhibited severely reduced brain differentiation in a PL concentration-dependent manner, resulting in severe cyclopia symptoms, with individuals experiencing cyclopia ultimately dying. The cyclopia induced by PL was more severe than that of the positive controls, ethanol, forskolin, and cyclopamine. Increased apoptosis and reactive oxygen species (ROS) generation were associated with PL-induced cyclopia, and concurrent treatments with ROS-quenching curcuminoids decreased cyclopia. Metabolomic activity in PL-treated embryos was also severely disrupted, and even surviving individuals would likely not retain proper function. Thus, plants should be monitored for the presence of PL, given its strong cyclopia-inducing effects on animals. Due to the high frequency and severity of symptomatic zebrafish embryos in this study, PL’s association with holoprosencephaly, specifically cyclopia, is undeniable.http://www.sciencedirect.com/science/article/pii/S01476513250088021,4-NaphthoquinonesPlumbaginCyclopiaZebrafish embryosApoptosisROS generation
spellingShingle Yeonju Lim
Chaeeun Kim
Donghyeon Kim
Myoung-Jin Kim
Ji-Woo Yu
Min-Ho Song
Yurim Kim
Junhee Son
Ji-Ho Lee
Sung-Eun Lee
Plumbagin, a natural derivative of 1,4-naphthoquinone, induces cyclopic phenomenon via increased apoptosis and ROS generation in the early stage of zebrafish embryos
Ecotoxicology and Environmental Safety
1,4-Naphthoquinones
Plumbagin
Cyclopia
Zebrafish embryos
Apoptosis
ROS generation
title Plumbagin, a natural derivative of 1,4-naphthoquinone, induces cyclopic phenomenon via increased apoptosis and ROS generation in the early stage of zebrafish embryos
title_full Plumbagin, a natural derivative of 1,4-naphthoquinone, induces cyclopic phenomenon via increased apoptosis and ROS generation in the early stage of zebrafish embryos
title_fullStr Plumbagin, a natural derivative of 1,4-naphthoquinone, induces cyclopic phenomenon via increased apoptosis and ROS generation in the early stage of zebrafish embryos
title_full_unstemmed Plumbagin, a natural derivative of 1,4-naphthoquinone, induces cyclopic phenomenon via increased apoptosis and ROS generation in the early stage of zebrafish embryos
title_short Plumbagin, a natural derivative of 1,4-naphthoquinone, induces cyclopic phenomenon via increased apoptosis and ROS generation in the early stage of zebrafish embryos
title_sort plumbagin a natural derivative of 1 4 naphthoquinone induces cyclopic phenomenon via increased apoptosis and ros generation in the early stage of zebrafish embryos
topic 1,4-Naphthoquinones
Plumbagin
Cyclopia
Zebrafish embryos
Apoptosis
ROS generation
url http://www.sciencedirect.com/science/article/pii/S0147651325008802
work_keys_str_mv AT yeonjulim plumbaginanaturalderivativeof14naphthoquinoneinducescyclopicphenomenonviaincreasedapoptosisandrosgenerationintheearlystageofzebrafishembryos
AT chaeeunkim plumbaginanaturalderivativeof14naphthoquinoneinducescyclopicphenomenonviaincreasedapoptosisandrosgenerationintheearlystageofzebrafishembryos
AT donghyeonkim plumbaginanaturalderivativeof14naphthoquinoneinducescyclopicphenomenonviaincreasedapoptosisandrosgenerationintheearlystageofzebrafishembryos
AT myoungjinkim plumbaginanaturalderivativeof14naphthoquinoneinducescyclopicphenomenonviaincreasedapoptosisandrosgenerationintheearlystageofzebrafishembryos
AT jiwooyu plumbaginanaturalderivativeof14naphthoquinoneinducescyclopicphenomenonviaincreasedapoptosisandrosgenerationintheearlystageofzebrafishembryos
AT minhosong plumbaginanaturalderivativeof14naphthoquinoneinducescyclopicphenomenonviaincreasedapoptosisandrosgenerationintheearlystageofzebrafishembryos
AT yurimkim plumbaginanaturalderivativeof14naphthoquinoneinducescyclopicphenomenonviaincreasedapoptosisandrosgenerationintheearlystageofzebrafishembryos
AT junheeson plumbaginanaturalderivativeof14naphthoquinoneinducescyclopicphenomenonviaincreasedapoptosisandrosgenerationintheearlystageofzebrafishembryos
AT jiholee plumbaginanaturalderivativeof14naphthoquinoneinducescyclopicphenomenonviaincreasedapoptosisandrosgenerationintheearlystageofzebrafishembryos
AT sungeunlee plumbaginanaturalderivativeof14naphthoquinoneinducescyclopicphenomenonviaincreasedapoptosisandrosgenerationintheearlystageofzebrafishembryos