Diterpenoids from the leaves of Casearia kurzii showing cytotoxic activities

被引:23
作者
Liang, Yue [1 ,2 ]
Zhang, Qi [1 ,2 ]
Yang, Xueyuan [1 ,2 ]
Li, Ying [1 ,2 ]
Zhang, Xuke [1 ,2 ]
Li, Yuhao [3 ]
Du, Qing [4 ]
Jin, Da-Qing [3 ]
Cui, Jianlin [3 ]
Lall, Namrita [5 ]
Tuerhong, Muhetaer [6 ]
Lee, Dongho [7 ]
Abudukeremu, Munira [6 ]
Xu, Jing [1 ,2 ,8 ]
Shuai, Ling [1 ,2 ]
Guo, Yuanqiang [1 ,2 ]
机构
[1] Nankai Univ, Coll Pharm, State Key Lab Med Chem Biol, Tianjin 300350, Peoples R China
[2] Nankai Univ, Tianjin Key Lab Mol Drug Res, Tianjin 300350, Peoples R China
[3] Nankai Univ, Sch Med, Tianjin 300071, Peoples R China
[4] Qinghai Nationalities Univ, Coll Pharm, Key Lab Tibet Plateau Phytochem Qinghai Prov, Xining 810007, Peoples R China
[5] Univ Pretoria, Dept Plant & Soil Sci, ZA-0002 Pretoria, South Africa
[6] Kashgar Univ, Coll Chem & Environm Sci, Lab Xinjiang Nat Med & Edible Plant Resources Che, Kashgar 844000, Peoples R China
[7] Korea Univ, Coll Life Sci & Biotechnol, Dept Biosyst & Biotechnol, Seoul 02841, South Korea
[8] Guangxi Normal Univ, State Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China
基金
中国国家自然科学基金;
关键词
Zebrafish xenograft model; Cytotoxic activities; Apoptosis; Cell cycle; Clerodane diterpenoids; Casearia kurzii; BIOACTIVE CLERODANE DITERPENOIDS; APOPTOSIS INDUCERS; DERIVATIVES; ROOTS; SYLVESTRIS; PRODUCTS; GROWTH; CELLS; TWIGS;
D O I
10.1016/j.bioorg.2020.103741
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A phytochemical investigation to obtain bioactive substances as lead compounds or agents for cancer led to the obtainment of six new and two known clerodane diterpenoids from the leaves of Casearia kurzii. Their structures were elucidated using NMR techniques and electronic circular dichroism (ECD) calculations. The subsequent biological cytotoxicity evaluation of these isolates toward human lung cancer A549, human cervical cancer HeLa, human chronic myeloid leukemia K562, and human hepatocellular carcinoma HepG2 was carried out. The most active compound 4 with an IC50 value of 9.7 mu M against HepG2 cells was selected to examine the cytotoxic mechanism, which induced the apoptosis and arrested the HepG2 cell cycle at S stage. The in vivo zebrafish experiments revealed that compound 4 had the property of inhibiting tumor proliferation and migration.
引用
收藏
页数:10
相关论文
共 42 条
[1]   Corymbulosins I-W, Cytotoxic Clerodane Diterpenes from the Bark of Laetia corymbulosa [J].
Aimaiti, Simayijiang ;
Suzuki, Airi ;
Saito, Yohei ;
Fukuyoshi, Shuichi ;
Goto, Masuo ;
Miyake, Katsunori ;
Newman, David J. ;
O'Keefe, Barry R. ;
Lee, Kuo-Hsiung ;
Nakagawa-Goto, Kyoko .
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (02) :951-963
[2]   Antiparasitic activity and effect of casearins isolated from Casearia sylvestris on Leishmania and Trypanosoma cruzi plasma membrane [J].
Bou, Diego Dinis ;
Temporre, Andre G. ;
Pinto, Erika G. ;
Lagoa, Joao Henrique G. ;
Sartorellia, Patricia .
PHYTOMEDICINE, 2014, 21 (05) :676-681
[3]   New bioactive clerodane diterpenoids from the roots of Casearia membranacea [J].
Chen, Ching-Yu ;
Cheng, Yuan-Bin ;
Chen, Shun-Ying ;
Chien, Ching-Te ;
Kuo, Yao-Haur ;
Guh, Jih-Hwa ;
Khalil, Ashraf Taha ;
Shen, Ya-Ching .
CHEMISTRY & BIODIVERSITY, 2008, 5 (01) :162-167
[4]  
dos Santos AG, 2010, CHEM BIODIVERS, V7, P205, DOI 10.1002/cbdv.200800342
[5]  
Editorial Committee of the Flora of China Chinese Academy of Sciences, 1999, FLORA CHINA, V52, P69
[6]   Growth inhibitory effect of paratocarpin E, a prenylated chalcone isolated from Euphorbia humifusa Wild., by induction of autophagy and apoptosis in human breast cancer cells [J].
Gao, Suyu ;
Sun, Dejuan ;
Wang, Guan ;
Zhang, Jin ;
Jiang, Yingnan ;
Li, Guoyu ;
Zhang, Ke ;
Wang, Lei ;
Huang, Jian ;
Chen, Lixia .
BIOORGANIC CHEMISTRY, 2016, 69 :121-128
[7]   Antiproliferative hydrogen sulfide releasing evodiamine derivatives and their apoptosis inducing properties [J].
Hu, Xu ;
Jiao, Runwei ;
Li, Haonan ;
Wang, Xianhua ;
Lyu, Haoda ;
Gao, Xiang ;
Xu, Fanxing ;
Li, Zhanlin ;
Hua, Huiming ;
Li, Dahong .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 151 :376-388
[8]   Cytotoxic clerodane diterpenoids from fruits of Casearia grewiifolia [J].
Kanokmedhakul, Somdej ;
Kanokmedhakul, Kwanjai ;
Buayairaksa, Mongkol .
JOURNAL OF NATURAL PRODUCTS, 2007, 70 (07) :1122-1126
[9]   Cell cycle regulation and apoptosis [J].
King, KL ;
Cidlowski, JA .
ANNUAL REVIEW OF PHYSIOLOGY, 1998, 60 :601-617
[10]   Antiproliferative Dimeric Aporphinoid Alkaloids from the Roots of Thalictrum cultratum [J].
Li, Da-Hong ;
Li, Jian-Yong ;
Xue, Chun-Mei ;
Han, Tong ;
Sai, Chun-Mei ;
Wang, Kai-Bo ;
Lu, Jin-Cai ;
Jing, Yong-Kui ;
Hua, Hui-Ming ;
Li, Zhan-Lin .
JOURNAL OF NATURAL PRODUCTS, 2017, 80 (11) :2893-2904