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Journal of Enzyme Inhibition and Medicinal Chemistry Volume 28, 2013 - Issue 3
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Research Article

Inhibition of fatty acid synthase by ginkgolic acids from the leaves of Ginkgo biloba and their cytotoxic activity

Joonseok OhDepartment of Pharmacognosy, School of Pharmacy, The University of Mississippi, MS, USA
,
In Hyun HwangCollege of Pharmacy, Yeungnam University, Gyeongsan, Gyeongbuk, Republic of Korea
,
Chang-Eui HongCollege of Pharmacy, Yeungnam University, Gyeongsan, Gyeongbuk, Republic of Korea
,
Su-Yun LyuCollege of Pharmacy, Sunchon National University, Sunchon, Jeonam, Republic of Korea
&
MinKyun NaCollege of Pharmacy, Yeungnam University, Gyeongsan, Gyeongbuk, Republic of Korea
Pages 565-568 | Received 01 Jan 2012, Accepted 16 Jan 2012, Published online: 01 Mar 2012

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Jia-Sui Zhang, Jie-Ping Lei, Guo-Qing Wei, Hui Chen, Chao-Ying Ma & He-Zhong Jiang. (2016) Natural fatty acid synthase inhibitors as potent therapeutic agents for cancers: A review. Pharmaceutical Biology 54:9, pages 1919-1925.
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Yao Jiang, Feifei Liu, Dan Zhang, Xiujuan Fu, Siwei Chen, Mei Wei, Zhi Li, Hui Lei & Hong Niu. (2023) Identification of Novel -Glucosidase Inhibitors from Syzygium jambos (L.) Using Spectroscopy and Molecular Docking. Plant Foods for Human Nutrition.
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Qihui Dong, Huimin Wang, Rong Wu, Jun Cao, Fuliang Cao & Erzheng Su. (2023) A highly efficient liquid-liquid microextraction pretreatment method for determination of ginkgolic acids based on hydrophobic deep eutectic solvent. Journal of Molecular Liquids 376, pages 121425.
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Rong Wu, Qihui Dong, Ziyan Che, Huimin Wang, Jun Cao, Fuliang Cao & Erzheng Su. (2022) Green and Efficient Simultaneous Enrichment and Separation of Multiple Valuable Bioactive Compounds from Agricultural Waste Ginkgo biloba Exocarp Using a Two-Phase Deep Eutectic Solvent System . ACS Sustainable Chemistry & Engineering 10:50, pages 16958-16968.
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Xin-Guang Liu, Xu Lu, Wen Gao, Ping Li & Hua Yang. (2022) Structure, synthesis, biosynthesis, and activity of the characteristic compounds from Ginkgo biloba L. . Natural Product Reports 39:3, pages 474-511.
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Isaac Duah Boateng & Xiao-Ming Yang. (2022) Ginkgo biloba L. seed; A comprehensive review of bioactives, toxicants, and processing effects. Industrial Crops and Products 176, pages 114281.
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Xiaoshuai Li, Tingting Liu, Jiayu Chen, Abdulrab Ahmed M. Alkhanjaf & Dianbao Zhang. (2021) Ginkgolic Acid Inhibits Proliferation and Migration of Glioblastoma Cells by Inducing Cell Cycle Arrest and Apoptosis. Science of Advanced Materials 13:12, pages 2295-2301.
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Manal A. Ibrahim, Hanan H. Ramadan & Rasha N. Mohammed. (2021) Evidence that Ginkgo Biloba could use in the influenza and coronavirus COVID-19 infections. Journal of Basic and Clinical Physiology and Pharmacology 32:3, pages 131-143.
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Maimoona Bhutta, Oren Shechter, Elisa Gallo, Stephen Martin, Esther Jones, Gustavo Doncel & Ronen Borenstein. (2021) Ginkgolic Acid Inhibits Herpes Simplex Virus Type 1 Skin Infection and Prevents Zosteriform Spread in Mice. Viruses 13:1, pages 86.
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Pan Yu, Dong-Dong Li, Lei Wang, Li-Hu Zhang, Fu-Liang Cao, Xian-Ying Fang & Lin-Guo Zhao. (2020) Identification of dihydroorotate dehydrogenase as a protein target of ginkgolic acid by molecular docking and dynamics. Journal of Molecular Structure 1220, pages 128692.
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Feroza K. Choudhury, G. Lavender Hackman, Alessia Lodi & Stefano Tiziani. (2020) Stable Isotope Tracing Metabolomics to Investigate the Metabolic Activity of Bioactive Compounds for Cancer Prevention and Treatment. Cancers 12:8, pages 2147.
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Ronen Borenstein, Barbara A. Hanson, Ruben M. Markosyan, Elisa S. Gallo, Srinivas D. Narasipura, Maimoona Bhutta, Oren Shechter, Nell S. Lurain, Fredric S. Cohen, Lena Al-Harthi & Daniel A. Nicholson. (2020) Ginkgolic acid inhibits fusion of enveloped viruses. Scientific Reports 10:1.
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Ke Liu, Xinhuan Wang, Duo Li, Dongyang Xu, Dezhi Li, Zhiyong Lv, Dan Zhao, Wen-Feng Chu & Xiao-Feng Wang. (2020) Ginkgolic Acid, a SUMO-1 Inhibitor, Inhibits the Progression of Oral Squamous Cell Carcinoma by Alleviating SUMOylation of SMAD4. Molecular Therapy - Oncolytics 16, pages 86-99.
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Hai-Yan Wang & Yu-Qing Zhang. (2019) The main active constituents and detoxification process of Ginkgo biloba seeds and their potential use in functional health foods. Journal of Food Composition and Analysis 83, pages 103247.
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Hezhong Jiang, Tian Gan, Jiasui Zhang, Qingyun Ma, Yan Liang & Youxing Zhao. (2019) The Structures and Bioactivities of Fatty Acid Synthase Inhibitors. Current Medicinal Chemistry 26:39, pages 7081-7101.
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Daijie Wang, Heng Zhu, Min Li, Xiangyun Song, Huijiao Yan, Jinqian Yu & Xiao Wang. (2018) An efficient method for the preparative separation and isolation of ginkgolic acids from the sarcotesta of Ginkgo biloba L by pH-zone-refining counter-current chromatography coupled with inner-recycling mode. Industrial Crops and Products 126, pages 69-75.
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Heng Zhu, Hailong Jiang, Jinqian Yu, Xiangyun Song, Hengqiang Zhao, Jingchao Li, Yanling Geng & Daijie Wang. (2018) Application of coordination agent in high‐speed counter‐current chromatography for the preparative separation and isolation ginkgolic acids from the sarcotesta of Ginkgo biloba L . Journal of Separation Science 41:23, pages 4379-4386.
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Huijiao Yan, Long Chen, Aiying Bai, Hengqiang Zhao, Meng Kong & Li Cui. (2018) Preparative Separation of Ginkgolic Acids from the Sarcotesta of Ginkgo biloba L. by β-Cyclodextrin Clathration Coupled with pH-Zone-Refining and Recycling Countercurrent Chromatography . Industrial & Engineering Chemistry Research 57:46, pages 15840-15845.
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Qing-Qing YAO, Li LI, Ming-Cheng XU, Hai-Hong HU, Hui ZHOU, Lu-Shan YU & Su ZENG. (2018) The metabolism and hepatotoxicity of ginkgolic acid (17 : 1) in vitro. Chinese Journal of Natural Medicines 16:11, pages 829-837.
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Daijie Wang, Xiangyun Song, Huijiao Yan, Mengmeng Guo, Ruiming Fu, Hailong Jiang, Heng Zhu & Xiao Wang. (2018) Development of online-storage inner-recycling counter-current chromatography for the preparative separation of complex components of alkylphenols from sarcotesta of Ginkgo biloba  L. . RSC Advances 8:60, pages 34321-34330.
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Qian‑Ming Qi, Yin‑Cun Xue, Jian Lv, Di Sun, Jian‑Xin Du, Sheng‑Qiang Cai, Yun‑He Li, Tian‑Cun Gu & Mu‑Bing Wang. (2018) Ginkgolic acids induce HepG2 cell death via a combination of apoptosis, autophagy and the mitochondrial pathway. Oncology Letters.
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Sami Hamdoun & Thomas Efferth. (2017) Ginkgolic acids inhibit migration in breast cancer cells by inhibition of NEMO sumoylation and NF-κB activity. Oncotarget 8:21, pages 35103-35115.
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Qing-Qing YAO, Zhen-Hua LIU, Ming-Cheng XU, Hai-Hong HU, Hui ZHOU, Hui-Di JIANG, Lu-Shan YU & Su ZENG. (2017) Mechanism for ginkgolic acid (15 : 1)-induced MDCK cell necrosis: Mitochondria and lysosomes damages and cell cycle arrest. Chinese Journal of Natural Medicines 15:5, pages 375-383.
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Seung Baek, Jong Lee, Chulwon Kim, Jeong-Hyeon Ko, Seung-Hee Ryu, Seok-Geun Lee, Woong Yang, Jae-Young Um, Arunachalam Chinnathambi, Sulaiman Alharbi, Gautam Sethi & Kwang Ahn. (2017) Ginkgolic Acid C 17:1, Derived from Ginkgo biloba Leaves, Suppresses Constitutive and Inducible STAT3 Activation through Induction of PTEN and SHP-1 Tyrosine Phosphatase. Molecules 22:2, pages 276.
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Seung Ho Baek, Jeong-Hyeon Ko, Jong Hyun Lee, Chulwon Kim, Hanwool Lee, Dongwoo Nam, Junhee Lee, Seok-Geun Lee, Woong Mo Yang, Jae-Young Um, Gautam Sethi & Kwang Seok Ahn. (2017) Ginkgolic Acid Inhibits Invasion and Migration and TGF-β-Induced EMT of Lung Cancer Cells Through PI3K/Akt/mTOR Inactivation. Journal of Cellular Physiology 232:2, pages 346-354.
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Joonseok Oh, Haining Liu, Hyun Bong Park, Daneel Ferreira, Gil-Saeng Jeong, Mark T. Hamann, Robert J. Doerksen & MinKyun Na. (2017) In silico investigation of lavandulyl flavonoids for the development of potent fatty acid synthase-inhibitory prototypes. Biochimica et Biophysica Acta (BBA) - General Subjects 1861:1, pages 3180-3188.
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William B. Kinlaw, Paul W. Baures, Leslie E. Lupien, Wilson L. Davis & Nancy B. Kuemmerle. (2016) Fatty Acids and Breast Cancer: Make Them on Site or Have Them Delivered. Journal of Cellular Physiology 231:10, pages 2128-2141.
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Wenhua Ji, Xiuli Ma, Hongkai Xie, Lingxiao Chen, Xiao Wang, Hengqiang Zhao & Luqi Huang. (2014) Molecularly imprinted polymers with synthetic dummy template for simultaneously selective removal and enrichment of ginkgolic acids from Ginkgo biloba L. leaves extracts. Journal of Chromatography A 1368, pages 44-51.
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In Hyun Hwang, Roshan Kulkarni, Min Hye Yang, Soo Jin Choo, Wei Zhou, Sang Myung Lee, Tae Su Jang, Gil-Saeng Jeong, Hyeun Wook Chang & MinKyun Na. (2014) Complete NMR assignments of undegraded asterosaponins from Asterias amurensis. Archives of Pharmacal Research 37:10, pages 1252-1263.
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Lucie Ryckewaert, Lionel Sacconnay, Pierre-Alain Carrupt, Alessandra Nurisso & Claudia Simões-Pires. (2014) Non-specific SIRT inhibition as a mechanism for the cytotoxicity of ginkgolic acids and urushiols. Toxicology Letters 229:2, pages 374-380.
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Renkai Li, Yao Shen, Xiaojuan Zhang, Ming Ma, Bo Chen & Teris A. van Beek. (2014) Efficient Purification of Ginkgolic Acids from Ginkgo biloba Leaves by Selective Adsorption on Fe 3 O 4 Magnetic Nanoparticles . Journal of Natural Products 77:3, pages 571-575.
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