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      Analysis and identification of phenolic compounds with antiproliferative activity from Chinese olive ( Canarium album L.) fruit extract by HPLC-DAD-SPE-TT-NMR

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          Abstract

          Chinese olives ( Canarium album L.) are rich in phenolic compounds, exhibiting a broad spectrum of potential clinical applications. This study is the first report on the isolation and elucidation of bioactive compounds with high antiproliferative activity from the ethyl acetate fraction of a Chinese olive fruit methanolic extract (CO-EtOAc). We used the WST-1 assay to determine which subfractions of CO-EtOAc had significant antiproliferative activity using the murine colon cancer cell line CT26. Subsequently, the functional compounds were characterized by the hyphenated technique and high-performance liquid chromatography-diode array detector-solid phase extraction-transfer tube-nuclear magnetic resonance (HPLC-DAD-SPE-TT-NMR). Thirteen phenolic constituents were identified from the antiproliferation-enhancing subfractions of CO-EtOAc, including two new compounds, 2,4-didehydrochebulic acid 1,7-dimethyl ester (5) and 1-hydroxybrevifolin (7), which were further purified and found to exhibit marked antiproliferative activity. Chebulic acid dimethyl ester (2), which was isolated from C. album for the first time, also possessed antiproliferative activity.

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          Most cited references35

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          Colorectal cancer statistics, 2020

          Colorectal cancer (CRC) is the second most common cause of cancer death in the United States. Every 3 years, the American Cancer Society provides an update of CRC occurrence based on incidence data (available through 2016) from population-based cancer registries and mortality data (through 2017) from the National Center for Health Statistics. In 2020, approximately 147,950 individuals will be diagnosed with CRC and 53,200 will die from the disease, including 17,930 cases and 3,640 deaths in individuals aged younger than 50 years. The incidence rate during 2012 through 2016 ranged from 30 (per 100,000 persons) in Asian/Pacific Islanders to 45.7 in blacks and 89 in Alaska Natives. Rapid declines in incidence among screening-aged individuals during the 2000s continued during 2011 through 2016 in those aged 65 years and older (by 3.3% annually) but reversed in those aged 50 to 64 years, among whom rates increased by 1% annually. Among individuals aged younger than 50 years, the incidence rate increased by approximately 2% annually for tumors in the proximal and distal colon, as well as the rectum, driven by trends in non-Hispanic whites. CRC death rates during 2008 through 2017 declined by 3% annually in individuals aged 65 years and older and by 0.6% annually in individuals aged 50 to 64 years while increasing by 1.3% annually in those aged younger than 50 years. Mortality declines among individuals aged 50 years and older were steepest among blacks, who also had the only decreasing trend among those aged younger than 50 years, and excluded American Indians/Alaska Natives, among whom rates remained stable. Progress against CRC can be accelerated by increasing access to guideline-recommended screening and high-quality treatment, particularly among Alaska Natives, and elucidating causes for rising incidence in young and middle-aged adults.
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            Global patterns and trends in colorectal cancer incidence and mortality.

            The global burden of colorectal cancer (CRC) is expected to increase by 60% to more than 2.2 million new cases and 1.1 million deaths by 2030. In this study, we aim to describe the recent CRC incidence and mortality patterns and trends linking the findings to the prospects of reducing the burden through cancer prevention and care.
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              Polyphenols contents and antioxidant capacity of 68 Chinese herbals suitable for medical or food uses

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                Author and article information

                Contributors
                Role: MethodologyRole: Formal analysisRole: InvestigationRole: ResourcesRole: Writing – original draftRole: Visualization
                Role: ConceptualizationRole: SoftwareRole: Formal analysisRole: InvestigationRole: Writing – original draftRole: Writing – review & editingRole: Visualization
                Role: ValidationRole: InvestigationRole: Data curationRole: Writing – original draftRole: Writing – review & editingRole: Funding acquisition
                Role: ConceptualizationRole: SoftwareRole: InvestigationRole: Supervision
                Role: ValidationRole: Data curationRole: Writing – original draftRole: Writing – review & editingRole: SupervisionRole: Project administrationRole: Funding acquisition
                Journal
                J Food Drug Anal
                J Food Drug Anal
                Journal of Food and Drug Analysis
                Taiwan Food and Drug Administration
                1021-9498
                2224-6614
                2023
                15 December 2023
                : 31
                : 4
                : 639-648
                Affiliations
                [a ]Institute of Food Science and Technology, National Taiwan University, Taipei, Taiwan
                [b ]Division of Endocrinology, Diabetes, and Nutrition, Department of Medicine, University of Maryland School of Medicine, Baltimore, MD 21201, USA
                [c ]School of Pharmacy, College of Medicine, National Taiwan University, Taipei, Taiwan
                [d ]Department of Biochemical Science and Technology, National Taiwan University, Taipei, Taiwan
                Author notes
                [* ]Corresponding author at: Institute of Food Science and Technology National Taiwan University NO. 1, Section 4, Roosevelt Road., Taipei 10617, Taiwan, ROC. E-mail address: schsieh@ 123456ntu.edu.tw (S.-C. Hsieh).
                [1]

                These authors contributed equally to this work.

                Article
                jfda-31-04-639
                10.38212/2224-6614.3481
                10962664
                38526815
                88635a01-a0c8-41f1-b6d6-8cf192be8992
                © 2023 Taiwan Food and Drug Administration

                This is an open access article under the CC-BY-NC-ND license ( http://creativecommons.org/licenses/by-nc-nd/4.0/).

                History
                : 16 July 2023
                : 11 October 2023
                Funding
                Funded by: National Science and Technology Council, Taiwan
                Award ID: MOST 104-2320-B-002-039
                Award ID: MOST 110-2811-B-002-268
                Award ID: MOST 108-2320-B-002-068
                This research was funded by the National Science and Technology Council, Taiwan (MOST 104-2320-B-002-039, MOST 110-2811-B-002-268, and MOST 108-2320-B-002-068).
                Categories
                Original Article

                antiproliferation,chebulic acid 1,7-dimethyl ester,chinese olive (canarium album l.),hplc-dad-spe-ttnmr,1-hydroxybrevifolin,2,4-didehydrochebulic acid 1

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