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  1. Article ; Online: Clinical development and informatics analysis of natural and semi-synthetic flavonoid drugs: A critical review.

    Xu, Kuo / Ren, Xia / Wang, Jintao / Zhang, Qin / Fu, Xianjun / Zhang, Pei-Cheng

    Journal of advanced research

    2023  

    Abstract: Background: Flavonoids are one of the most important metabolites with vast structural diversity and a plethora of potential pharmacological applications, which have drawn considerable attention in the laboratory. Nevertheless, it remains uncertain how ... ...

    Abstract Background: Flavonoids are one of the most important metabolites with vast structural diversity and a plethora of potential pharmacological applications, which have drawn considerable attention in the laboratory. Nevertheless, it remains uncertain how many candidates were progressed to clinical application.
    Aim of review: We carried out a critical review of natural and semi-synthetic flavonoid drugs and candidates undergoing different clinical phases worldwide by applying an adequate search method and conducted a brief cheminformatic and bioinformatic analysis. It was expected that the obtained results might narrow the screening scope and reduce the cost of drug research and development.
    Key scientific concepts of review: To our knowledge, this is the most systematic summarization of flavonoid-based drugs and clinical candidates to date. It was found that a total of 19 flavonoid-based drugs have been approved for the market, and of these, natural flavonoids accounted for 52.6%. Besides, a total of 36 flavonoid-based clinical candidates are undergoing or suspended in different phases, and of these, natural flavonoids account for 44.4%. Thus, natural flavonoids remain the best option for finding novel agents/active templates, and when investigated in conjunction with synthetic chemicals and biologicals, they offer the potential to discover novel structures that can lead to effective agents against a variety of human diseases. Additionally, flavonoid-based marketed drugs have been successful in cardiovascular treatment, and the related drugs account for more than 30% of marketed drugs. However, the use of flavonoids as antineoplastic and immunomodulating agents is not likely for approximately 50% of the candidates suspended in the clinical stage. Interestingly, the marketed drugs covered a broader range of chemical spaces based on size, polarity, and three-dimensional structure compared to the clinical candidates. In addition, flavonoid glycosides with poor oral bioavailability account for 36.8% of the marketed drugs, and thus, they could be thoroughly investigated.
    Language English
    Publishing date 2023-11-08
    Publishing country Egypt
    Document type Journal Article ; Review
    ZDB-ID 2541849-X
    ISSN 2090-1224 ; 2090-1224
    ISSN (online) 2090-1224
    ISSN 2090-1224
    DOI 10.1016/j.jare.2023.11.007
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Highly oxidized rearranged derivatives of quinochalcone C-glycosides from Carthamus tinctorius.

    Zhang, Hao / Duan, Chen-Ping / Yuan, Xiang / Luo, Xia / Song, Zhi-Ying / Yang, Ya-Nan / Jiang, Jian-Shuang / Zhang, Pei-Cheng

    Phytochemistry

    2024  Volume 222, Page(s) 114094

    Abstract: Safflopentsides A-C (1-3), three highly oxidized rearranged derivatives of quinochalcone C-glycosides, were isolated from the safflower yellow pigments. Their structures were determined based on a detailed spectroscopic analysis (UV, IR, HR-ESI-MS, 1D ... ...

    Abstract Safflopentsides A-C (1-3), three highly oxidized rearranged derivatives of quinochalcone C-glycosides, were isolated from the safflower yellow pigments. Their structures were determined based on a detailed spectroscopic analysis (UV, IR, HR-ESI-MS, 1D and 2D NMR), and the absolute configurations were confirmed by the comparison of experimental ECD spectra with calculated ECD spectra. Compounds 1-3 have an unprecedented cyclopentenone or cyclobutenolide ring A containing C-glucosyl group, respectively. The plausible biosynthetic pathways of compounds have been presented. At 10 μM, 2 showed strong inhibitory activity against rat cerebral cortical neurons damage induced by glutamate and oxygen sugar deprivation.
    Language English
    Publishing date 2024-04-09
    Publishing country England
    Document type Journal Article
    ZDB-ID 208884-8
    ISSN 1873-3700 ; 0031-9422
    ISSN (online) 1873-3700
    ISSN 0031-9422
    DOI 10.1016/j.phytochem.2024.114094
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Six new iridoid glycosides from the whole plants of

    Gao, Huan-Huan / Qin, Ling-Feng / Zhang, Xu / Yuan, Xiang / Feng, Zi-Ming / Jiang, Jian-Shuang / Zhang, Pei-Cheng / Yang, Ya-Nan

    Journal of Asian natural products research

    2024  Volume 26, Issue 1, Page(s) 112–119

    Abstract: Six new iridoid glycosides were isolated from the ethyl acetate fraction of the whole plants ... ...

    Abstract Six new iridoid glycosides were isolated from the ethyl acetate fraction of the whole plants of
    MeSH term(s) Iridoid Glycosides/pharmacology ; Hedyotis/chemistry ; Antioxidants ; Magnetic Resonance Spectroscopy ; Esters ; Glycosides/pharmacology ; Coumaric Acids
    Chemical Substances Iridoid Glycosides ; Antioxidants ; E-6-O-p-coumaroyl scandoside methyl ester ; Esters ; Glycosides ; Coumaric Acids
    Language English
    Publishing date 2024-01-07
    Publishing country England
    Document type Journal Article
    ZDB-ID 2077926-4
    ISSN 1477-2213 ; 1028-6020
    ISSN (online) 1477-2213
    ISSN 1028-6020
    DOI 10.1080/10286020.2023.2293068
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Six undescribed lavandulylated flavonoids with PTP1B inhibition from the roots of Sophora flavescens.

    Zhang, Xu / Lu, Kai-Zhou / Yang, Ya-Nan / Feng, Zi-Ming / Yuan, Xiang / Jiang, Jian-Shuang / Zhang, Pei-Cheng

    Phytochemistry

    2023  Volume 216, Page(s) 113889

    Abstract: Six undescribed lavandulylated flavonoids (1-6) were isolated from the roots of Sophora flavescens. Remarkably, compounds 1 and 2, which were composed of a flavane unit and a phloroglucinol unit, were the first reported dimers. Compounds 3 and 4 were the ...

    Abstract Six undescribed lavandulylated flavonoids (1-6) were isolated from the roots of Sophora flavescens. Remarkably, compounds 1 and 2, which were composed of a flavane unit and a phloroglucinol unit, were the first reported dimers. Compounds 3 and 4 were the first reported neoflavonoids with lavandulyl units. Compounds 5 and 6 were chalcone with oxidized lavandulyl units. Their structures were fully characterized by cumulative analyses of UV, IR, HRESIMS, NMR and ECD spectroscopic data, along with computational calculations through density functional theory. Compounds 1 and 2 showed significant protein tyrosine phosphatase-1B inhibitory activities with IC
    MeSH term(s) Flavonoids/chemistry ; Sophora flavescens ; Sophora/chemistry ; Plant Extracts/chemistry ; Plant Roots/chemistry
    Chemical Substances Flavonoids ; Plant Extracts
    Language English
    Publishing date 2023-10-09
    Publishing country England
    Document type Journal Article
    ZDB-ID 208884-8
    ISSN 1873-3700 ; 0031-9422
    ISSN (online) 1873-3700
    ISSN 0031-9422
    DOI 10.1016/j.phytochem.2023.113889
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: The tanshinones from the plant of Salvia miltiorrhiza.

    Jiang, Jian-Shuang / Gu, Quan-Chang / Feng, Zi-Ming / Yuan, Xiang / Zhang, Xu / Zhang, Pei-Cheng / Yang, Ya-Nan

    Phytochemistry

    2023  Volume 210, Page(s) 113673

    Abstract: Six undescribed tanshinones, (+)-2-Cl-tanshindiol C (1), (-)-2-Cl-tanshindiol C (2), (+)-tanshinoic acid D (3), (-)-tanshinoic acid D (4), (-)-tanshinoic acid E (5), and (+)-tanshinoic acid E (6), were isolated from the rhizome of Salvia miltiorrhiza ... ...

    Abstract Six undescribed tanshinones, (+)-2-Cl-tanshindiol C (1), (-)-2-Cl-tanshindiol C (2), (+)-tanshinoic acid D (3), (-)-tanshinoic acid D (4), (-)-tanshinoic acid E (5), and (+)-tanshinoic acid E (6), were isolated from the rhizome of Salvia miltiorrhiza Bunge. Their structures were elucidated based on the spectroscopic data (UV, IR, HR-ESI-MS, and NMR). The bioactive assays of all these compounds for the antioxidant activities in cardiomyocytes upon hypoxia stimulation were evaluated. The results suggested that compounds 5 and 6 exhibited good antioxidant activities in cardiomyocytes and the cell survival rates were 46.3% and 57.9% (10
    MeSH term(s) Salvia miltiorrhiza/chemistry ; Antioxidants/pharmacology ; Abietanes/pharmacology ; Abietanes/chemistry ; Rhizome/chemistry ; Plant Roots/chemistry
    Chemical Substances tanshinone (03UUH3J385) ; Antioxidants ; Abietanes
    Language English
    Publishing date 2023-04-06
    Publishing country England
    Document type Journal Article
    ZDB-ID 208884-8
    ISSN 1873-3700 ; 0031-9422
    ISSN (online) 1873-3700
    ISSN 0031-9422
    DOI 10.1016/j.phytochem.2023.113673
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Seventeen undescribed iridoid derivatives with anti-inflammatory effects from Hedyotis diffusa and their structure-activity relationships.

    Qin, Ling-Feng / Gao, Huan-Huan / Zhang, Xu / Yuan, Xiang / Feng, Zi-Ming / Zhang, Pei-Cheng / Jiang, Jian-Shuang / Yang, Ya-Nan

    Phytochemistry

    2023  Volume 217, Page(s) 113904

    Abstract: Seventeen undescribed iridoid derivatives (1-17) and four known compounds (18-21) were isolated from the whole plant of Hedyotis diffusa Willd. Their structures were elucidated based on unambiguous spectroscopic data (UV, IR, HRESIMS, CD, and 1D and 2D ... ...

    Abstract Seventeen undescribed iridoid derivatives (1-17) and four known compounds (18-21) were isolated from the whole plant of Hedyotis diffusa Willd. Their structures were elucidated based on unambiguous spectroscopic data (UV, IR, HRESIMS, CD, and 1D and 2D NMR). It is noteworthy that compounds 1-8, which possess unique long-chain aliphatic acid moiety, were reported for the first time among the iridoid natural products. All compounds were evaluated for their anti-inflammatory activities in lipopolysaccharide-induced RAW 264.7 cells. Compounds 2, 4, and 6 showed significant suppression effects on nitric oxide production, with IC
    MeSH term(s) Iridoids/pharmacology ; Iridoids/chemistry ; Hedyotis/chemistry ; Plant Extracts/chemistry ; Structure-Activity Relationship ; Anti-Inflammatory Agents/pharmacology ; Anti-Inflammatory Agents/chemistry
    Chemical Substances Iridoids ; Plant Extracts ; Anti-Inflammatory Agents
    Language English
    Publishing date 2023-11-04
    Publishing country England
    Document type Journal Article
    ZDB-ID 208884-8
    ISSN 1873-3700 ; 0031-9422
    ISSN (online) 1873-3700
    ISSN 0031-9422
    DOI 10.1016/j.phytochem.2023.113904
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article ; Online: Fourteen new 2-benzylbenzofuran glycosides with cardioprotective activity from Heterosmilax yunnanensis.

    Du, Rong-Rong / Zhou, Ji-Chao / Qin, Wen-Jie / Lu, Kai-Zhou / Duan, Xiu-Mei / Yang, Ya-Nan / Yuan, Xiang / Li, Kun / Zhang, Xiao-Wei / Zhang, Pei-Cheng

    Bioorganic chemistry

    2024  Volume 143, Page(s) 107079

    Abstract: Fourteen new 2-benzylbenzofuran O-glycosides (1-13, 15) and one new key precursor, diarylacetone (14) were isolated from the roots of Heterosmilax yunnanensis Gagnep, which all have characteristic 2,3,4-O-trisubstituted benzyl. Their structures were ... ...

    Abstract Fourteen new 2-benzylbenzofuran O-glycosides (1-13, 15) and one new key precursor, diarylacetone (14) were isolated from the roots of Heterosmilax yunnanensis Gagnep, which all have characteristic 2,3,4-O-trisubstituted benzyl. Their structures were elucidated by 1D and 2D NMR, HRESIMS, UV and IR. The isolated compounds were assessed for their cardioprotective activities and compounds 1, 3 and 6 could significantly improve cardiomyocytes viability. Moreover, the mechanistic study revealed that these three compounds could significantly decrease intracellular ROS levels and maintain mitochondrial homeostasis upon hypoxia inducement. Consequently, 1, 3 and 6 might serve as potential lead compounds to prevent myocardial ischemia.
    MeSH term(s) Glycosides/pharmacology ; Glycosides/chemistry ; Magnetic Resonance Spectroscopy ; Molecular Structure ; Plant Roots/chemistry ; Benzofurans/chemistry ; Benzofurans/pharmacology
    Chemical Substances Glycosides ; Benzofurans
    Language English
    Publishing date 2024-01-03
    Publishing country United States
    Document type Journal Article
    ZDB-ID 120080-x
    ISSN 1090-2120 ; 0045-2068
    ISSN (online) 1090-2120
    ISSN 0045-2068
    DOI 10.1016/j.bioorg.2023.107079
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  8. Article ; Online: The tanshinones from the plant of Salvia miltiorrhiza

    Jiang, Jian-Shuang / Gu, Quan-chang / Feng, Zi-Ming / Yuan, Xiang / Zhang, Xu / Zhang, Pei-Cheng / Yang, Ya-Nan

    Phytochemistry. 2023 June, v. 210 p.113673-

    2023  

    Abstract: Six undescribed tanshinones, (+)-2-Cl-tanshindiol C (1), (−)-2-Cl-tanshindiol C (2), (+)-tanshinoic acid D (3), (−)-tanshinoic acid D (4), (−)-tanshinoic acid E (5), and (+)-tanshinoic acid E (6), were isolated from the rhizome of Salvia miltiorrhiza ... ...

    Abstract Six undescribed tanshinones, (+)-2-Cl-tanshindiol C (1), (−)-2-Cl-tanshindiol C (2), (+)-tanshinoic acid D (3), (−)-tanshinoic acid D (4), (−)-tanshinoic acid E (5), and (+)-tanshinoic acid E (6), were isolated from the rhizome of Salvia miltiorrhiza Bunge. Their structures were elucidated based on the spectroscopic data (UV, IR, HR-ESI-MS, and NMR). The bioactive assays of all these compounds for the antioxidant activities in cardiomyocytes upon hypoxia stimulation were evaluated. The results suggested that compounds 5 and 6 exhibited good antioxidant activities in cardiomyocytes and the cell survival rates were 46.3% and 57.9% (10⁻⁵ mol/L), respectively.
    Keywords Salvia miltiorrhiza ; antioxidants ; cardiomyocytes ; cell viability ; hypoxia ; plant biochemistry ; rhizomes ; spectral analysis ; Labiatae ; Isolation and purification ; Tanshinone ; Structural elucidation ; Antioxidant activities
    Language English
    Dates of publication 2023-06
    Publishing place Elsevier Ltd
    Document type Article ; Online
    ZDB-ID 208884-8
    ISSN 1873-3700 ; 0031-9422
    ISSN (online) 1873-3700
    ISSN 0031-9422
    DOI 10.1016/j.phytochem.2023.113673
    Database NAL-Catalogue (AGRICOLA)

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  9. Article ; Online: Bioactive amides from

    Zhang, Xu / Liu, Fu / Feng, Zi-Ming / Jiang, Jian-Shuang / Yang, Ya-Nan / Zhang, Pei-Cheng

    Journal of Asian natural products research

    2021  Volume 23, Issue 3, Page(s) 228–234

    Abstract: One pair of new amides enantiomers ( ...

    Abstract One pair of new amides enantiomers (
    MeSH term(s) Amides/pharmacology ; Fallopia japonica ; Molecular Structure ; Plant Extracts ; Polygonum ; Rhizome
    Chemical Substances Amides ; Plant Extracts
    Language English
    Publishing date 2021-01-18
    Publishing country England
    Document type Journal Article
    ZDB-ID 2077926-4
    ISSN 1477-2213 ; 1028-6020
    ISSN (online) 1477-2213
    ISSN 1028-6020
    DOI 10.1080/10286020.2021.1873298
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article ; Online: Photoinduced Irreversible Intramolecular Proton Transfer of Arnebinones B, D, and E: The Case of Photoenolization at the

    Yan, Hai-Wei / Zhao, Ling-Hao / Zhang, Xu / Yang, Ya-Nan / Yuan, Xiang / Zhang, Pei-Cheng

    Journal of natural products

    2021  Volume 84, Issue 11, Page(s) 2981–2989

    Abstract: Arnebinones B, E, and D ( ...

    Abstract Arnebinones B, E, and D (
    MeSH term(s) Benzoquinones/chemistry ; Cell Line, Tumor ; Humans ; Isomerism ; Naphthoquinones/chemistry ; Naphthoquinones/pharmacology ; Photochemistry ; Protons
    Chemical Substances Benzoquinones ; Naphthoquinones ; Protons ; arnebinone (87255-09-2)
    Language English
    Publishing date 2021-11-16
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 304325-3
    ISSN 1520-6025 ; 0163-3864
    ISSN (online) 1520-6025
    ISSN 0163-3864
    DOI 10.1021/acs.jnatprod.1c00830
    Database MEDical Literature Analysis and Retrieval System OnLINE

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