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  1. Article ; Online: Unusual Vilasinin-Class Limonoids from

    Amuti, Saidanxia / Saito, Yohei / Fukuyoshi, Shuichi / Miyake, Katsunori / Newman, David J / O'Keefe, Barry R / Lee, Kuo-Hsiung / Nakagawa-Goto, Kyoko

    Molecules (Basel, Switzerland)

    2024  Volume 29, Issue 3

    Abstract: Eight vilasinin-class limonoids, including the unusually chlorinated rubescins K-M ( ...

    Abstract Eight vilasinin-class limonoids, including the unusually chlorinated rubescins K-M (
    MeSH term(s) Humans ; Limonins/chemistry ; Cell Line, Tumor ; Meliaceae/chemistry ; Molecular Structure
    Chemical Substances Limonins
    Language English
    Publishing date 2024-01-30
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules29030651
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    In stock of ZB MED Cologne/Königswinter

    Zs.MO 81: Show issues

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  2. Article ; Online: Caged Xanthones and Biphenyls Isolated from the Tropical Plant

    Kobayashi, Ayano / Saito, Yohei / Miyake, Katsunori / Fukuyoshi, Shuichi / Newman, David J / O'Keefe, Barry R / Lee, Kuo-Hsiung / Nakagawa-Goto, Kyoko

    Journal of natural products

    2024  Volume 87, Issue 2, Page(s) 266–275

    Abstract: Four cytotoxic heptacyclic caged-xanthones [gambogefic acids B-E ( ...

    Abstract Four cytotoxic heptacyclic caged-xanthones [gambogefic acids B-E (
    MeSH term(s) Humans ; Garcinia ; Biphenyl Compounds ; Cell Line, Tumor ; Xanthones/pharmacology ; Molecular Structure ; Antineoplastic Agents, Phytogenic/pharmacology
    Chemical Substances diphenyl (2L9GJK6MGN) ; Biphenyl Compounds ; Xanthones ; Antineoplastic Agents, Phytogenic
    Language English
    Publishing date 2024-01-22
    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.3c00934
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    In stock of ZB MED Cologne/Königswinter

    Zs.A 1144: Show issues Location:
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  3. Article: Fluorinated Modification of Neo-Tanshinlactone and Antiproliferative Activity Evaluation

    Qin, Zengxin / Zhao, Mengfei / Zhang, Kaixin / Goto, Masuo / Lee, Kuo-Hsiung / Li, Jizhen

    Chemistry of natural compounds. 2022 May, v. 58, no. 3

    2022  

    Abstract: Several neo-tanshinlactone derivatives with fluorine or the trifluoromethyl group were synthesized and their antiproliferative activities were evaluated. Compared with neo-tanshinlactone, fluorinated derivatives showed a broad activity spectrum against ... ...

    Abstract Several neo-tanshinlactone derivatives with fluorine or the trifluoromethyl group were synthesized and their antiproliferative activities were evaluated. Compared with neo-tanshinlactone, fluorinated derivatives showed a broad activity spectrum against human tumor lines. For a neo-tanshinlactone chemical skeleton, these results also indicated that the hydrophobic group (methyl) at C-4 position and the carbon–carbon double bond of ring-D might play a crucial role in selective antibreast cancer activity. In addition, the synthesized compounds 10 and 17 showed a broad range of antiproliferative activity with IC₅₀ values of 15–40 μM.
    Keywords fluorine ; humans ; hydrophobicity ; neoplasms
    Language English
    Dates of publication 2022-05
    Size p. 398-403.
    Publishing place Springer US
    Document type Article
    ZDB-ID 213866-9
    ISSN 0009-3130
    ISSN 0009-3130
    DOI 10.1007/s10600-022-03694-x
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    In stock of ZB MED Cologne/Königswinter

    Zs.A 3107: Show issues Location:
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  4. Article ; Online: Bioactivity inspired C19-diterpenoid alkaloids for overcoming multidrug-resistant cancer

    Wada, Kōji / Goto, Masuo / Ohkoshi, Emika / Lee, Kuo-Hsiung / Yamashita, Hiroshi

    J Nat Med. 2022 Sept., v. 76, no. 4 p.796-802

    2022  

    Abstract: The pharmacological activities of C₁₉-diterpenoid alkaloids are related to their basic skeletons (e.g., aconitine-type or lycoctonine-type). Also, few studies have been reported on the chemosensitizing effects of diterpenoid alkaloids. Consequently, this ...

    Abstract The pharmacological activities of C₁₉-diterpenoid alkaloids are related to their basic skeletons (e.g., aconitine-type or lycoctonine-type). Also, few studies have been reported on the chemosensitizing effects of diterpenoid alkaloids. Consequently, this study was aimed at determining the chemosensitizing effects of synthetic derivatives of lycoctonine-type C₁₉-diterpenoid alkaloids on a P-glycoprotein (P-gp)-overexpressing multidrug-resistant (MDR) cancer cell line KB-VIN. The acyl-derivatives of delpheline and delcosine showed moderate cytotoxicity against chemosensitive cancer cell lines. Among non-cytotoxic synthetic analogs (1−14), several derivatives effectively and significantly sensitized MDR cells by interfering with the drug transport function of P-gp to three anticancer drugs, vincristine, paclitaxel, and doxorubicin. The chemosensitizing effect of derivatives 2, 4, and 6 on KB-VIN cells against vincristine were more potent than 5 μM verapamil, and derivatives 4 and 13 were more effective than 5 μM verapamil for paclitaxel. Among them, 2 in particular increased the sensitivity of KB-VIN cells to vincristine by 253-fold.
    Keywords P-glycoproteins ; cell lines ; chemosensitization ; cytotoxicity ; doxorubicin ; multiple drug resistance ; neoplasm cells ; paclitaxel ; verapamil ; vincristine
    Language English
    Dates of publication 2022-09
    Size p. 796-802.
    Publishing place Springer Nature Singapore
    Document type Article ; Online
    ZDB-ID 1201350-x
    ISSN 1340-3443
    ISSN 1340-3443
    DOI 10.1007/s11418-022-01629-y
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    In stock of ZB MED Cologne/Königswinter

    Zs.A 2692: Show issues Location:
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  5. Article ; Online: Identification of Novel 4'-

    Xi, Wenli / Sun, Hua / Bastow, Kenneth F / Xiao, Zhiyan / Lee, Kuo-Hsiung

    Molecules (Basel, Switzerland)

    2022  Volume 27, Issue 15

    Abstract: C4 variation of 4'- ...

    Abstract C4 variation of 4'-
    MeSH term(s) Animals ; Antineoplastic Agents/pharmacology ; DNA Topoisomerases, Type II/metabolism ; Drug Screening Assays, Antitumor ; Mice ; Podophyllotoxin/pharmacology ; Structure-Activity Relationship ; Topoisomerase II Inhibitors/pharmacology
    Chemical Substances Antineoplastic Agents ; Topoisomerase II Inhibitors ; DNA Topoisomerases, Type II (EC 5.99.1.3) ; Podophyllotoxin (L36H50F353)
    Language English
    Publishing date 2022-08-07
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules27155029
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    Zs.MO 81: Show issues

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  6. Article ; Online: Bioactivity inspired C

    Wada, Koji / Goto, Masuo / Ohkoshi, Emika / Lee, Kuo-Hsiung / Yamashita, Hiroshi

    Journal of natural medicines

    2022  Volume 76, Issue 4, Page(s) 796–802

    Abstract: The pharmacological activities of ... ...

    Abstract The pharmacological activities of C
    MeSH term(s) Alkaloids/pharmacology ; Diterpenes/pharmacology ; Drug Resistance, Multiple ; Drug Resistance, Neoplasm ; Humans ; Neoplasms ; Paclitaxel/pharmacology ; Verapamil/pharmacology ; Vincristine/pharmacology
    Chemical Substances Alkaloids ; Diterpenes ; Vincristine (5J49Q6B70F) ; Verapamil (CJ0O37KU29) ; Paclitaxel (P88XT4IS4D)
    Language English
    Publishing date 2022-05-25
    Publishing country Japan
    Document type Journal Article
    ZDB-ID 2227540-X
    ISSN 1861-0293 ; 1340-3443
    ISSN (online) 1861-0293
    ISSN 1340-3443
    DOI 10.1007/s11418-022-01629-y
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    Zs.A 2692: Show issues Location:
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  7. Article ; Online: Phyto-sesquiterpene lactones DET and DETD-35 induce ferroptosis in vemurafenib sensitive and resistant melanoma via GPX4 inhibition and metabolic reprogramming.

    Chang, Meng-Ting / Tsai, Li-Chu / Nakagawa-Goto, Kyoko / Lee, Kuo-Hsiung / Shyur, Lie-Fen

    Pharmacological research

    2022  Volume 178, Page(s) 106148

    Abstract: Acquired resistance to vemurafenib (PLX4032) is a thorny issue in ... ...

    Abstract Acquired resistance to vemurafenib (PLX4032) is a thorny issue in BRAF
    MeSH term(s) Cell Line, Tumor ; Drug Resistance, Neoplasm ; Enzyme Inhibitors/pharmacology ; Ferroptosis/drug effects ; Humans ; Indoles/pharmacology ; Lactones/pharmacology ; Melanoma/drug therapy ; Melanoma/genetics ; Melanoma/metabolism ; Oxylipins/metabolism ; Phospholipid Hydroperoxide Glutathione Peroxidase/antagonists & inhibitors ; Proto-Oncogene Proteins B-raf/metabolism ; Sesquiterpenes/pharmacology ; Sulfonamides/pharmacology ; Vemurafenib/pharmacology
    Chemical Substances Enzyme Inhibitors ; Indoles ; Lactones ; Oxylipins ; Sesquiterpenes ; Sulfonamides ; Vemurafenib (207SMY3FQT) ; Phospholipid Hydroperoxide Glutathione Peroxidase (EC 1.11.1.12) ; Proto-Oncogene Proteins B-raf (EC 2.7.11.1)
    Language English
    Publishing date 2022-02-26
    Publishing country Netherlands
    Document type Journal Article
    ZDB-ID 1003347-6
    ISSN 1096-1186 ; 0031-6989 ; 1043-6618
    ISSN (online) 1096-1186
    ISSN 0031-6989 ; 1043-6618
    DOI 10.1016/j.phrs.2022.106148
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    In stock of ZB MED Cologne/Königswinter

    Zs.A 721: Show issues Location:
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  8. Article ; Online: MicroRNA-Mediated Mitochondrial Dysfunction Is Involved in the Anti-triple-Negative Breast Cancer Cell Activity of Phytosesquiterpene Lactones.

    Cheng, Yu-Ting / Nakagawa-Goto, Kyoko / Lee, Kuo-Hsiung / Shyur, Lie-Fen

    Antioxidants & redox signaling

    2022  Volume 38, Issue 1-3, Page(s) 198–214

    Abstract: Aims: ...

    Abstract Aims:
    MeSH term(s) Humans ; Cell Line, Tumor ; Cell Proliferation/genetics ; Gene Expression Regulation, Neoplastic ; Lactones/pharmacology ; MicroRNAs/genetics ; Protons ; Reactive Oxygen Species ; Triple Negative Breast Neoplasms/drug therapy ; Triple Negative Breast Neoplasms/genetics ; Triple Negative Breast Neoplasms/pathology ; Animals ; Sesquiterpenes/pharmacology ; Mitochondria/pathology
    Chemical Substances Lactones ; MicroRNAs ; Protons ; Reactive Oxygen Species ; deoxyelephantopin ; Sesquiterpenes
    Language English
    Publishing date 2022-09-13
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1483836-9
    ISSN 1557-7716 ; 1523-0864
    ISSN (online) 1557-7716
    ISSN 1523-0864
    DOI 10.1089/ars.2021.0251
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    Zs.A 5488: Show issues Location:
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  9. Article: Selectfluor-Enabled C(sp³)–H Alkoxylation of 3-Methylfuranocoumarins

    Qin, Zengxin / Zhao, Mengfei / Zhang, Kaixin / Goto, Masuo / Lee, Kuo-Hsiung / Li, Jizhen

    Journal of organic chemistry. 2021 May 25, v. 86, no. 11

    2021  

    Abstract: A facile and metal-free method for the direct C(sp³)–H bond alkoxylation of 3-methylfuranocoumarins with alcohols has been disclosed. Selectfluor enabled the (hetero)benzylic C–H etherification by tuning the reaction temperature and solvent. Various ... ...

    Abstract A facile and metal-free method for the direct C(sp³)–H bond alkoxylation of 3-methylfuranocoumarins with alcohols has been disclosed. Selectfluor enabled the (hetero)benzylic C–H etherification by tuning the reaction temperature and solvent. Various alcohols were compatible in this transformation with suitable yields. The mechanistic studies revealed that the reaction might undergo the double addition process of alcohols, as well as the departure of a fluoride anion and the formation of an oxonium ion.
    Keywords fluorides ; organic chemistry ; solvents ; temperature
    Language English
    Dates of publication 2021-0525
    Size p. 7864-7871.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.1c00776
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    Z 4' 49/42: Show issues
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  10. Article ; Online: Molecular hybridization used to design and synthesize neo-tanshinlactone derivatives as PD-1/PD-L1 inhibitors.

    Zhang, Menghan / Liu, Jianmin / Wang, Yue / Wang, Ping / Morris-Natschke, Susan / Lee, Kuo-Hsiung

    Bioorganic & medicinal chemistry

    2021  Volume 54, Page(s) 116579

    Abstract: Four series of molecular hybrids (37 final products) of neo-tanshinlactone, a natural product extracted from Salvia miltiorrhiza Bunge, and known PD-1/PD-L1 interaction inhibitors were prepared as possible chemotherapeutic agents against triple negative ... ...

    Abstract Four series of molecular hybrids (37 final products) of neo-tanshinlactone, a natural product extracted from Salvia miltiorrhiza Bunge, and known PD-1/PD-L1 interaction inhibitors were prepared as possible chemotherapeutic agents against triple negative breast cancer. Screening using a homogenous time-resolved fluorescence method resulted in three lead compounds (MZ52 IC
    MeSH term(s) Animals ; Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; B7-H1 Antigen/antagonists & inhibitors ; B7-H1 Antigen/metabolism ; Cell Line, Tumor ; Cell Proliferation/drug effects ; Dose-Response Relationship, Drug ; Drug Design ; Drug Screening Assays, Antitumor ; Furans/chemical synthesis ; Furans/chemistry ; Furans/pharmacology ; Humans ; Immune Checkpoint Inhibitors/chemical synthesis ; Immune Checkpoint Inhibitors/chemistry ; Immune Checkpoint Inhibitors/pharmacology ; Male ; Mice ; Mice, Inbred C57BL ; Molecular Structure ; Programmed Cell Death 1 Receptor/antagonists & inhibitors ; Programmed Cell Death 1 Receptor/metabolism ; Pyrones/chemical synthesis ; Pyrones/chemistry ; Pyrones/pharmacology ; Structure-Activity Relationship
    Chemical Substances Antineoplastic Agents ; B7-H1 Antigen ; CD274 protein, human ; Furans ; Immune Checkpoint Inhibitors ; PDCD1 protein, human ; Programmed Cell Death 1 Receptor ; Pyrones ; neotanshinlactone
    Language English
    Publishing date 2021-12-16
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1161284-8
    ISSN 1464-3391 ; 0968-0896
    ISSN (online) 1464-3391
    ISSN 0968-0896
    DOI 10.1016/j.bmc.2021.116579
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    Zs.A 3815: Show issues Location:
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