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Tytuł:
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Synthesis of novel potent cytotoxicy podophyllotoxin-naphthoquinone compounds via microwave-assited multicomponent domino reactions.
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Autorzy:
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Nguyen Thi QG; Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam. Electronic address: .
Le-Nhat-Thuy G; Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam. Electronic address: .
Dang Thi TA; Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam. Electronic address: .
Hoang Thi P; Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam. Electronic address: .
Nguyen Tuan A; Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam. Electronic address: .
Nguyen Thi TH; Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam. Electronic address: .
Nguyen TT; Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam. Electronic address: .
Nguyen Ha T; Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam. Electronic address: .
Hoang Mai H; Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam. Electronic address: .
Nguyen TV; Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam. Electronic address: .
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Źródło:
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Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2021 Apr 01; Vol. 37, pp. 127841. Date of Electronic Publication: 2021 Feb 05.
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Typ publikacji:
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Journal Article; Research Support, Non-U.S. Gov't
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Język:
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English
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Imprint Name(s):
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Publication: Oxford : Elsevier Science Ltd
Original Publication: Oxford ; New York : Pergamon Press, c1991-
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MeSH Terms:
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Microwaves*
Antineoplastic Agents/*pharmacology
Naphthoquinones/*pharmacology
Podophyllotoxin/*pharmacology
Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Cell Line ; Cell Proliferation/drug effects ; Dose-Response Relationship, Drug ; Drug Screening Assays, Antitumor ; Humans ; Molecular Structure ; Naphthoquinones/chemical synthesis ; Naphthoquinones/chemistry ; Podophyllotoxin/chemical synthesis ; Podophyllotoxin/chemistry ; Structure-Activity Relationship
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Contributed Indexing:
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Keywords: Azaanthraquinone; Cytotoxicic activity; Four-component reaction; Microwave-assisted reaction; Naphthoquinone; Podophyllotoxin derivatives
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Substance Nomenclature:
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0 (Antineoplastic Agents)
0 (Naphthoquinones)
L36H50F353 (Podophyllotoxin)
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Entry Date(s):
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Date Created: 20210208 Date Completed: 20210825 Latest Revision: 20210825
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Update Code:
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20240104
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DOI:
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10.1016/j.bmcl.2021.127841
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PMID:
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33556568
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A series of novel podophyllotoxin-naphthoquinone compounds 5a-p were synthesized in good yields using microwave-assisted four-component reactions of 2-hydroxy-1,4-naphthoquinone, aromatic benzaldehydes, tetronic acid and ammonium acetate. All the synthesized compounds were fully characterized by spectral data and evaluated for their cytotoxicity activities against KB, HepG2, Lu1, MCF7, and non-cancerous Hek-293 cell lines. Among 16 new compounds screened, compounds 5a, 5d, 5h, and 5k displayed high potent inhibitory activities with IC 50 < 40 nM against HepG2 and SK-Lu-1 cell lines, and showed lower toxicity for non-cancerous Hek-293 cell line, demonstrating the potential importance of these compounds in the development of potential anticancer agents.
(Copyright © 2021 Elsevier Ltd. All rights reserved.)
