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Research ArticleExperimental Studies

Relationship Between the Structure of Alkylpsoralens and Their Antiproliferative Activity in HL60 Cells

SATORU KAWAII, YU MATSUOKA, HIDEKI NOGUCHI, TAKANORI SATO and YUKO YOSHIZAWA
Anticancer Research April 2022, 42 (4) 1777-1783; DOI: https://doi.org/10.21873/anticanres.15654
SATORU KAWAII
1Laboratory of Bio-organic Chemistry, Tokyo Denki University, Hatoyama, Japan;
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  • For correspondence: kawaii@mail.dendai.ac.jp
YU MATSUOKA
1Laboratory of Bio-organic Chemistry, Tokyo Denki University, Hatoyama, Japan;
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HIDEKI NOGUCHI
1Laboratory of Bio-organic Chemistry, Tokyo Denki University, Hatoyama, Japan;
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TAKANORI SATO
1Laboratory of Bio-organic Chemistry, Tokyo Denki University, Hatoyama, Japan;
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YUKO YOSHIZAWA
2Laboratory of Bio-organic Chemistry, Akita Prefectural University, Akita, Japan
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Abstract

Background/Aim: As part of our continuing investigation in coumarin derivatives as potential anticancer substances, a series of alkylpsoralens were synthesized, and their antiproliferative activity was evaluated in leukemic HL60 cells. Materials and Methods: Alkylpsoralens were systematically synthesized from the combination of several chloroketones and 7-hydroxycoumarin derivatives. Results: Among the compounds synthesized, 4,4’,8-trimethylpsoralen demonstrated the most potent activity (IC50=6.6 μM). Conclusion: The correlation between the alkylation pattern and antiproliferative activity showed the importance of the C4-methyl and C8-methyl moieties in the psoralen nucleus as well as the importance of lipophilicity for their antiproliferative activity.

Key Words:
  • Linear furocoumarin
  • psoralen
  • antiproliferative activity
  • HL60 cells
  • structure and activity relationship
  • Received January 26, 2022.
  • Revision received February 15, 2022.
  • Accepted February 16, 2022.
  • Copyright © 2022 International Institute of Anticancer Research (Dr. George J. Delinasios), All rights reserved.
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Anticancer Research: 42 (4)
Anticancer Research
Vol. 42, Issue 4
April 2022
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Relationship Between the Structure of Alkylpsoralens and Their Antiproliferative Activity in HL60 Cells
SATORU KAWAII, YU MATSUOKA, HIDEKI NOGUCHI, TAKANORI SATO, YUKO YOSHIZAWA
Anticancer Research Apr 2022, 42 (4) 1777-1783; DOI: 10.21873/anticanres.15654

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Relationship Between the Structure of Alkylpsoralens and Their Antiproliferative Activity in HL60 Cells
SATORU KAWAII, YU MATSUOKA, HIDEKI NOGUCHI, TAKANORI SATO, YUKO YOSHIZAWA
Anticancer Research Apr 2022, 42 (4) 1777-1783; DOI: 10.21873/anticanres.15654
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Keywords

  • Linear furocoumarin
  • psoralen
  • antiproliferative activity
  • HL60 cells
  • structure and activity relationship
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