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Synthesis of benzo[c]phenanthridine derivatives and theirin vitro antitumor activities

  • Won-Jea Cho
  • Su-Jeong Yoo
  • Byung-Ho Chung
  • Bo-Gil Choi
  • Seung Hoon Cheon
  • Soon-Ho Whang
  • Sin-Kyu Kim
  • Boo-Hyon Kang
  • Chong-Ock Lee
Research Articles

Abstract

Aiming at the development of anticancer agents by modification of phenolic benzo[c]phenanthridine alkaloid, additional hydroxyl group was put on C10 position of fagaridine (1) by a biomimetic synthetic procedure to afford 10-hydroxyfagaridine (12). All of the synthetic intermediates were also screenedin vitro antitumor activities against five different cell lines as well as12. Among them the representative cytotoxic results are shown as follows;p-quinone (11) [ED50 (A549=0.22 μg/ml), (HCT15=0.21 μg/ml), fagaridine (1) (HCT 15=0.41 μg/ml), olefin (6) (HCT 15=0.06 μg/ml), acetal (7) (SKMEL-2=0.07 μg/ml), dihydrofagaridne (10) (A549=0. 38 μg/ml), 10-hydroxyfagaridine (12) (A 549=0.45 μg/ml). From these observation three main remarks can be drawn; (i) the iminium part of benzo[c]phenanthridine is not essential for showing acitvities, (ii) the additional hydroxyl group did not contribute to enhance the cytotoxicity, (iii) the 3-arylisoquinolin-1(2H)-one derivatives were found to display significantin vitro antitumor activity.

Key words

Anticancer agents Phenolic benzo[c]phenanthridine alkaloids Fagaridine 10-Hydroxyfagaridine 3-Arylisoquinolin-1(2H)-ones 

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Copyright information

© The Pharmaceutical Society of Korea 1996

Authors and Affiliations

  • Won-Jea Cho
    • 1
  • Su-Jeong Yoo
    • 1
  • Byung-Ho Chung
    • 1
  • Bo-Gil Choi
    • 1
  • Seung Hoon Cheon
    • 1
  • Soon-Ho Whang
    • 2
  • Sin-Kyu Kim
    • 2
  • Boo-Hyon Kang
    • 3
  • Chong-Ock Lee
    • 3
  1. 1.College of PharmacyChonnam National UniversityKwanjuKorea
  2. 2.College of PharmacyKyungHee UniversitySeoulKorea
  3. 3.Screening & Toxicology Research CenterKorea Research Institute of Chemical TechnologyDaejeonKorea

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