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Synthesis of Cytotoxic Isodeoxypodophyllotoxin Analogs Publisher



Alizadeh BH1 ; Emami S3 ; Dehghan G4 ; Foroumadi A5 ; Shafiee A5
Authors
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Authors Affiliations
  1. 1. Iranian Research Institute of Plant Protection (IRIPP), Shahid Chamran Avenue, Yaman St. No 1
  2. 2. P.O. Box: 1454, Tehran, Iran
  3. 3. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran
  4. 4. Department of Biology, Faculty of Natural Sciences, University of Tabriz, Tabriz, Iran
  5. 5. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran

Source: Journal of Heterocyclic Chemistry Published:2017


Abstract

A series of aryltetralin lignans 7a, 7b, 7c, 7d, 7e, 7f, 7g, 7h, 7i, 7j, 7k, 7l were synthesized as cytotoxic isodeoxypodophyllotoxin analogs. The title compounds 7a, 7b, 7c, 7d, 7e, 7f, 7g, 7h, 7i, 7j, 7k, 7l were synthesized from the reaction of (+)-(R)-4-[benzo(d)(1,3)dioxol-5-ylmethyl]-dihydrofuran-2-(3H)-one with different arylaldehydes to afford benzyl alcohol analogs and subsequent cyclization with trifluoroacetic acid in dichromethane. The preliminary screening of the compounds against viability of blood cancer human cell line K562 revealed that compounds 7d, 7e, and 7f had higher inhibitory activity at 10 µg/mL concentration compared with etoposide as reference drug. © 2016 Wiley Periodicals, Inc.