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Synthesis of Cytotoxic Isodeoxypodophyllotoxin Analogs
Author(s) -
Alizadeh Babak Heidary,
Emami Saeed,
Dehghan Gholamreza,
Foroumadi Alireza,
Shafiee Abbas
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2618
Subject(s) - chemistry , trifluoroacetic acid , etoposide , cytotoxic t cell , stereochemistry , cancer cell lines , cancer cell , organic chemistry , biochemistry , cancer , in vitro , medicine , surgery , chemotherapy
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‐(3 H )‐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.