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The short way to chiral compounds with hexahydrofluoreno[9,1-bc]furan framework: Synthesis and cytotoxic activity Full article

Journal Bioorganic and Medicinal Chemistry
ISSN: 0968-0896 , E-ISSN: 1464-3391
Output data Year: 2015, Volume: 23, Number: 7, Pages: 1472-1480 Pages count : DOI: 10.1016/j.bmc.2015.02.013
Tags Cytotoxicity; Antitumor activity; Terpene; Carene; Heterocycle; Apoptosis; Clay
Authors Kurbakova Svetlana Yu. 1 , Il'ina Irina V. 1,2 , Mikhalchenko Oksana S. 1 , Pokrovsky Mikhail A. 2 , Korchagina Dina V. 1 , Volcho Konstantin P. 1,2 , Pokrovsky Andrey G. 2 , Salakhutdinov Nariman F. 1,2
Affiliations
1 (Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
2 (Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

Abstract: A simple and efficient method for synthesizing chiral heterocyclic compounds with the hexahydrofluoreno[9,1-bc]furan framework via interaction between trans-4-hydroxymethyl-2-carene and aromatic aldehydes containing methoxy and hydroxyl moieties in the presence of montmorillonite clay was found. One of the synthesized compounds exhibited a high cytotoxic activity against lymphoblastoid cell line MT-4 (CTD50 0.9 mu M), which was higher than that of the comparative drug Doxorubicin. Death of cancer cells in this case substantially occurs via induction of apoptosis. (C) 2015 Elsevier Ltd. All rights reserved.
Cite: Kurbakova S.Y. , Il'ina I.V. , Mikhalchenko O.S. , Pokrovsky M.A. , Korchagina D.V. , Volcho K.P. , Pokrovsky A.G. , Salakhutdinov N.F.
The short way to chiral compounds with hexahydrofluoreno[9,1-bc]furan framework: Synthesis and cytotoxic activity
Bioorganic and Medicinal Chemistry. 2015. V.23. N7. P.1472-1480. DOI: 10.1016/j.bmc.2015.02.013 WOS Scopus РИНЦ
Dates:
Published print: Apr 1, 2015
Identifiers:
Web of science WOS:000350995500012
Scopus 2-s2.0-84925505642
Elibrary 24019742
OpenAlex W1969972600
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