Synthesis and anticancer activity of novel halolactones with β-aryl substituents from simple aromatic aldehydes

被引：36

作者：

Gladkowski, Witold ^{[1
]}

Skrobiszewski, Andrzej ^{[1
]}

Mazur, Marcelina ^{[1
]}

Siepka, Monika ^{[1
]}

Pawlak, Aleksandra ^{[2
]}

Obminska-Mrukowicz, Bozena ^{[2
]}

Bialonska, Agata ^{[3
]}

Poradowski, Dominik ^{[2
]}

Drynda, Angelika ^{[2
]}

Urbaniak, Mariusz ^{[4
]}

机构：

[1] Wroclaw Univ Environm & Life Sci, Dept Chem, PL-50375 Wroclaw, Poland

[2] Wroclaw Univ Environm & Life Sci, Dept Biochem Pharmacol & Toxicol, PL-50375 Wroclaw, Poland

[3] Univ Wroclaw, Dept Crystallog, PL-50383 Wroclaw, Poland

[4] Jan Kochanowski Univ, Inst Chem, PL-25406 Kielce, Poland

来源：

TETRAHEDRON | 2013年 / 69卷 / 48期

关键词：

Lactones; Aromatic ring; Halolactonization; Cytotoxic activity; ENANTIOSELECTIVE SYNTHESIS; CLAISEN REARRANGEMENT; CYTOTOXIC EVALUATION; SESQUITERPENE LACTONES; ALLYLIC ALCOHOLS; GAMMA-LACTONES; IN-VITRO; METHYL; LIGNAN; ENTEROLACTONE;

D O I：

10.1016/j.tet.2013.09.094

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 20 novel racemic iodo-, bromo- and chlorolactones, possessing beta-phenyl-gamma-lactone or beta-phenyl-delta-lactone framework, were synthesized from commercially available aromatic aldehydes in convenient five-step syntheses. Some of them showed noticeable cytotoxic effect against two cancer lines, Jurkat (human leukaemia) and D17 (canine osteosarcoma). The highest activity, comparable with carboplatin, was observed for cis-5-(1-iodoethyl)-4-(4'-isopropylphenyl)dihydrofuran-2-one against Jurkat cell line. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：10414 / 10423

页数：10

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