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Special Issue "Quinones and Hydroxyquinones. Target Molecules and Building Blocks in Organic Synthesis"

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A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Synthesis".

Deadline for manuscript submissions: closed (30 June 2009)

Special Issue Editor

Guest Editor
Prof. Dr. Spyros Spyroudis

Laboratory of Organic Chemistry, Department of Chemistry, Aristotle University of Thessaloniki, 54124 Thessaloniki, Greece
E-Mail
Fax: +30 2310 997679
Interests: chemistry of hypervalent iodonium organic compounds and applications in synthesis; transition metals in organic synthesis; chemistry of hydroxyquinones

Keywords

  • Chemistry of hypervalent iodonium organic compounds and applications in synthesis
  • Transition metals in organic synthesis
  • Chemistry of hydroxyquinones

Published Papers (3 papers)

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Research

Open AccessArticle Quinones as Key Intermediates in Natural Products Synthesis. Syntheses of Bioactive Xanthones from Hypericum perforatum
Molecules 2009, 14(8), 2857-2861; doi:10.3390/molecules14082857
Received: 30 July 2009 / Revised: 23 July 2009 / Accepted: 29 July 2009 / Published: 3 August 2009
Cited by 4 | PDF Full-text (63 KB) | HTML Full-text | XML Full-text
Abstract Two bioactive xanthones from Hypericum perforatum have been synthesized by direct routes. Benzo[c]xanthone 5 can be prepared from intermediate 4. Full article
Figures

Open AccessArticle Synthesis and Antitumor Evaluation of Novel Bis-Triaziquone Derivatives
Molecules 2009, 14(7), 2306-2316; doi:10.3390/molecules14072306
Received: 30 April 2009 / Revised: 19 June 2009 / Accepted: 23 June 2009 / Published: 29 June 2009
Cited by 6 | PDF Full-text (268 KB) | HTML Full-text | XML Full-text
Abstract
Aziridine-containing compounds have been of interest as anticancer agents since late 1970s. The design, synthesis and study of triaziquone (TZQ) analogues with the aim of obtaining compounds with enhanced efficacy and reduced toxicity are an ongoing research effort in our group. A series
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Aziridine-containing compounds have been of interest as anticancer agents since late 1970s. The design, synthesis and study of triaziquone (TZQ) analogues with the aim of obtaining compounds with enhanced efficacy and reduced toxicity are an ongoing research effort in our group. A series of bis-type TZQ derivatives has been prepared and their cytotoxic activities were investigated. The cytotoxicity of these bis-type TZQ derivatives were tested on three cancer lines, including breast cancer (BC-M1), oral cancer (OEC-M1), larynx epidermal cancer (Hep2) and one normal skin fibroblast (SF). Most of these synthetic derivatives displayed significant cytotoxic activities against human carcinoma cell lines, but weak activities against SF. Among tested analogues the bis-type TZQ derivative 1a showed lethal effects on larynx epidermal carcinoma cells (Hep2), with an LC50 value of 2.02 mM, and also weak cytotoxic activity against SF cells with an LC50 value over 10 mM for 24 hr treatment. Comparing the viability of normal fibroblast cells treated with compound 1a and TZQ, the LC50 value of the latter was 2.52 mM, indicating more toxicity than compound 1a. This significantly decreased cytotoxicity of compound 1a towards normal SF cells, while still maintaining the anticancer activity towards Hep2 cells is an interesting feature. Among the seven compounds synthesized, compound 1c has similar toxicity effects on the three cancer cell lines and SF normal cells as the TZQ monomer. Full article
Open AccessArticle Brominated Thiophenes as Precursors in the Preparation of Brominated and Arylated Anthraquinones
Molecules 2009, 14(3), 1013-1031; doi:10.3390/molecules14031013
Received: 21 January 2009 / Revised: 18 February 2009 / Accepted: 24 February 2009 / Published: 4 March 2009
Cited by 9 | PDF Full-text (270 KB) | HTML Full-text | XML Full-text
Abstract Brominated anthraquinones can be synthesized directly from bromothiophenes when these are reacted with 1,4-naphthoquinones in the presence of meta-chloroperoxybenzoic acid. The bromoanthraquinones are versatile building blocks in the preparation of arylated anthraquinones and of extended π-systems with interspersed anthraquinone units. Full article

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