Synthesis of New Azulene Derivatives and Study of Their Effect on Lipid Peroxidation and Lipoxygenase Activity.
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- Rekka Eleni
- Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotelian University of Thessaloniki
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- Chrysselis Michael
- Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotelian University of Thessaloniki
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- Siskou Ioanna
- Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotelian University of Thessaloniki
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- Kourounakis Angeliki
- Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotelian University of Thessaloniki
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The relationship between free radicals and acute or chronic inflammation has been well established. We have previously reported the significant antioxidant activity of the natural azulene derivatives chamazulene and guaiazulene. Furthermore, some synthetic azulene analogues have been found to possess anti-inflammatory activity. In this investigation we report the synthesis of five 3-alkyl or 3-(hydroxy)alkylazulene-1-carboxylic acids and esters, from tropolone, via the corresponding furanone. The synthesised compounds were tested for their effect on the peroxidation of rat hepatic microsomal membrane lipids, applying the 2-thiobarbituric acid test. Their anti-inflammatory activity was evaluated in vitro by the offered inhibition of soybean lipoxygenase. All the tested molecules were found to inhibit lipid peroxidation by 100% at 1 mM. They were also found to considerably inhibit lipoxygenase activity. The above results are discussed in relation to the structure and physicochemical properties of the examined azulene derivatives.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 50 (7), 904-907, 2002
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390001204162179456
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- NII論文ID
- 110003616272
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- NII書誌ID
- AA00602100
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- COI
- 1:CAS:528:DC%2BD38XlvVCht70%3D
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 6262650
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- PubMed
- 12130848
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可