10 Cassia siameaおよびC.spectabilisに含有される抗マラリア活性アルカロイドの構造と合成(口頭発表の部)
書誌事項
- タイトル別名
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- 10 Structures and Synthesis of Antiplasmodial Alkalods from Cassia siamea and C. spectabilis(Oral Presentation)
説明
Malaria caused by parasites of the geuns Plasmodium is one of the leading infectious diseases in many tropical and some of temperate regions. During our studies on new lead agents against malaria from medicinal plants, cassiarin F (1), a novel hybrid alkaloid consisting of cassiarin A (2) and a biphenyl unit with an acetonyl moiety, have been isolated from the flowers of Cassia siamea (Leguminosae), which have been widely used in traditional medicine, particularly for the treatment of periodic fever and malaria. Furthermore, from the leaves of C. spectabilis (Leguminosae), (-)-iso-6-spectaline (3), (-)-iso-6-cassine (4), (-)-cassine (5), and (+)-spectaline (6) have been isolated. The structures of cassiarin F (1), (-)-iso-6-spectaline (3), (-)-iso-6-cassine (4), (-)-cassine (5), and (+)-spectaline (6) were determined by 1D & 2D-NMR data (^1H-^1H COSY, HSQC, HMBC, and ROESY) and optical rotation value. The biaryl moiety of 1 was considered to be racemic from its small optical rotation value and CD spectrum, in which no Cotton effect was observed. Cassiarin F (1) might be biosynthetically produced by a transformation of chrobisiamone A. A total synthesis of the unique tetracyclic cassiarin F (1) was achieved by employing the Suzuki coupling constructing biaryl unit, nucleophilic aromatic substitution, and Houben-Hoesch type ring construction as key steps. Alkaloids (1, 3, and 4) isolated in this research were evaluated for antiplasmodial activity against Plasmodium falciparum 3D7 strain in vitro and showed modest antiplasmodial activity.
収録刊行物
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- 天然有機化合物討論会講演要旨集
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天然有機化合物討論会講演要旨集 54 (0), 55-59, 2012
天然有機化合物討論会実行委員会
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詳細情報 詳細情報について
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- CRID
- 1390001206079533312
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- NII論文ID
- 110010013803
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- ISSN
- 24331856
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可