• Title/Summary/Keyword: Annonaceous acetogenin

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2,4-cis- and trans-isoannonacin: Cytotoxic Ketolactone Annonaceous Acetogenins from the Seeds of Asimina triloba (Asimina triloba 씨앗으로부터 세포독성 Annonaceous Acetogenin으로서의 2,4-cis- 및 trans-isoannonacin)

  • Kim, Dal-Hwan;Jung, Soon-Ja;Kim, Chong-Won;Woo, Mi-Hee
    • Korean Journal of Pharmacognosy
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    • v.29 no.4
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    • pp.331-337
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    • 1998
  • Most Annonaceous acetogenins are potently bioactive and offer exciting potential as new antitumor, pesticidal and other bioactivites. The major mode of action of the acetogenin is inhibition of electron transport in the mitochodria. Two known cytotoxic ketolactone Annonaceous acetogenins, (2,4-cis)-isoannonacin (compound 1) and (2,4-trans)-isoannonacin (compound 2), have been isolated from Asimina triloba (Annonaceae) by bioactivity directed fractionation. The structures were characterized on the basis of chemical and spectral data. Compounds 1 and 2, which are known but are first isolated from the seeds of this species, were ob-tained. In brine shrimp lethality test (BST), 1 and 2 exhibited cytotoxicity.

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Utilization of Liquid Chromatography Mass Spectroscopy for Screening Analysis of Acetogenins in Extracts of Asimina triloba Leaves (포포나무 잎 추출물에 존재하는 Acetogenin 확인을 위한 액체크로마토그래피 질량분석기의 활용)

  • Im, Do-Youn;Lee, Kyoung-In
    • Korean Journal of Pharmacognosy
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    • v.49 no.3
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    • pp.278-284
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    • 2018
  • Asimina triloba contains many kinds of annonaceous acetogenins known to have toxicity and/or activity. In this study, analysis of acetogenins was carried out on the extract and its solvent fractions of A. triloba leaves using a liquid chromatography mass spectroscopy(LC-MS). In the extract, the ethanolic extract was significantly higher acetogenin contents than hot water extract. In the analysis of solvent fraction from the ethanolic extract, n-hexane, ethylacetate, and aqueous fraction were contained 85.17~90.92%, 8.96~14.52% and 0.12~0.35% of total acetogenin in the extract. Based on these results, the analytical method is useful for comparing annonaceous acetogenins contents in plant samples. Moreover, when research or product development aiming at the physiological activity of acetogenin such as anticancer activity using A. triloba leaves is performed, a fractionation using a nonpolar organic solvents and alcohol extract may be useful methods. This method can also be used for the purpose of eliminating toxicity as well.

Corrosolin and Compound-2: Cytotoxic Annonaceous Acetogenins from the Seeds of Annona cherimolia (Corrosolin 및 Compound-2 : Annona cherimolia 씨앗으로부터 분리된 세포독성 Annonaceous acetogenin)

  • 김달환;우미희
    • YAKHAK HOEJI
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    • v.43 no.5
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    • pp.584-590
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    • 1999
  • Bioactivity-directed fractionation from the seeds of Annona cherimolia resulted in the isolation of two known cytotoxic compounds : corrosolin (1) and compound-2 (2). The structures of these compounds were characterized on the basis of chemical and spectral data. Corrosolin has a relative stereochemical relationship of threo/trans/threo for the mono-tetrahydrofuran (THF) ring with two flanking hydroxyls, from C-15 to C-20, which is the annonacin type. Compound-2 has a relative stereochemical relationship of threo/trans/threo/trans/threo for the adjacent bis-THF ring with two flanking hydroxyls, such as in the asimicin type. The absolute configurations of carbinol carbons in corrosolin in corrosolin were determined as 10R, 15R, and 20R by analysis of its Mosher ester derivatives. Corrosolin and compound-2 are known, but are first isolated in this plant.

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