2014Journal of ChemistryOpen access

New Bioactive Oleanane Type Compounds fromCoriandrum sativumLinn.

Muhammad Iqbal, Muhammad Bilal, Rubina Iqbal, Muhammad Akram, Imam Bakhsh Baloch, Musa Kaleem Baloch

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Abstract

Five (1–5) new bioactive oleanane type triterpenoids have been isolated from ethyl acetate soluble fraction of ethanolic extract ofCoriandrum sativumLinn. of Umbelliferae family. Ethanolic extract of the whole plant was fractionated in organic solvents. Ethyl acetate fraction was subjected to column chromatography on HPLC RP-18 to get 1-oxo-11β,21β-dihydroxy-oleanane (1), 1-oxo-11β-hydroxy-21β-O-acetyloleanane (2), 1-oxo-11β-hydroxy-21β-O-angeloyloleanane (3), 1-oxo-11β-O-angeloyl-21β-O-acetyloleanane (4), and 1-oxo-11β,21β-O-dibenzoyloleanane (5). The structures were elucidated after analysis of spectroscopic data, UV, IR, NMR (1H,13C, 1D, and 2D), and mass measurements. Suspension in water of crude ethyl acetate extract was employed to treat sheep with ringworm disease. All isolated compounds (1–5) displayed excellent activity in terms of inhibition zones, MICs, MBCs, and MFCs against both bacteria and fungi. Ethyl acetate extract showed excellent antiringworm activity in sheep.

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Five (1–5) new bioactive oleanane type triterpenoids have been isolated from ethyl acetate soluble fraction of ethanolic extract ofCoriandrum sativumLinn. of Umbelliferae family. Ethanolic extract of the whole plant was fractionated in organic solvents. Ethyl acetate fraction was subjected to column chromatography on HPLC RP-18 to get 1-oxo-11β,21β-dihydroxy-oleanane (1), 1-oxo-11β-hydroxy-21β-O-acetyloleanane (2), 1-oxo-11β-hydroxy-21β-O-angeloyloleanane (3), 1-oxo-11β-O-angeloyl-21β-O-acetyloleanane (4), and 1-oxo-11β,21β-O-dibenzoyloleanane (5). The structures were elucidated after analysis of spectroscopic data, UV, IR, NMR (1H,13C, 1D, and 2D), and mass measurements. Suspension in water of crude ethyl acetate extract was employed to treat sheep with ringworm disease. All isolated compounds (1–5) displayed excellent activity in terms of inhibition zones, MICs, MBCs, and MFCs against both bacteria and fungi. Ethyl acetate extract showed excellent antiringworm activity in sheep.

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Available abstract

Five (1–5) new bioactive oleanane type triterpenoids have been isolated from ethyl acetate soluble fraction of ethanolic extract ofCoriandrum sativumLinn. of Umbelliferae family. Ethanolic extract of the whole plant was fractionated in organic solvents. Ethyl acetate fraction was subjected to column chromatography on HPLC RP-18 to get 1-oxo-11β,21β-dihydroxy-oleanane (1), 1-oxo-11β-hydroxy-21β-O-acetyloleanane (2), 1-oxo-11β-hydroxy-21β-O-angeloyloleanane (3), 1-oxo-11β-O-angeloyl-21β-O-acetyloleanane (4), and 1-oxo-11β,21β-O-dibenzoyloleanane (5). The structures were elucidated after analysis of spectroscopic data, UV, IR, NMR (1H,13C, 1D, and 2D), and mass measurements. Suspension in water of crude ethyl acetate extract was employed to treat sheep with ringworm disease. All isolated compounds (1–5) displayed excellent activity in terms of inhibition zones, MICs, MBCs, and MFCs against both bacteria and fungi. Ethyl acetate extract showed excellent antiringworm activity in sheep.

Key concepts: Coriandrum, Oleanane, Chemistry, Ethyl acetate, Sativum, Chromatography, Column chromatography, Traditional medicine

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