From the CH2Cl2 extract of seed kernels of Caesalpinia crista from Myanmar, two rare and biogenetically interesting methyl migrated cassane-type furanoditerpenes [caesalpinins MM (1) and MN (2)] and two normal cassane-type furanoditerpenes [caesalpinins MO (3) and MP (4)] have been isolated, together with eight known cassane-type diterpenes, 1-deacetoxy-1-oxocaesalmin C (5), 1-deacetylcaesalmin C (6), caesalmin C (7), bonducellpin C (8), caesaldekarin e (9), 2-acetoxycaesaldekarin e (10), 2-acetoxy-3-deacetoxycaesaldekarin e (11), and norcaesalpinin E (12). Among the known compounds, compounds 5 and 6 were for the first time isolated from a natural source. The structures of these compounds were elucidated by the use of spectroscopic techniques.
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Four new cassane-type diterpenoids from the seed kernels of Roxb.
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The first investigation of chemical composition in seed kernels of Roxb. resulted in the separation of four new cassane diterpenes, including three furanoditerpenes (, and ) and one tricyclic type (). It was the first found cassane diterpenoids from this plant.
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Serial antibacterial furanoditerpenes caesanines A-D (1-4), possessing a cassane-type diterpenoid skeleton with an unusual N bridge between C-19/C-20, were identified from a Chinese herb Caesalpinia sappan Linn. In addition, caesanine D (4) showed the first class of dicassane diterpenoid ethers. Their structures were determined by different spectroscopic methods and ECD calculation.
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Chem Pharm Bull (Tokyo)
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Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, Toyama, Japan.
From the CH2Cl2 extract of seed kernels of Caesalpinia crista from Myanmar, two rare and biogenetically interesting methyl migrated cassane-type furanoditerpenes [caesalpinins MM (1) and MN (2)] and two normal cassane-type furanoditerpenes [caesalpinins MO (3) and MP (4)] have been isolated, together with eight known cassane-type diterpenes, 1-deacetoxy-1-oxocaesalmin C (5), 1-deacetylcaesalmin C (6), caesalmin C (7), bonducellpin C (8), caesaldekarin e (9), 2-acetoxycaesaldekarin e (10), 2-acetoxy-3-deacetoxycaesaldekarin e (11), and norcaesalpinin E (12). Among the known compounds, compounds 5 and 6 were for the first time isolated from a natural source. The structures of these compounds were elucidated by the use of spectroscopic techniques.
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