Synthesis of BC-ring model of globostellatic acid X methyl ester, an anti-angiogenic substance from marine sponge |
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Authors: | Kotoku Naoyuki Tamada Nao Hayashi Asami Kobayashi Motomasa |
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Affiliation: | Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan. kobayasi@phs.osaka-u.ac.jp |
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Abstract: | Concise synthesis of BC-ring model compounds of 13E,17E-globostellatic acid X methyl ester, an anti-angiogenic triterpene derivative from Indonesian marine sponge, was achieved through ynolate olefination and allylic oxidation as key steps. The model compound 5, which was synthesized within 10 reaction steps from commercially available Hajos-Parrish ketone, showed anti-proliferative activity against HUVECs with moderate selectivity. |
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