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(25S)-Cholesten-26-oic acid derivatives from an Indonesian soft coral Minabea sp. |
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| Authors: | Weifang Wang Takahiro Nakazawa Remy E.P. Mangindaan Henki Rotinsulu Sachiko Tsukamoto |
| Affiliation: | a Department of Natural Product Chemistry, Tohoku Pharmaceutical University, Aoba-ku, Sendai 981-8558, Japan b Faculty of Fisheries and Marine Science, Sam Ratulangi University, Kampus Bahu, Manado 95115, Indonesia c Institute of Molecular and Cellular Biosciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-0032, Japan d Graduate School of Science, Chiba University, Inage-ku, Chiba 263-8522, Japan |
| Abstract: | (25S)-3-Oxocholesta-1,4-dien-26-oic acid (1) and a new (25S)-18-acetoxy-3-oxocholesta-1,4-dien-26-oic acid (2) were isolated from a soft coral Minabea sp. (cf. aldersladei) collected in North Sulawesi, Indonesia, together with two known cholic-acid-type compounds, 3-oxochol-1,4-dien-24-oic acid (3) and 3-oxochol-4-en-24-oic acid (4). The structures of these compounds were determined on the basis of their spectroscopic data. The absolute stereochemistry at C-25 of 2 was determined by comparative 1H NMR study using chiral anisotropic reagents [(S)- and (R)-phenylglycine methyl esters]. This is the first to report compound 1 as a natural product. |
| Keywords: | Soft coral Minabea sp. (25S)-3-Oxocholesten-26-oic acid 3-Oxocholen-24-oic acid Steroidal carboxylic acids |
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