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Relative stereochemistries of the ether rings and sugar moieties in durinskiol A |
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| Authors: | Masaki Kita Eric R.O. Siwu Takahiro Takiguchi Tomoyuki Koyama Takeshi Iwashita Daisuke Uemura |
| Affiliation: | a Research Center for Materials Science, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan b Department of Chemistry, Graduate School of Science, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan c Suntory Institute for Bioorganic Research, Mishima, Osaka 618-8503, Japan |
| Abstract: | Durinskiol A (1) is a long carbon-chain polyol compound with a molecular weight of 2128 mu isolated from the symbiotic dinoflagellate Durinskia sp. The relative stereochemistries of ether rings and sugar moieties in 1 were established based on 2D-NMR analysis and molecular modeling studies. Conformational analysis of the 6,5,6-bis-spiroacetal ring in 1 was also examined by using ab initio methods. |
| Keywords: | Configuration determination Glycosides Molecular modeling Natural products Super-carbon-chain compounds |
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