| Budget Amount *help |
¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 1986: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1985: ¥1,300,000 (Direct Cost: ¥1,300,000)
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| Research Abstract |
The structures of chlorinated prostanoids punaglandins (PUGs) isolated from Hawaiian octocoral Telesto riisei have been reported by Scheuer et al. Formula 2 and 1 were postulated for PUG 3 and 4, respectively, which have potent antineoplastic activity. In this research, the synthesis of PUG 3 and 4 has been studied.
Firstly, compound 1 was synthesized by linking of the chiral cyclopentenone (-)-3 to the chiral <alpha> -side chain 4 derived from 2-deoxy-D-ribose. However, the synthetic 1 (5S,6S,12S) was not identical with PUG 4. Therefore, all possible diastereomers: 6 (5S,6R,12S); 7 (5S,6S,12R); 9 (5S,6R,12R), were synthesized by analogous synthetic technique. As the result, compound 7 was found to be identical with natural authentic specimen of PUG 4. Similary, synthetic study on PUG 3 revealed its collect structure as 8. Here the total synthesis of both of PUG 3 and 4 was accomplished and it made the structural revision.
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