| Budget Amount *help |
¥6,100,000 (Direct Cost: ¥6,100,000)
Fiscal Year 1989: ¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1988: ¥4,300,000 (Direct Cost: ¥4,300,000)
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| Research Abstract |
1. Synthetic Study of Lyngbyatoxin A-Related Compounds - The following compounds, which are structurally related to a blue-green alga component, lyng byatoxin A, are synthesized using our novel synthetic method of 4-amino-7- alkylindoles: Dihydroteleocidin B-4 (1), trleocidin B-3 (2), teleocidin B-4 (3), (E)- 3,7,11-tdmethyl-1,6,10-dodecatden-3-yl-(-)-indolactam V (4), pendolmycin (5), and an enantismer of lyngbyatoxin A. All these compounds are sent to biologists to evaluate their activities. Pendolmycin (5) is an inhibitor of epidermal growth factor-induced phosphatidyhnositol turnover and exhibits ca. 1/10 of tumor pro moter activity relative to those of 1 - 4. A new synthesis method for ^3H-labeled pendolmycin was established providing its binding site analysis. 2. Synthetic Study of Hapalindoles - Among about 20 indole alkaloids, which show the antibacterial and antimycotic activity, isolated from a blue-green alga Hapalosiphon fontinalis, hapalindoles J(6), M(7), H(8), and U(9) were synthesized for the first time. The synthesis relied upon newly developed two novel reactions: (i) Lewis acid-catalyzed intramolecular Friedel-Crafts type reaction on 1-tosylindole and (ii) abnormal LiAlH_4 reduction of the tetra-substituted double bond conjugated to the indole nucleus. 3. Synthetic Study of Trikentdns - cis-Trikentdn A (10), trans-trikentrin A(11), cis-trikentrin B(12), trans-trikentrin B(13), and iso-trans-trikentrin B (14), constituents of the extract from a marine sponge Trikentrion flabelliforme, were efficiently synthesized in a very short step. Absolute configuration of these natural products was determined by synthesis of enantismers of 10 and 11.
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