Autor: |
Grace K. Zoorob, John W. Huffman, Patricia H. Reggio, H. Howard Joyner, W. Kenneth Banner, Billy R. Martin, David R. Compton |
Rok vydání: |
1995 |
Předmět: |
|
Zdroj: |
Tetrahedron. 51:1017-1032 |
ISSN: |
0040-4020 |
Popis: |
Both C9 epimers of Δ7-THC (3 and 4) have been synthesized from Δ8-THC methyl ether (12). Hydroboration of 12 gave a mixture of stereoisomeric 8-hydroxyhexahydrocannabinols. The 8α-ol was converted into the 9β-methyl epimer (4) of Δ7-THC, while the 8β-ol was converted into 3. Molecular modeling indicated that 4 should have significant cannabinoid activity, while 3 was predicted to be weakly active. These predictions were borne out by both in vitro and in vivo pharmacology. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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