Bioorganic and medicinal chemistry p. 2165 - 2172 (1997)
Update date:2022-08-02
Topics:
Boes, Michael
Canesso, Rolf
Inoue-Ohga, Noriko
Nakano, Atsuko
Takehana, Yuki
Sleight, Andrew J.
O-Methylasparvenone (1) and asparvenone (2) were isolated from an Aspergillus parvulus Smith broth in a microbial screening for 5-HT2C ligands and found to be 5-HT2C antagonists.They represent the first nitrogen-free serotonin ligands.The absolute configuration of 1 was determined to be S by X-ray analysis of the corresponding Mosher-ester.A short and efficient synthesis of rac-1 was developed.This protocol was applied to the synthesis of derivatives of 1 and a structure-affinity relationship was established.
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