O-Nitration of Prostaglandins: Synthesis of 15-O-Nitrates of 11-Deoxyprostaglandin E1 and Its Methyl Ester

I. V. Serkov* and V. V. Bezuglov**#

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* Institute of Physiologically Active Substances, Russian Academy of Sciences, Chernogolovka, Moscow oblast, 142432 Russia

** Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, ul. Miklukho-Maklaya 16/10, Moscow, 117997 Russia

O-Nitration of the allylic hydroxyl group in prostaglandins and the synthesis of 15-O-nitrates of 11-deoxyprostaglandin E1 and its methyl ester are described for the first time.

Key words: nitration, nitric oxide, prostaglandins

Received August 23, 2005; in final form, September 5, 2005

Russian Journal of Bioorganic Chemistry 2006, 32 (1):99-101