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Oxaprostaglandin

Oxaprostaglandin

11-oxaprostaglandin f<sub>2</sub>α
11-oxaprostaglandin f<sub>2</sub>β

An oxaprostaglandin is a type of prostaglandin with one carbon atom replaced by an oxygen atom. These are found in nature and have also been produced synthetically.

Medical uses

A 13-oxaprostaglandin analogue has been shown to treat glaucoma and ocular hypertension. The 11-oxa prostaglandin analogue AL-12182 1 has potent topical ocular hypotensive activity. 7-Oxa-13-prostynoic acid promotes erythrocyte lysis and dissolution of erythrocyte membranes.

Synthesis

11-Oxaprostaglandin f2α and 11-oxaprostaglandin f2β have been synthesized from D-glucose.

References

References

  1. Feng, Zixia. (1 January 2009). "Discovery of 13-oxa prostaglandin analogs as antiglaucoma agents: Synthesis and biological activity". Bioorganic & Medicinal Chemistry.
  2. Fox, Martin E.. (1 February 2005). "A Convergent Synthesis of the 11-Oxa Prostaglandin Analogue AL-12182". The Journal of Organic Chemistry.
  3. Swislocki, Norbert I.. (1 September 1974). "Disruption of human erythrocytes with 7-oxa-13-prostynoic acid". Prostaglandins.
  4. Hanessian, Stephen. (1983). "Total Synthesis of Natural Products: The 'Chiron' Approach". Pergamon press.
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