Synthesis of Misoprostol, and Intramolecular Isomerization of A-Type Misoprostol into B-Type Misoprostol using 1, 8-Diazabicyclo [5.4.0] undec- 7-ene (DBU)

Author:

Venkatanarayana Muvvala1,Cheedarala Ravi Kumar2,Guttikonda Nagarjuna Reddy1,Jaggavarapu Rama Mohana Reddy1,Kamatham Raja Reddy1,Nagarjuna Akula3,Surepally Ravikumar3

Affiliation:

1. Department of Chemistry, GITAM (Deemed to be University), Hyderabad, Telangana-502329, India

2. Research Institute of Mechatronics, Department of Mechanical Engineering, Changwon National University, Changwon, S. Korea

3. Department of Chemistry, Jawaharlal Nehru Technological University, Kukatpally, Hyderabad, 500 040, India

Abstract

Objective: Misoprostol is a synthetic prostaglandin that is related structurally to naturally occurring prostaglandin (PG), and it has been acknowledged as an effective inhibitor of gastric acid secretion when administered intravenously. Methods: In the present study, the novel application of 1,8-Diazabicyclo[5.4.0]undec-7-ene, a cyclic unsaturated amine [DBU] for the conversion of A-type Misoprostol (A-MP) to B-type Misoprostol (B-MP) via intramolecular isomerization. Results: The chemical structures of A-MP and B-MP were confirmed using spectral analyses of 1H-NMR, 13C-NMR and Mass spectroscopy. Conclusion: The chemical structures of A-MP and B-MP were confirmed using spectral analyses of 1H-NMR, 13C-NMR and Mass spectroscopy.

Funder

National Research Foundation of Korea (NRF) by the Korea government

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry,Biochemistry

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