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Prostaglandin Derivatives: Nonaromatic Phosphodiesterase-4 Inhibitors from the Soft Coral Sarcophyton ehrenbergi.
- Source :
-
Journal of natural products [J Nat Prod] 2014 Aug 22; Vol. 77 (8), pp. 1928-36. - Publication Year :
- 2014
-
Abstract
- Ten new prostaglandin derivatives (PGs), sarcoehrendins A-J (1-10), together with five known analogues (11-15) were isolated from the soft coral Sarcophyton ehrenbergi. Compounds 4-8 represented the first examples of PGs featuring an 18-ketone group. The structures including the absolute configurations were elucidated on the basis of spectroscopic analysis and chemical evidence. All of the isolates and six synthetic analogues (3a, 3b, 4a, and 11a-11c) were screened for inhibitory activity against phosphodiesterase-4 (PDE4), which is a drug target for the treatment of asthma and chronic obstructive pulmonary disease. Compounds 2, 10, 11a, 11b, and 13-15 exhibited inhibition with IC50 values less than 10 μM, and compound 15 (IC50 = 1.4 μM) showed comparable activity to the positive control rolipram (IC50 = 0.60 μM). The active natural PGs (2, 10, and 13-15) represent the first examples of PDE4 inhibitors without an aromatic moiety, and a preliminary structure-activity relationship is also proposed.
- Subjects :
- Animals
China
Cyclic Nucleotide Phosphodiesterases, Type 4 drug effects
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Phosphodiesterase 4 Inhibitors chemistry
Prostaglandins chemistry
Rolipram pharmacology
Structure-Activity Relationship
Anthozoa chemistry
Phosphodiesterase 4 Inhibitors isolation & purification
Phosphodiesterase 4 Inhibitors pharmacology
Prostaglandins isolation & purification
Prostaglandins pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1520-6025
- Volume :
- 77
- Issue :
- 8
- Database :
- MEDLINE
- Journal :
- Journal of natural products
- Publication Type :
- Academic Journal
- Accession number :
- 25075977
- Full Text :
- https://doi.org/10.1021/np500394d