The conformational analysis of piriprost, an inhibitor of leukotriene synthesis, based on high-field nuclear magnetic resonance studies

1985 ◽  
Vol 63 (10) ◽  
pp. 2614-2617 ◽  
Author(s):  
George Kotovych ◽  
Helmut Beierbeck ◽  
David Salmon
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
High Field ◽  
Nuclear Overhauser Effect ◽  
Magnetic Resonance Studies ◽  
Effect Data ◽  
Overhauser Effect ◽  
Phenyl Rings ◽  
Nuclear Overhauser ◽  
Cyclopentene Ring

The analysis of proton nuclear Overhauser effect data for piriprost, (6,9-deepoxy)-6,9-(phenylimino)-Δ6,8 prostaglandin I1, indicates that the cyclopentene ring has the 11E conformation. A long-range nOe effect indicates that the α-chain is folded near the pyrrole and the phenyl rings.

The isolation, structure, and stereochemistry of traversiadiene. The precursor hydrocarbon of traversianal biosynthesis

1989 ◽  
Vol 67 (8) ◽  
pp. 1302-1304 ◽  
Author(s):  
Albert Stoessl ◽  
G. L. Rock ◽  
J. B. Stothers
Keyword(s):  
Magnetic Resonance ◽  
Biosynthetic Pathway ◽  
Nuclear Overhauser Effect ◽  
Difference Spectra ◽  
Heteronuclear Correlation ◽  
Magnetic Resonance Studies ◽  
Overhauser Effect ◽  
Effect Difference ◽  
Nuclear Overhauser ◽  
Magnetic Resonance Spectra

A tricyclic diene, traversiadiene, isolated from cultures of Cercosporatraversiana has been shown to have the structure and stereochemistry of the previously postulated hydrocarbon intermediate on the biosynthetic pathway to traversianal (1). Detailed:1H and 13C magnetic resonance studies, including homo- and heteronuclear correlation spectra, led to the gross structure, and the stereochemistry was established through a series of nuclear Overhauser effect difference spectra. Keywords: diterpene, traversiadiene, 1H and 13C magnetic resonance spectra.

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