Homonuclear one- and two-dimensional nuclear Overhauser effect experiments and spin-echo correlated spectroscopy. Application to prostaglandin E1 and 6-keto-prostaglandin E1

1982 ◽  
Vol 60 (20) ◽  
pp. 2617-2624 ◽  
Author(s):  
George Kotovych ◽  
Gerdy H. M. Aarts
Keyword(s):  
Magnetic Resonance ◽  
Prostaglandin E1 ◽  
Nuclear Overhauser Effect ◽  
Spin Echo ◽  
Proton Magnetic Resonance Spectrum ◽  
Prostaglandin E ◽  
Two Dimensional ◽  
One Dimensional ◽  
Overhauser Effect ◽  
Nuclear Overhauser

Nuclear Overhauser effect one-dimensional and two-dimensional nuclear magnetic resonance experiments are reported for prostaglandin E1. The two-dimensional nuclear Overhauser effect measurements are combined with spin-echo correlated spectroscopy in order to assign the complete high-field proton magnetic resonance spectrum of 6-keto-prostaglandin E1. The advantages of these two-dimensional techniques are illustrated in these studies. It is also observed that the 6-keto-prostaglandin E1 H-10α proton is substituted more readily by deuterium than are the other protons α to the keto groups.

A nuclear Overhauser effect difference study and a two-dimensional J proton magnetic resonance study of (6S)-prostaglandin I1

1981 ◽  
Vol 59 (10) ◽  
pp. 1449-1454 ◽  
Author(s):  
George Kotovych ◽  
Gerdy H. M. Aarts ◽  
Tom T. Nakashima
Keyword(s):  
Magnetic Resonance ◽  
Proton Magnetic Resonance ◽  
Nuclear Overhauser Effect ◽  
Chemical Shifts ◽  
Coupling Constants ◽  
Two Dimensional ◽  
Overhauser Effect ◽  
Effect Difference ◽  
Proton Resonances ◽  
Nuclear Overhauser

High-field nuclear Overhauser effect difference measurements allowed the assignment of the proton resonances for (6S)-prostaglandin I1 in phosphate buffer solutions. The two-dimensional J proton magnetic resonance experiments complemented these studies, as they also allowed the structure of several multiplets to be obtained when these multiplets are hidden by nearby resonances in a normal spectrum. The chemical shifts and coupling constants are compared with the data obtained previously for (6R)-prostaglandin I1.

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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