AI Article Synopsis
- The study identifies the absolute configuration of (+)-diplopyrone, a significant phytotoxin from the fungus Diplodia mutila, linked to cork oak decline in Sardinian forests.
- Two methods were utilized for this determination: exciton analysis of the circular dichroism spectrum and ab initio calculations of optical rotatory power.
- Both approaches successfully confirmed the stereostructure of (+)-diplopyrone, marking the first accurate identification, while also discussing the strengths and weaknesses of each analytical method.
Article Abstract
The nonempirical assignment of the absolute configuration of (+)-diplopyrone, the main phytotoxin of Diplodia mutila, i.e., an endophytic fungus, widespread in Sardinian oak forests, and considered one of the main causes of cork oak decline, has been approached by two different methods: (a) the exciton analysis of the circular dichroism (CD) spectrum and (b) the ab initio calculation of the optical rotatory power. Both methods indicate that (+)-diplopyrone is 6-[(1S)-1-hydroxyethyl]-2,4a(S),6(R),8a(S)-tetrahydropyrano[3,2-b]pyran-2-one, so the stereostructure of this important biomolecule is safely determined for the first time. A comparison of advantages and limitations of the two methods of analysis is also presented.
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| http://dx.doi.org/10.1021/jo0488255 | DOI Listing |
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