A problem in the structure assignment of acremolin C, which is most probably identical with acremolin B

Abstract

With the help of chemical shifts computed with density functional theory (DFT), it is demonstrated that the reported experimental ¹³C NMR data of acremolin C are incompatible with the claimed structure of an N²,3-ethenoguanine with an isopropyl group at C-1'. An alternative structure, which is in agreement with both experimental and computed data, presents an isopropyl group at the C-2' position of an N²,3-ethenoguanine and leads to the conclusion that acremolin C is identical with acremolin B.

Graphical Abstract

Keywords:

• Marine fungi
• N(2),3 ethenoguanines
• 13C NMR spectroscopy
• computational chemistry
• structural corrigendum

Acknowledgement

Computer support from the US National Science Foundation (XSEDE Program; CHE-030089) is gratefully acknowledged.

Disclosure statement

No potential conflict of interest was reported by the authors.