Stereostructure Assignment of Medium-Sized Rings through an NMR-Computational Combined Approach. Application to the New Germacranes Ketopelenolides C and D

被引：20

作者：

Fattorusso, Ernesto ^{[1
]}

Luciano, Paolo ^{[1
]}

Romano, Adriana ^{[1
]}

Taglialatela-Scafati, Orazio ^{[1
]}

Appendino, Giovanni ^{[2
]}

Borriello, Marianna ^{[1
]}

Fattorusso, Caterina ^{[1
]}

机构：

[1] Univ Naples Federico 2, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy

[2] Univ Piemonte Orientale, Dipartimento Sci Chim Alimentari Farmaceut & Farm, I-28100 Novara, Italy

来源：

JOURNAL OF NATURAL PRODUCTS | 2008年 / 71卷 / 12期

关键词：

D O I：

10.1021/np8003547

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

The new germacrane derivatives ketopelenolides C (2) and D (3) have been isolated from great mugwort (Artemisia arborescens). Their stereostructure elucidation exemplifies some of the, most common pitfalls facing the configurational assignment of medium-sized polyfunctionalized compounds. It was established through a combined strategy including chemical derivatization, NMR data analysis, molecular modeling, and quantum-mechanical calculations including a comparison between experimental C-13 NMR data and a Boltzmann-weighted average of DFT-calculated C-13 NMR chemical shifts.

引用

页码：1988 / 1992

页数：5