Details

Autor(en) / Beteiligte

• You-Sheng, Cai
• Wu, Zi
• Xiao-Qin, Zheng
• Wang, Cong
• Wang, Jian-Rong
• Xin-Xin, Zhang
• Qiu, Guofu
• Zhu, Kongkai
• Cao, Shugeng
• Yu, Jianqing

Titel

Spiroalanpyrroids A and B, sesquiterpene alkaloids with a unique spiro-eudesmanolide–pyrrolizidine skeleton from Inula helenium

Ist Teil von

• Organic chemistry frontiers an international journal of organic chemistry, 2020-01, Vol.7 (2), p.303-309

Ort / Verlag

London: Royal Society of Chemistry

Erscheinungsjahr

2020

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Spiroalanpyrroids A (1) and B (2), two sesquiterpene alkaloids with an unprecedented eudesmanolide–pyrrolizidine spiro[5.5] framework, were isolated together with two new sesquiterpene-amino acid adducts, helenalanprolines A (3) and B (4), from the roots of Inula helenium. Their structures were elucidated by spectroscopic data analysis, ECD calculations, and single-crystal X-ray diffraction analysis. A plausible biosynthetic pathway was proposed for 1 and 2. Bioassays showed that compounds 3 and 4 significantly inhibited nitric oxide production in lipopolysaccharide-induced RAW264.7 macrophages with IC50 values of 15.8 and 13.5 μM, respectively.