Dimeric Amide Alkaloid Enantiomers from Piper longum L. with Anti-Inflammatory and Antidiabetic Effects DOI

Guanghui Gou,

Liu Liu, Wenli Bao

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 11, 2025

The fruit of Piper longum L. (Piperaceae), commonly used as a spice in various culinary applications, is renowned for its rich nutritional profile and potential medicinal properties. In this study, molecular network-based dereplication strategy was employed to isolate 12 dimeric amide alkaloid enantiomers (1–12) from P. fruits, including eight pairs cyclobutane-type dimers (1–8) four cyclohexene-type (9–12). Notably, five dimers, namely, piperlongramides E–I (1–5), one pair piperlongramide J (9), were identified undescribed compounds. structures these compounds elucidated by comprehensive spectroscopic data, electronic circular dichroism (ECD) calculations, X-ray diffraction analysis. Additionally, compounds, the first time, subjected chiral resolution. vitro bioactivity screening revealed that (+)-10, (−)-10, (+)-3 exhibited notable anti-inflammatory effects an LPS-induced RAW 264.7 macrophage model, with IC50 values 23.42 ± 1.04, 32.72 0.54, 33.52 1.75 μM, respectively. Furthermore, compound also demonstrated significant inhibitory activity againstα-glucosidase, 11.69 0.91 μM. Compounds (+)-9, (+)-7, (−)-9, promising against PTP1B 3.30 0.09, 4.30 0.18, 4.37 0.37 respectively, indicating their antidiabetic effects. This study highlights application development functional foods pharmaceutical products, thereby expanding health-promoting fruits.

Language: Английский

Artemyriantholidimers A-G, undescribed guaiane-type sesquiterpenoid dimers from Artemisia myriantha and their antihepatoma activities DOI
Mengfei Wang, Tian-Ze Li,

Yun‐Bao Ma

et al.

Phytochemistry, Journal Year: 2025, Volume and Issue: 233, P. 114409 - 114409

Published: Jan. 16, 2025

Language: Английский

Citations

0
Dimeric Amide Alkaloid Enantiomers from Piper longum L. with Anti-Inflammatory and Antidiabetic Effects DOI

Guanghui Gou,

Liu Liu, Wenli Bao

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 11, 2025

The fruit of Piper longum L. (Piperaceae), commonly used as a spice in various culinary applications, is renowned for its rich nutritional profile and potential medicinal properties. In this study, molecular network-based dereplication strategy was employed to isolate 12 dimeric amide alkaloid enantiomers (1–12) from P. fruits, including eight pairs cyclobutane-type dimers (1–8) four cyclohexene-type (9–12). Notably, five dimers, namely, piperlongramides E–I (1–5), one pair piperlongramide J (9), were identified undescribed compounds. structures these compounds elucidated by comprehensive spectroscopic data, electronic circular dichroism (ECD) calculations, X-ray diffraction analysis. Additionally, compounds, the first time, subjected chiral resolution. vitro bioactivity screening revealed that (+)-10, (−)-10, (+)-3 exhibited notable anti-inflammatory effects an LPS-induced RAW 264.7 macrophage model, with IC50 values 23.42 ± 1.04, 32.72 0.54, 33.52 1.75 μM, respectively. Furthermore, compound also demonstrated significant inhibitory activity againstα-glucosidase, 11.69 0.91 μM. Compounds (+)-9, (+)-7, (−)-9, promising against PTP1B 3.30 0.09, 4.30 0.18, 4.37 0.37 respectively, indicating their antidiabetic effects. This study highlights application development functional foods pharmaceutical products, thereby expanding health-promoting fruits.

Language: Английский

Citations

0