Phytochemicals, Two New Sulphur Glycosides and Two New Natural Products, from Shepherd’s Purse Seed and Their Activities

• Published in: Molecules (Basel, Switzerland) Vol. 29; no. 17; p. 4145
• Main Authors: Wei, Zhen-Zhen, Ge, Chun-Bo, Wang, Yu-Jie, Li, Bin, Tian, Ying, Zhou, Ti-Qiang, Liu, Shu-Chen, Yi, Jian-Feng
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 31.08.2024
• Subjects: Biological activity; Biological Products - chemistry; Biological Products - pharmacology; Capsella bursa-pastoris; Carbon; cruciferae; Glucose; Glycosides - chemistry; Glycosides - pharmacology; Magnetic Resonance Spectroscopy; Metabolites; Molecular Docking Simulation; Molecular Structure; natural product; Natural products; organosulfur compound; Oxidation; Phytochemicals; Phytochemicals - chemistry; Phytochemicals - pharmacology; Plant Extracts - chemistry; Plant Extracts - pharmacology; Radiation; Seeds; Seeds - chemistry; Sulfur; Sulfur - chemistry; sulphur glycosides; organosulfur compound; Capsella bursa-pastoris; natural product; sulphur glycosides; cruciferae
• DOI: 10.3390/molecules29174145
• ISSN: 1420-3049

Two new sulfur glycosides, bursapastoris A–B (3–4), were extracted and isolated from shepherd’s purse seed, along with two new natural products, 11-(methylsulfinyl)undecanoic acid (2) and 10-(methylsulfinyl)decanoic acid (1). Their structures were determined though infrared spectroscopy, one-dimensional nuclear magnetic resonance (1H and 13C), and electrospray ionization mass spectrometry. Additionally, the structures of 3–4 were further identified by two-dimensional nuclear magnetic resonance (HMBC, HSQC, 1H-1H COSY, and NOESY). Compounds 1–4 showed relatively favorable docking to NF-κB. Unfortunately, we only discovered that compound 1–4 had weak anti-radiation activity at present. Therefore, further research regarding the biological activity of these organosulfur compounds is required at a later stage.