Anti-invasive and cytotoxic evaluation of a (+)-pinoresinol-based semisynthetic library against glioblastoma

• Chen Zhang,
• Kah Yean Lum,
• Jonathan M. White,
• Paul I. Forster,
• Nicholas Booth,
• Sunita A. Ramesh and
• Rohan A. Davis

Beilstein J. Org. Chem. 2026, 22, 691–704, doi:10.3762/bjoc.22.54

• reported. In this study, we chemically investigated the seeds of Eremophila maculata for the first time, which led to the isolation and characterization of two known plant metabolites, (+)-salicifoliol and (+)-pinoresinol. Due to the reported biological properties of the lignan natural product

• (+)-pinoresinol and its high abundance from the seeds of E. maculata, we synthesized five analogues for biological evaluations. Preliminary cytotoxicity evaluations of the semisynthetic pinoresinol-based library against two human glioblastoma cell lines, U251MG and KNS42, showed (+)-4,4'-di(3,3-dimethylbutanoyl

• )pinoresinol had slight cytotoxicity at 10 µM. A transwell anti-invasive assay on the same compound showed a reduction in the invasion of adult U251MG cells by 50% and pediatric KNS42 cells by 30%, with IC50 values of 0.26 and 0.40 µM, respectively. Keywords: anti-invasive; cytotoxicity; Eremophila maculata

Sinensiols H–J, three new lignan derivatives from Selaginella sinensis (Desv.) Spring

• Qinfeng Zhu,
• Beibei Gao,
• Qian Chen,
• Tiantian Luo,
• Guobo Xu and
• Shanggao Liao

Beilstein J. Org. Chem. 2022, 18, 1410–1415, doi:10.3762/bjoc.18.146

• the elucidation of its absolute configuration. The remaining known compounds were identified as (+)-pinoresinol di-O-β-ᴅ-glucopyranoside (4) [21], dehydrodiconiferyl alcohol-4-O-β-ᴅ-glucopyranoside (5) [22], and lariciresinol-4-O-β-ᴅ-glucopyranoside (6) [23] (Figure 1) by comparing their

Glycosylated coumarins, flavonoids, lignans and phenylpropanoids from Wikstroemia nutans and their biological activities

• Meifang Wu,
• Xiangdong Su,
• Yichuang Wu,
• Yuanjing Luo,
• Ying Guo and
• Yongbo Xue

Beilstein J. Org. Chem. 2022, 18, 200–207, doi:10.3762/bjoc.18.23

• ], hirsutrin (5) [13], genkwanin 5-O-β-ᴅ-primeveroside (6) [14], (7S,8R)-5-methoxydehydrodiconiferyl alcohol 4-O-β-ᴅ-glucopyranoside (7) [15], 9'-methoxydehydrodiconiferyl alcohol 4-O-β-ᴅ-glucopyranoside (8) [16], dehydrodiconiferyl alcohol-4-O-β-ᴅ-glucopyranoside (9) [17], (+)-pinoresinol (10) [18], 4,4

• '-dimethoxy-3'-hydroxy-7,9':7',9-diepoxylignan-3-O-β-ᴅ-glucopyranoside (11) [19], (+)-medioresinol 4-O-β-ᴅ-glucopyranoside (12) [20], (+)-springaresinol-4''-O-β-ᴅ-monoglucopyranoside (13) [21], (+)-pinoresinol di-O-β-ᴅ-glucopyranoside (14) [22], liriodendrin (15) [23], syringin (16) [24], and citrusin A (17