ACS Omega· 2026Q1
Total Syntheses and Structural Reassignment of Ugonin T and Neougonin B: Anti-inflammatory Flavonoids Related to Helminthostachys zeylanica
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- Q1SCImago
- 2026year
Short summary
Researchers successfully synthesized ugonin C, ugonin F, and compounds initially identified as ugonin T and neougonin B, ultimately reassigning the structures of ugonin T to compound 23a and neougonin B to compound 19 based on synthetic and NMR data. Compound 27a demonstrated potent anti-inflammatory activity by inhibiting NF-κB nitric oxide production in BV2 microglial cells.
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Key points
- Total syntheses of ugonin C, ugonin F, and related flavonoids were achieved.
- Structures of naturally occurring ugonin T and neougonin B were reassigned to compounds 23a and 19, respectively, based on synthetic and NMR data.
- Several synthesized compounds displayed potent anti-inflammatory activity.
- Compound 27a showed the strongest inhibition of NF-κB nitric oxide production in BV2 microglial cells.
AI-generated from the title and abstract; the full text is not read.
Abstract
Abstract This study reports the first total syntheses of the naturally occurring flavonoids ugonin C (1), ugonin F (2), and, based on the originally proposed structures, compounds 3 and 4 (corresponding to the structures first assigned to ugonin T and neougonin B, respectively), all featuring a dihydrofuran ring fused to a phenolic moiety. In addition, a series of analogues (18, 19, 22, 23a, 23b, 27a, 27b, and 28) were synthesized to explore their biological activities. On the basis of synthetic strategy and detailed NMR analyses, the structures of naturally occurring ugonin T and neougonin B were reassigned to correspond to compounds 23a and 19, respectively. Biological evaluation revealed that several synthesized compounds exhibited potent anti-inflammatory activity, particularly compound 27a, which showed the strongest inhibition of NF-κB associated nitric oxide production in BV2 microglial cells.
The authors' abstract, as published at the source. ACS Omega, 2026 · DOI ↗
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Field: Biochemistry (Biochemistry, Genetics and Molecular Biology)
BiochemistryBiochemistry, Genetics and Molecular Biology