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Goyangamins A–C; Three Pairs of Enantiomeric 2(1H)-Quinolinone Alkaloid Dimers with Antisenescent Activity from Tetradium daniellii

delete2026-07-04
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PRE
AI
V
Van-Hieu Mai
T
Thi Tuyet Minh Le
S
Seri Choi
G
Gi-Hyeon Seong
H
Hyunuk Cha
Y
Yun‐Sil Lee
W
Won Keun Oh *
DOI:10.1021/acs.jnatprod.6c00589delete
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Abstract

Abstract

En 中文
Goyangamins A–C (1–3), three 2(1H)-quinolinone alkaloid dimers, were isolated from the roots of Tetradium daniellii. The structures of these dimers were elucidated by HRESIMS, 1D and 2D NMR spectroscopy, and ECD analysis. Compounds 1 and 2 feature an sp3–sp2 chiral axis, whereas compound 3 contains an sp2–sp2 chiral axis, giving rise to a pair of interconverting atropisomers. Variable-temperature NMR (VT NMR), in conjunction with computational potential energy surface (PES) scans, indicated that compounds 1–3 belong to class I atropisomers that can readily interconvert at room temperature. Compound 3 exhibited the most potent antisenescence activity, with an IC50 value of 7.8 ± 2.2 μM and showed a dual mode of action involving inhibition of senescence-associated secretory phenotype (SASP) markers (IL-6, IL-8, IL-1α, and IL-1β) and suppression of senescence-associated β-galactosidase (SA-β-gal) activity.

Journal

Journal of Natural Products cover
Journal of Natural Products
IF:
3.6
Papers:
1.2W
Citations:
2.9W

Organization

S
seoul national university
Scholars:
5.3K
Papers: 2.0K
Citations: 0
E
Ewha Womans University
Scholars:
1.1W
Papers: 1.1W
Citations: 1.2W
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