Cytotoxic C-Benzylated Dihydrochalcones from Uvaria acuminata

Ichimaru, Momoyo; Nakatani, Noriyoshi; Takahashi, Tomoko; Nishiyama, Yumi; Moriyasu, Masataka; Kato, Atsushi; Mathenge, Simon G.; Juma, Francis D.; Nganga, Joseph N.

doi:10.1248/cpb.52.138

Cited by 20 publications

(16 citation statements)

References 9 publications

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“…Furthermore, three sp 3 methylenes were observed at δ 28.2 (C-3ʹa), 30.6 (α-CH 2 ) and 41.0 (β-CH 2 ). Thus, based on the above spectroscopic evidence and comparison with literature, 24 compound 2 was identified as uvaretin (Figure 1, 2) previously reported from various Uvaria species, [24][25][26][27][28] reported herein for the first time from the species.…”

Section: Resultssupporting

confidence: 68%

Antimicrobial Activity, in silico Molecular Docking, ADMET and DFT Analysis of Secondary Metabolites from Roots of Three Ethiopian Medicinal Plants

Anza¹,

Endale²,

Cardona³

et al. 2021

AABC

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Section: Resultssupporting

confidence: 68%

Antimicrobial Activity, in silico Molecular Docking, ADMET and DFT Analysis of Secondary Metabolites from Roots of Three Ethiopian Medicinal Plants

Anza¹,

Endale²,

Cardona³

et al. 2021

AABC

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“…The procedures for their extraction and purification were reported previously. 5) PBS (Ϫ) was purchased from Dainippon Pharmaceutical Co., Ltd., DMSO and other reagents used were guaranteed grade.…”

Section: Methodsmentioning

confidence: 99%

“…In addition, since uvangoletin, a dihydrochalcone lacking benzyl groups, was not cytotoxic, it became clear that benzyl portions had an important role in cytotoxic activity. 5) In this paper, the mechanism of cytotoxicity of C-benzylated dihydrochalcones, especially 1, 2 and 3, was explored by investigating the apoptosis-inducing effects of those compounds in HL-60 cells.…”

mentioning

confidence: 99%

Induction of Apoptosis in Human Promyelocytic Leukemia Cell Line HL-60 by C-Benzylated Dihydrochalcones, Uvaretin, Isouvaretin and Diuvaretin

Nakatani

Ichimaru

Moriyasu

et al. 2005

Biological & Pharmaceutical Bulletin

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Uvaretin, isouvaretin and diuvaretin, cytotoxic C-benzylated dihydrochalcones isolated from Uvaria acuminata, displayed growth inhibitory effects against human promyelocytic leukemia HL-60 cells. We examined the mechanism of the cytotoxicity. From the morphological study by staining with Hoechst 33258, the cells treated with C-benzylated dihydrochalcones exhibited significant chromosomal condensation and nuclear degradation. The cell cycle analysis showed the accumulation of cells in the G 1 phase and the appearance of a sub-G 1 peak. These results suggest apoptotic cell death. Further, from the detection of DNA fragmentation and the activation of caspase-3, the biological hallmarks of apoptosis, these C-benzylated dihydrochalcones appeared to induce apoptosis against HL-60 cells. The cytotoxicity of uvaretin and diuvaretin was stronger than that of isouvaretin, which suggest that the 5-substitution of the 2-hydroxybenzyl group increased the cytotoxicity.

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“…[20] It showed considerable cytotoxicity toward human promyelocytic leukemia HL-60 cells. [21] Such anticancer activities can be attributed to the ability of uvaretin to inhibit IRAK-4 kinase.…”

Section: Bay1830839mentioning

confidence: 99%

Structure‐based Pharmacophore Screening Coupled with QSAR Analysis Identified Potent Natural‐product‐derived IRAK‐4 Inhibitors

Khanfar

2021

Molecular Informatics

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Interleukin-1 Receptor-Associated Kinase 4 (IRAK-4) has crucial functions in inflammation, innate immunity, and malignancy. Structure-based pharmacophore modeling integrated with validated QSAR analysis was implemented to discover structurally novel IRAK-4 inhibitors from natural products database. The QSAR model combined molecular descriptors with structure-based pharmacophore capable of explaining bioactivity variation of structurally diverse IRAK-4 inhibitors. Manually built pharmacophore model, validated with receiver operating characteristic curve, and selected using the statistically optimum QSAR equation, was applied as a 3D-search query to mine AnalytiCon Discovery database of natural products. Experimental in vitro testing of highest-ranked hits identified uvaretin, saucerneol, and salvianolic acid B as active IRAK-4 inhibitors with IC 50 values in low micromolar range.

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Cytotoxic C-Benzylated Dihydrochalcones from Uvaria acuminata

Cited by 20 publications

References 9 publications

Antimicrobial Activity, in silico Molecular Docking, ADMET and DFT Analysis of Secondary Metabolites from Roots of Three Ethiopian Medicinal Plants

Antimicrobial Activity, in silico Molecular Docking, ADMET and DFT Analysis of Secondary Metabolites from Roots of Three Ethiopian Medicinal Plants

Induction of Apoptosis in Human Promyelocytic Leukemia Cell Line HL-60 by C-Benzylated Dihydrochalcones, Uvaretin, Isouvaretin and Diuvaretin

Structure‐based Pharmacophore Screening Coupled with QSAR Analysis Identified Potent Natural‐product‐derived IRAK‐4 Inhibitors

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