New Scaffold for Angiogenesis Inhibitors Discovered by Targeted Chemical Transformations of Wondonin Natural Products

Yu, Shuai; Oh, Jedo; Li, Feng; Kwon, Yongseok; Cho, Hyun-Kyung; Shin, Jongheon; Lee, Sang Kook; Kim, Sanghee

doi:10.1021/acsmedchemlett.7b00281

Cited by 17 publications

(20 citation statements)

References 28 publications

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“…Human umbilical vascular endothelial cells (HUVECs) were purchased from the American Type Culture Collection (ATCC, Rockville, MD, USA), and cultured in EGM-2 (Lonza, Walkerswille, MD, USA) supplemented with 10% FBS and antibiotics-antimycotics (PSF) [28,29]. The cells were maintained at 37 °C under a humidified atmosphere containing 5% CO 2 .…”

Section: Methodsmentioning

confidence: 99%

Phenalenones from a Marine-Derived Fungus Penicillium sp.

et al. 2019

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Six new phenalenone derivatives (1–6), along with five known compounds (7–11) of the herqueinone class, were isolated from a marine-derived fungus Penicillium sp. The absolute configurations of these compounds were assigned based on chemical modifications and their specific rotations. 4-Hydroxysclerodin (6) and an acetone adduct of a triketone (7) exhibited moderate anti-angiogenetic and anti-inflammatory activities, respectively, while ent-peniciherqueinone (1) and isoherqueinone (9) exhibited moderate abilities to induce adipogenesis without cytotoxicity.

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Section: Methodsmentioning

confidence: 99%

Phenalenones from a Marine-Derived Fungus Penicillium sp.

et al. 2019

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“…This provides access to a broad range of ethylphenol derivatives that are important building blocks for the production of fine chemicals, polymers, and pharmaceuticals. 60 , 61 …”

Section: Discussionmentioning

confidence: 99%

Metal Nanoparticles Immobilized on Molecularly Modified Surfaces: Versatile Catalytic Systems for Controlled Hydrogenation and Hydrogenolysis

Bordet

Leitner

2021

Acc. Chem. Res.

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Conspectus The synthesis and use of supported metal nanoparticle catalysts have a long-standing tradition in catalysis, typically associated with the field of heterogeneous catalysis. More recently, the development and understanding of catalytic systems composed of metal nanoparticles (NPs) that are synthesized from organometallic precursors on molecularly modified surfaces (MMSs) have opened a conceptually new approach to the design of multifunctional catalysts (NPs@MMS). These complex yet fascinating materials bridge molecular (“homogeneous”) and material (“heterogeneous”) approaches to catalysis and provide access to catalytic systems with tailor-made reactivity through judicious combinations of supports, molecular modifiers, and nanoparticle precursors. A particularly promising field of application is the controlled activation and transfer of dihydrogen, enabling highly selective hydrogenation and hydrogenolysis reactions as relevant for the conversion of biogenic feedstocks and platform chemicals as well as for novel synthetic pathways to fine chemicals and even pharmaceuticals. Consequently, the topic offers an emerging field for interdisciplinary research activities involving organometallic chemists, material scientists, synthetic organic chemists, and catalysis experts. This Account will provide a brief overview of the historical background and cover examples from the most recent developments in the field. A coherent account on the methodological and experimental basis will be given from the long-standing experience in our laboratories. MMSs are widely accessible via chemisorption and physisorption methods for the generation of stable molecular environments on solid surfaces, whereby a special emphasis is given here to ionic liquid-type molecules as modifiers (supported ionic liquid phases, SILPs) and silica as support material. Metal nanoparticles are synthesized following an organometallic approach, allowing the controlled formation of small and uniformly dispersed monometallic or multimetallic NPs in defined composition. A combination of techniques from molecular and material characterization provides a detailed insight into the structure of the resulting materials across various scales (electron microscopy, solid-state NMR, XPS, XAS, etc.). The molecular functionalities grafted on the silica surface have a pronounced influence on the formation, stabilization, and reactivity of the NPs. The complementary and synergistic fine-tuning of the metal and its molecular environment in NPs@MMSs allow in particular the control of the activation of hydrogen and its transfer to substrates. Monometallic (Ru, Rh, Pd) monofunctional NPs@MMSs possess excellent activities for the hydrogenation of alkenes, alkynes, and arenes for which a nonpolarized (homolytic) activation of H 2 is predominant. The incorporation of 3d metals in noble metal NPs to give bimetallic (FeRu, CoRh, etc.) monofunctional NPs@MMSs favors a more polarized H 2 ...

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“…Anti-angiogenic activity was evaluated using human umbilical vein endothelial cells (HUVEC) using previously described experimental methods [26]. HUVEC cells were purchased from the American Type Culture Collection (ATCC, Rockville, MD, USA) and cultured in EGM-2 (Lonza, Walkerswille, MD, USA) supplemented with 10% fetal bovine serum (FBS) and antibiotics–antimycotics (PSF; 100 units/mL penicillin G sodium, 100 ng/mL streptomycin, and 250 ng/mL amphotericin B).…”

Section: Methodsmentioning

confidence: 99%

Bromopyrrole Alkaloids from the Sponge Agelas kosrae

Kwon

Kim

et al. 2018

Marine Drugs

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Two new sceptrin derivatives (1,2) and eight structurally-related known bromopyrrole-bearing alkaloids were isolated from the tropical sponge Agelas kosrae. By a combination of spectroscopic methods, the new compounds, designated dioxysceptrin (1) and ageleste C (2), were determined to be structural analogs of each other that differ at the imidazole moiety. Dioxysceptrin was also found to exist as a mixture of α-amido epimers. The sceptrin alkaloids exhibited weak cytotoxicity against cancer cells. Compounds 1 and 2 also moderately exhibited anti-angiogenic and isocitrate lyase-inhibitory activities, respectively.

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New Scaffold for Angiogenesis Inhibitors Discovered by Targeted Chemical Transformations of Wondonin Natural Products

Cited by 17 publications

References 28 publications

Phenalenones from a Marine-Derived Fungus Penicillium sp.

Phenalenones from a Marine-Derived Fungus Penicillium sp.

Metal Nanoparticles Immobilized on Molecularly Modified Surfaces: Versatile Catalytic Systems for Controlled Hydrogenation and Hydrogenolysis

Bromopyrrole Alkaloids from the Sponge Agelas kosrae

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