Synthesis, Characterization, and Anticancer Activities of Pyrogallol‐Based Arylspiroborates

Cormier, Kevin; Curry, R. Daniel; Betsch, Mitchel P.; Goguen, Jeremy A.; Vogels, Christopher M.; Decken, Andreas; Turcotte, Sandra; Westcott, Stephen A.

doi:10.1002/jhet.2490

Cited by 9 publications

(5 citation statements)

References 30 publications

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“…Meanwhile, the authors further investigated the presence and distribution of coordination cross-links within the scaffold, which involves the polyphenol functions in insects and borate functions in plants. The new band at 1315 cm –1 in the FT-IR spectrum of the sealing scaffold supported this argument (Figure a), which is attributed to the asymmetric stretching relaxation of B–O–C . A noticeable decline in the wavenumber (Figure a) occurred in the region of ∼1191 cm –1 , which was assigned to a combination of O–H in-plane bending in PG (1189 cm –1 ) and C–NH 2 stretching in PAAm amine (1197 cm –1 ) .…”

Section: Results and Discussionsupporting

confidence: 56%

“…Other factors, such as gaps between a binder and its substrate, might also play a role since permeation through them is inevitable. 39 An example of such a defect or feature is that the composites with the commercial thermal insulation acrylic adhesive (sample i in Figure 5g) still suffered from insulation performance decay, even if the glue had a thermal conductivity (72.9−77.8 mW m −1 K −1 ) close to that of the composites. Instead, nearly perfect contact at the joint of the water-restored composite, without any visible cracks, was further corroborated by SEM observation (Figure S16).…”

Section: Resultsmentioning

confidence: 99%

“…These results suggest that the thermal performance of glues themselves is not the sole factor that influences leaking. Other factors, such as gaps between a binder and its substrate, might also play a role since permeation through them is inevitable . An example of such a defect or feature is that the composites with the commercial thermal insulation acrylic adhesive (sample i in Figure g) still suffered from insulation performance decay, even if the glue had a thermal conductivity (72.9–77.8 mW m –1 K –1 ) close to that of the composites.…”

Section: Results and Discussionmentioning

confidence: 99%

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Elytra-Mimetic Aligned Composites with Air–Water-Responsive Self-Healing and Self-Growing Capability

Bei

Yang

et al. 2020

ACS Nano

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Room-temperature self-healing and self-growing of the exoskeleton with aligned structures in insects has few analogs in synthetic materials. Insect cuticle, such as elytra in beetles, with a typical lightweight lamellar structure, has shown this capability, which is attributed to the accumulation of phenol oxidase with polyphenol and amine-rich compounds in the hard cuticle. In this study, laminar-structure-based intelligence is imitated by incorporating adaptable and growable pyrogallol (PG)-borax dynamiccovalent bonds into a poly(acrylamide)-clay network. The events that lead to crack formation and water accumulation quickly trigger the deprotection of PG. Subsequently, atmospheric O 2 , as a regeneration source, activates PG oxidative self-polymerization. Multiple permanent and dynamic cross-links, with the involvement of the sacrificed borax, and initiation of a series of intelligent responses occur. The fabricated composites with an aligned lamellar structure exhibit outstanding characteristics, such as air/water-triggered superstrong adhesion, self-repairing, self-sealing and resealing, and reprocessing. Moreover, the strategy endows the composites with a self-growing capability, which leads to a 4-to 10-fold increase in its strength in an outdoor climate (up to 51 MPa). This study could lead to advances in the development of air/water-responsive composite materials for applications such as adaptive barriers.

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Section: Results and Discussionsupporting

confidence: 56%

Section: Resultsmentioning

confidence: 99%

Section: Results and Discussionmentioning

confidence: 99%

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Elytra-Mimetic Aligned Composites with Air–Water-Responsive Self-Healing and Self-Growing Capability

Bei

Yang

et al. 2020

ACS Nano

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“…q-Hydroxy benzoic acid, a phenolic acid present in P. sativum and V. faba with great amounts was previously proven to have strong cytotoxic activity on both colon (HCT116) and liver (HEPG2) carcinoma cell line [34]. While pyrogallol exhibited a potential anticancer activities against renal cell carcinoma cell lines and no activity was observed with normal healthy cells [35].…”

Section: Discussionmentioning

confidence: 99%

Anti-cancer potential of the lipoidal and flavonoidal compounds from Pisum sativum and Vicia faba peels

El-Feky

Elbatanony

Mounier

2018

Egyptian Journal of Basic and Applied Sciences

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For a long time, plant secondary metabolites have been strongly examined for their antitumor and cytotoxic impacts. These days, there is another pattern of making utilization of the waste products of plants because of their extravagance of numerous phytochemical components and adequacy on human wellbeing. This research work is handling the effect of diversity of lipoidal and phenolic compounds found in the peels of two common edible plants in the Middle East; Pisum sativum and Vicia faba L. for their assesment as anticancer agents. The GC/MS of the n-hexane extract of both plant peels led to identification of twenty compounds (82.99%) and seventeen compounds (85.97%) of the total lipoidal contents from P. sativum and V. faba, respectively. While the HPLC analysis of the ethyl acetate fraction of the two plant peels resulted in recognition of 17 flavonoids and 18 phenolics from P. sativum and 16 flavonoids and 17 phenolics from V. faba. Moreover, four flavonoidal compounds were isolated to our knowledge for the first time from the peels and tested separately against different human cancer cell lines and the mode of action of the most potent compound has been determined. P. sativum ethyl acetate fraction possessed the highest scavenging activity (31.2%) as well as the most cytotoxic effect on breast carcinoma cell line. Apigenin proved to be the most potent tested compound on (MCF-7) and has no cytotoxic effect on normal human skin cell lines.

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“…The desboro-aryl amine substrates were subjected to EDCIassisted amidation using terminally unsaturated aliphatic acids to provide intermediates (27)(28)(29)(30) towards the nal tertiary amide capsaicinoids (31)(32)(33)(34). These intermediates were subjected to metal-catalyzed hydroboration, employing [IrCl(cod)(dppm)] 45 and pinacolborane (HBpin, pin ¼ 1,2-O 2 C 2 Me 4 ) at room temperature.…”

Section: Resultsmentioning

confidence: 99%

Boron-containing capsaicinoids

et al. 2021

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Synthesis, Characterization, and Anticancer Activities of Pyrogallol‐Based Arylspiroborates

Cited by 9 publications

References 30 publications

Elytra-Mimetic Aligned Composites with Air–Water-Responsive Self-Healing and Self-Growing Capability

Elytra-Mimetic Aligned Composites with Air–Water-Responsive Self-Healing and Self-Growing Capability

Anti-cancer potential of the lipoidal and flavonoidal compounds from Pisum sativum and Vicia faba peels

Boron-containing capsaicinoids

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