Synthesis of honokiol analogues and evaluation of their modulating action on <scp>VEGF</scp> protein secretion and telomerase‐related gene expressions

Sánchez-Peris, María; Murga, Juan; Falomir, Eva; Cardá, Miguel; Marco, J. Alberto

doi:10.1111/cbdd.12880

Cited by 11 publications

(3 citation statements)

References 30 publications

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“…The above-cited properties have prompted many researchers to synthesize magnolol and honokiol analogues and evaluate their biological properties to obtain new potential therapeutic agents. These efforts have afforded new bisphenol neolignans with optimized properties, among which antimicrobial [17,18], neuroprotective [19], anti-inflammatory [20], antitumor [18,21,22], and antiangiogenic activity [23]. According to some studies, the antitumor activity of honokiol, magnolol, and their analogues is related to the presence of free hydroxyl group and allylic chains on a bisphenolic moiety [18,23].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Bisphenol Neolignans Inspired by Honokiol as Antiproliferative Agents

et al. 2020

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Honokiol (2) is a natural bisphenol neolignan showing a variety of biological properties, including antitumor activity. Some studies pointed out 2 as a potential anticancer agent in view of its antiproliferative and pro-apoptotic activity towards tumor cells. As a further contribution to these studies, we report here the synthesis of a small library of bisphenol neolignans inspired by honokiol and the evaluation of their antiproliferative activity. The natural lead was hence subjected to simple chemical modifications to obtain the derivatives 3–9; further neolignans (12a-c, 13a-c, 14a-c, and 15a) were synthesized employing the Suzuki–Miyaura reaction, thus obtaining bisphenols with a substitution pattern different from honokiol. These compounds and the natural lead were subjected to antiproliferative assay towards HCT-116, HT-29, and PC3 tumor cell lines. Six of the neolignans show GI50 values lower than those of 2 towards all cell lines. Compounds 14a, 14c, and 15a are the most effective antiproliferative agents, with GI50 in the range of 3.6–19.1 µM, in some cases it is lower than those of the anticancer drug 5-fluorouracil. Flow cytometry experiments performed on these neolignans showed that the inhibition of proliferation is mainly due to an apoptotic process. These results indicate that the structural modification of honokiol may open the way to obtaining antitumor neolignans more potent than the natural lead.

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Section: Introductionmentioning

confidence: 99%

Synthesis of Bisphenol Neolignans Inspired by Honokiol as Antiproliferative Agents

et al. 2020

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“…To further explore this idea, we synthesized a library of honokiol derivatives. Honokiol derivative libraries have been synthesized previously and examined for their effects on neuroprotection ( 26 ), antimicrobial agents ( 27 ) and anti-cancer ( 28 ) among others ( 29 , 30 ). However, to date no such study has examined the effects of honokiol analogs on vaccines or a combination of anti-inflammatory activity and adaptive humoral immune response.…”

Section: Resultsmentioning

confidence: 99%

Small Molecule NF-κB Inhibitors as Immune Potentiators for Enhancement of Vaccine Adjuvants

et al. 2020

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Adjuvants are added to vaccines to enhance the immune response and provide increased protection against disease. In the last decade, hundreds of synthetic immune adjuvants have been created, but many induce undesirable levels of proinflammatory cytokines including TNF-α and IL-6. Here we present small molecule NF-κB inhibitors that can be used in combination with an immune adjuvant to both decrease markers associated with poor tolerability and improve the protective response of vaccination. Additionally, we synthesize a library of honokiol derivatives identifying several promising candidates for use in vaccine formulations.

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“…To further explore this idea, we synthesized a library of derivatives. Honokiol derivative libraries have been synthesized previously and examined for their effects on neuroprotection 24 , antimicrobial agents 25 and anti-cancer 26 among others. 27,28 However, to date no such study has examined the effects of honokiol analogs on vaccines or a combination of anti-inflammatory activity and adaptive immune response.…”

Section: Synthesis Of Honokiol Derivative Librarymentioning

confidence: 99%

Small Molecule NF-kB Inhibitors as Immune Potentiators for Enhancement of Vaccine Adjuvants

Moser¹,

Escalante-Buendia²,

Steinhardt³

et al. 2019

Preprint

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<p>Adjuvants are added to vaccines to enhance the immune response and provide increased protection against disease. In the last decade, hundreds of synthetic immune adjuvants have been created, but many induce undesirable levels of proinflammatory cytokines including TNF-a and IL-6. Here we present small molecule NF-kB inhibitors that can be used in combination with an immune adjuvant to both decrease markers associated with poor tolerability and improve the protective response of vaccination. Additionally, we synthesize a library of honokiol derivatives identifying several promising candidates for use in vaccine formulations. <b></b></p>

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Synthesis of honokiol analogues and evaluation of their modulating action on VEGF protein secretion and telomerase‐related gene expressions

Cited by 11 publications

References 30 publications

Synthesis of Bisphenol Neolignans Inspired by Honokiol as Antiproliferative Agents

Synthesis of Bisphenol Neolignans Inspired by Honokiol as Antiproliferative Agents

Small Molecule NF-κB Inhibitors as Immune Potentiators for Enhancement of Vaccine Adjuvants

Small Molecule NF-kB Inhibitors as Immune Potentiators for Enhancement of Vaccine Adjuvants

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