Quantitative structure-activity relationship for estrogenic flavonoids from Psoralea corylifolia

Zhang, Tiehua; Zhong, Shuning; Meng, Yao; Deng, Wenya; Hou, Ligang; Wang, Yongjun; Xing, XiaoJia; Guan, Tianzhu; Zhang, Jie; Li, Tiezhu

doi:10.1016/j.jpba.2018.08.040

Cited by 16 publications

(7 citation statements)

References 44 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The hydrophobic interactions of the complexes in Figure 6 are similar, that is, the hydrophobic amino acids at the left and bottom of the binding cavity are greater than other locations. This result is consistent with the reference [29], that hydrophobic interactions are the dominant force for stabilizing the binding of ligands to receptors.…”

Section: Binding Patterns Analysissupporting

confidence: 93%

“…Molecules 2020, 25, x FOR PEER REVIEW 9 of 18 greater than other locations. This result is consistent with the reference [29], that hydrophobic interactions are the dominant force for stabilizing the binding of ligands to receptors.…”

Section: Binding Patterns Analysissupporting

confidence: 93%

“…Among them, the phenolic hydroxyl group of coumestrol forms hydrogen bonds with the residues at the two ends of the binding cavity, and the hydrogen bond interactions are greater than other ligands, which helps to improve the binding stability of coumestrol to ER. According to the references [27][28][29][30] and the comparison of the docking results, it can be seen that the hydrogen bond interactions play an important stabilizing role in the ligand-receptor binding process. hydroxyl group of coumestrol forms hydrogen bonds with the residues at the two ends of the binding cavity, and the hydrogen bond interactions are greater than other ligands, which helps to improve the binding stability of coumestrol to ER.…”

Section: Molecular Dynamics Simulation Analysismentioning

confidence: 99%

See 2 more Smart Citations

Interaction of Coumarin Phytoestrogens with ERα and ERβ: A Molecular Dynamics Simulation Study

Wang

Zhuang

et al. 2020

Molecules

View full text Add to dashboard Cite

Coumarin phytoestrogens, as one of the important classes of phytoestrogens, have been proved to play an important role in various fields of human life. In this study, molecular simulation method including molecular docking and molecular dynamics methods were performed to explore the various effects between four classical coumarin phytoestrogens (coumestrol, 4-methoxycoumestrol, psoralen and isopsoralen), and estrogen receptors (ERα, ERβ), respectively. The calculated results not only proved that the four coumarin phytoestrogens have weaker affinity than 17β-estradiol to both ERα, and ERβ, but also pointed out that the selective affinity for ERβ is greater than ERα. In addition, the binding mode indicated that the formation of hydrogen bond and hydrophobic interaction have an important effect on the stability of the complexes. Further, the calculation and decomposition of binding free energy explored the main contribution interactions to the total free energy.

show abstract

Section: Binding Patterns Analysissupporting

confidence: 93%

Section: Binding Patterns Analysissupporting

confidence: 93%

Section: Molecular Dynamics Simulation Analysismentioning

confidence: 99%

See 1 more Smart Citation

Interaction of Coumarin Phytoestrogens with ERα and ERβ: A Molecular Dynamics Simulation Study

Wang

Zhuang

et al. 2020

Molecules

View full text Add to dashboard Cite

show abstract

“…Larrosa et al (2006) mentioned that the interaction between C5-OH and C4′-OH at C3 facilitates genistein binding to phytoestrogen receptors with greater affinity than daidzein. Zhang et al (2018) pointed out that hydrophobic groups and hydrogen bonds were important factors to stabilize the binding ability of flavonoids. For estrogenic flavonoids, methylation of hydroxyl group can reduce estrogenic activity; therefore, it is presumed that the hydroxyl group is necessary for flavonoids to possess estrogen.…”

Section: Discussionmentioning

confidence: 99%

Effects of some flavonoids on the mycotoxin citrinin reduction by Monascus aurantiacus Li AS3.4384 during liquid-state fermentation

et al. 2020

View full text Add to dashboard Cite

Monascus can produce many beneficial metabolites; however, it can simultaneously also produce citrinin, which seriously limits its application. Therefore, reducing the production of citrinin is of great interest. Herein, Monascus aurantiacus Li AS3.4384 (MAL) was used to optimize the liquid-state fermentation process and investigate the effects of genistein and other flavonoids on citrinin, pigments, and biomass of MAL. Results showed that citrinin decreased by 80%, pigments and biomass increased by approximately 20% in 12 days with addition of 20.0 g/L rice powder as a carbon source and 2.0 g/L genistein during shaking liquid-state fermentation. Further, genistein, daidzein, luteolin, apigenin, quercetin, baicalein, kaempferol myricetin, and genistin exerted different effects on citrinin production by MAL, with genistein causing the highest reduction in citrinin production during liquid-state fermentation, possibly due to the presence of C5-OH, C4′-OH, and C7-OH. Therefore, genistein can be added to the fermentation process of Monascus to reduce citrinin.

show abstract

“…Pharmacological studies on these compounds revealed their promising activities as antipsoriatic, anti-inflammatory, antibacterial, antidiabetic, antihiperlipidemia, hepatoprotective, estrogenic, osteoporosis management and cytotoxicity. [6], [22], [23], [25], [27], [28]…”

Section: Resultsmentioning

confidence: 99%

Pharmacologically Active Secondary Metabolites from Psoralea corylifolia

Ariantari

Ratnasantasyacitta

2022

J. Trop. Pharm. Chem.

View full text Add to dashboard Cite

Psoralea corylifolia has gained much attention, particularly in the cosmetic industry for the past few years owing to promising pharmacological activities of its metabolites. Seeds of P. corylifolia are the main source of bakuchiol, a meroterpene compound that is extensively harnessed in numerous skincare products. Furanocoumarins, psoralen and isopsoralen are other metabolites mainly from P. corylifolia seeds and known for their antipsoriatic activity. Moreover, various studies have reported several classes of secondary metabolites from this plant possessing diverse biological activities. This article highlights recent updates on P. corylifolia phytoconstituents and their promising pharmacological activities based on scientific publications during the last 10 years (2011-2021). The literature search was carried out through scientific-based websites and databases such as Google Scholar, NCBI, and PubMed. This paper included sixty-three bioactive metabolites reported in the last 10 years, belonging to the group of flavonoids, meroterpenes, furanocoumarins, coumestans, steroid and phenolic compounds. These phytoconstituents displayed a broad range of bioactivities including anti-inflammatory, antibacterial, antidiabetic, controlling obesity, hepatoprotective and cytotoxicity. Keywords: Bakuchiol, pharmacological activities, Psoralea corylifolia, bioactive metabolites.

show abstract

Quantitative structure-activity relationship for estrogenic flavonoids from Psoralea corylifolia

Cited by 16 publications

References 44 publications

Interaction of Coumarin Phytoestrogens with ERα and ERβ: A Molecular Dynamics Simulation Study

Interaction of Coumarin Phytoestrogens with ERα and ERβ: A Molecular Dynamics Simulation Study

Effects of some flavonoids on the mycotoxin citrinin reduction by Monascus aurantiacus Li AS3.4384 during liquid-state fermentation

Pharmacologically Active Secondary Metabolites from Psoralea corylifolia

Contact Info

Product

Resources

About