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Aromatic compounds from an aqueous extract of "ban lan gen" and their antiviral activities.

ABSTRACT: A pair of new diphenyl glycerol ether enantiomers (-)-1 and (+)-1 and two new methyl benzamidobenzoates 2 and 3, named (-)-(R)- and (+)-(S)-isatindigotrioic acid [(-)-1 and (+)-1] and isatindigoticamides A (2) and B (3), respectively, were isolated from an aqueous decoction of the roots of Isatis indigotica (ban lan gen). Their structures were elucidated by spectroscopic data analysis including 2D NMR experiments. The absolute configurations of (-)-1 and (+)-1 were assigned based on the CD exciton chirality method. Compounds 2 and 3 exhibited antiviral activities against HSV-1 with IC50 values of 4.87 and 25.87 ?mol/L, respectively. Compound 2 was also found active against Coxsackie virus B3 and LPS-induced NO production.

SUBMITTER: Liu Y

PROVIDER: S-EPMC5343108 | biostudies-literature | 2017 Mar

REPOSITORIES: biostudies-literature

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Aromatic compounds from an aqueous extract of "ban lan gen" and their antiviral activities.

Liu Yufeng Y Chen Minghua M Guo Qinglan Q Li Yuhuan Y Jiang Jiandong J Shi Jiangong J

Acta pharmaceutica Sinica. B 20161108 2

A pair of new diphenyl glycerol ether enantiomers (-)-1 and (+)-1 and two new methyl benzamidobenzoates 2 and 3, named (-)-(R)- and (+)-(S)-isatindigotrioic acid [(-)-1 and (+)-1] and isatindigoticamides A (2) and B (3), respectively, were isolated from an aqueous decoction of the roots of Isatis indigotica (ban lan gen). Their structures were elucidated by spectroscopic data analysis including 2D NMR experiments. The a ...[more]

PMID: 28303224

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Project description:Objective:Sea cucumbers are considered among the most important functional foods. Following bioassay guided fractionation, we assessed the anti-proliferative and anti-inflammatory activities of Holothuria polii (H. polii) extracts. Methods:Sea cucumber ethanolic extract and the partially purified aqueous fractions were assessed for their anti-proliferative activities. These latter bioactivities were evaluated in the highly invasive MDA-MB-231 human breast cancer cells in two-dimensional and three-dimensional cultures using trypan blue exclusion assay. The tumor-suppressive effects of sea cucumber ethanolic extract and aqueous fractions were assayed by measuring the trans-well invasion of MDA-MB-231 cells and the expression of some epithelial mesenchymal transition markers using quantitative reverse-transcription polymerase chain reaction and western blot analysis. The anti-inflammatory activity of the aqueous fraction was tested by measuring the secreted levels of interleukin-6, nitric oxide, and matrix metalloproteinase 9 in endotoxin-induced mammary epithelial SCp2 cells and interleukin-1? in phorbol-12-myristate-13-acetate-activated human monocytic THP-1 cells. Results:Sea cucumber ethanolic extract and the aqueous fraction significantly decreased the proliferation of MDA-MB-231 cells by more than 50% at similar and noncytotoxic concentrations and caused an arrest in the S-phase of the cell cycle of treated cells. In contrast, petroleum ether, chloroform, ethyl acetate, and n-butanol organic fractions did not show any significant activity. Furthermore, sea cucumber ethanolic extract and aqueous fraction reduced the proliferation of MDA-MB-231 cells in three-dimensional cultures by more than 60% at noncytotoxic concentrations. In addition, treatment with these concentrations resulted in the loss of stellate outgrowths in favor of spherical aggregates and a 30% decrease in invasive properties. Both sea cucumber ethanolic extract and aqueous decreased the transcription of vimentin and the protein expression levels of vimentin and N-cadherin in three-dimensional cultures. The aqueous fraction decreased the levels of inflammatory markers interleukin-6, nitric oxide, and matrix metalloproteinase 9 in the mouse mammary SCp2 cells, and the level of interleukin-1? produced by phorbol-12-myristate-13-acetate-activated THP-1 human monocytic cells. Conclusion:The data reveal for the first time promising anti-proliferative and anti-inflammatory activities in H. polii water extract in two-dimensional and three-dimensional culture models.

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Aromatic compounds from an aqueous extract of "ban lan gen" and their antiviral activities.

Publications

Aromatic compounds from an aqueous extract of "ban lan gen" and their antiviral activities.

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