Browse
Submit Data
Databases
API
Help

Dataset Information

28 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Phenylethanol glycosides from the seeds of Aesculus chinensis var. chekiangensis.

ABSTRACT: Three new phenylethanol glycosides (1-3) and one known analogue (4) were isolated from the seeds of Aesculus chinensis Bge. var. chekiangensis. To the best of our knowledge, this represents the first isolation of phenylethanol glycosides from the genus of Aesculus, which enriched its chemical composition. Structure elucidations were performed via extensive NMR and HRESIMS data together with comparison with literature data. Thereafter, the isolated compounds were assayed for their neuroprotective activities against CoCl₂-induced cytotoxicity in PC12 cells and compound 3 exhibited moderate activity.

SUBMITTER: Zhang N

PROVIDER: S-EPMC7178748 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Phenylethanol glycosides from the seeds of Aesculus chinensis var. chekiangensis.

Zhang Nan N Liu Di D Wei Shuxiang S Cao Shijie S Feng Xinchi X Wang Kai K Ding Liqin L Qiu Feng F

BMC chemistry 20200422 1

Three new phenylethanol glycosides (1-3) and one known analogue (4) were isolated from the seeds of Aesculus chinensis Bge. var. chekiangensis. To the best of our knowledge, this represents the first isolation of phenylethanol glycosides from the genus of Aesculus, which enriched its chemical composition. Structure elucidations were performed via extensive NMR and HRESIMS data together with comparison with literature data. Thereafter, the isolated compou ...[more]

PMID: 32337510

Similar Datasets

New Indole Glycosides from Aesculus chinensis var. chekiangensis and Their Neuroprotective Activities.

Project description:The dried seeds of Aesculus chinensis Bge. var. chekiangensis (Hu et Fang) Fang, called "Suo Luo Zi", have been used in traditional Chinese medicine. Nevertheless, most studies have been focused on components of less polarity fractions. In this research, twelve indoles, including six new indole glycosides (1-6) as well as six known analogs were isolated from the polar portion which has been seldom studied. This is the first description of N-glucosylated indoles obtained from the genus of Aesculus. Structures of the new compounds (1-6) were elucidated based on comprehensive interpretation of HRESIMS, 1D and 2D NMR. Additionally, the neuroprotective activities of the N-glucosylated indoles were evaluated for the first time indicating that compounds 1-5 and 9-10 exhibited moderate neuroprotective activities. Further cytotoxicity tests of isolates 1-10 on three human tumor cell lines suggested that none of these compounds were cytotoxic (IC50 > 50 ?M).

| S-EPMC6891264 | biostudies-literature

Bioactive Triterpenoid Saponins From the Seeds of Aesculus chinensis Bge. var. chekiangensis.

Project description:Phytochemical investigation of Aesculus chinensis Bge. var. chekiangensis (Hu et Fang) Fang obtained 33 triterpenoid saponins, including 14 new ones, aesculiside C-P (1-14). The structure elucidations were performed through comprehensive MS, 1D and 2D-NMR analysis, and their absolute configuration was unambiguously determined by X-ray diffraction analysis as well as Mo2(OAc)4-induced ECD method for the first time. All the substances were examined for their cytotoxic activities against three tumor cell lines, Hep G2, HCT-116, and MGC-803. Of these, compounds 8, 9, 14-16, 18, and 22 exhibited potent cytotoxicities against all cell lines with IC50 of 2-21 μM, while compounds 3, 6, 7, 17-19, 20, 24, and 28 depicted moderate activity (IC50 13 to >40 μM). On these bases, the preliminary structure-activity correlations were also discussed. Meanwhile the neuroprotective properties of triterpenoid saponins from Aesculus genus were evaluated for the first time. Among them, compounds 1, 4, 12, 20, 22, 25, 29, and 31 exhibited moderate activities against COCl2-induced PC12 cell injury.

| S-EPMC6989559 | biostudies-literature

Triterpenoid Saponins from the Seeds of Aesculus chinensis and Their Cytotoxicities.

Project description:Six new triterpenoid saponins, aesculusosides A-F (1-6), together with 19 known ones, were isolated from the seeds of Aesculus chinensis. The new structures were elucidated through extensive spectroscopic analyses and by comparison with previously reported data. Some of the isolates were evaluated for their cytotoxic activities against MCF-7 cell line by an MTT assay, and compounds 15, 16, 19, and 23-25 exhibited inhibitory activities against MCF-7 with IC50 values ranging from 7.1 to 31.3 μM.

| S-EPMC5803144 | biostudies-literature

The complete chloroplast genome of Aesculus chinensis var. wilsonii.

Project description:In this study, we sequenced the complete chloroplast (cp) genome of Aesculus chinensis Bunge var. wilsonii (Rehder) Turland & N. H. Xia and compared it with cp genomes of congeneric species. The cp genome of A. chinensis var. wilsonii is a circular molecule, 156,211 bp in length, with typical quadripartite structure. It has one large single copy (LSC) region of 85,211 bp and one small single copy (SSC) region of 18,124 bp that are separated by two inverted repeat regions (IR) of 26,438 bp. The cp genome encodes 133 genes comprising 85 protein-coding genes, 40 tRNA genes, and eight rRNA ribosomal genes. The overall GC content of the cp genome of A. chinensis var. wilsonii is 37.93%. We conducted amaximum likelihood phylogenetic analysis, which revealed that A. chinensis var. wilsonii is sister to A. wangii and has a close relationship with Acer L. (maples). We expect that the cp genome of A. chinensis var. wilsonii will be useful for DNA barcoding and species delimitation for this species as well as future studies on the conservation, taxonomy, and evolutionary relationships of Aesculus L.

| S-EPMC7782131 | biostudies-literature

Aesculus chinensis var. wilsonii

Project description:Aesculus chinensis var. wilsonii Raw sequence reads

| PRJNA609250 | ENA

Aesculus chinensis var. wilsonii

Project description:Aesculus chinensis var. wilsonii Genome sequencing and assembly

| PRJNA845011 | ENA

Aesculus chinensis

Project description:Aesculus chinensis overview

| PRJNA624694 | ENA

Aesculus chinensis

Project description:Horse chestnut tree genome project

| PRJNA1058543 | ENA

Aesculus chinensis

Project description:Aesculus chinensis Raw sequence reads

| PRJNA496363 | ENA

Antiviral escin derivatives from the seeds of Aesculus turbinata Blume (Japanese horse chestnut).

Project description:Porcine epidemic diarrhea virus (PEDV) causes severe diarrhea and high fatality of piglets, influencing the swine industry. Japanese horse chestnut (seed of Aesculus turbinata) contains many saponin mixtures, called escins, and has been used for a long time as a traditional medicinal plant. Structure-activity relationship (SAR) studies on escins have revealed that acylations at C-21 and C-22 with angeloyl or tigloyl groups were important for their cytotoxic effects. However, the strong cytotoxicity of escins makes them hard to utilize for other diseases and to develop as nutraceuticals. In this research, we investigated whether escin derivatives 1-7 (including new compounds 2, 3, 5 and 6), without the angeloyl or tigloyl groups and with modified glycosidic linkages by hydrolysis, have PEDV inhibitory effects with less cytotoxicity. Compounds 1-7 had no cytotoxicity at 20μM on VERO cells, while compounds 8-10 showed strong cytotoxicity at similar concentrations on PEDV. Our results suggest that escin derivatives showed strong inhibitory activities on PEDV replication with lowered cytotoxicity. These studies propose a method to utilize Japanese horse chestnut for treating PEDV and to increase the diversity of its bioactive compounds.

| S-EPMC7127610 | biostudies-literature