Dataset Information

Phytoecdysteroids from the roots of Achyranthes bidentata Blume.

ABSTRACT: Two new phytoecdysteroids, (25S)-20,22-O-(R-ethylidene)inokosterone and 20,22-O-(R-3-methoxycarbonyl)propylidene-20-hydroxyecdysone, together with six known phytoecdysteroids 3-8 were isolated from the roots of Achyranthes bidentata Blume. The new structures were established on the basis of spectroscopic studies and chemical evidences. The absolute configuration at C-25 in the structure of known compound 3 was determined by chemical and spectroscopic means.

SUBMITTER: Zhang M

PROVIDER: S-EPMC6268906 | biostudies-other | 2012

REPOSITORIES: biostudies-other

ACCESS DATA

Publications

Phytoecdysteroids from the roots of Achyranthes bidentata Blume.

Zhang Mei M Zhou Zhong-Yu ZY Wang Jing J Cao Yong Y Chen Xue-Xiang XX Zhang Wei-Min WM Lin Li-Dong LD Tan Jian-Wen JW

Molecules (Basel, Switzerland) 20120314 3

Two new phytoecdysteroids, (25S)-20,22-O-(R-ethylidene)inokosterone and 20,22-O-(R-3-methoxycarbonyl)propylidene-20-hydroxyecdysone, together with six known phytoecdysteroids 3-8 were isolated from the roots of Achyranthes bidentata Blume. The new structures were established on the basis of spectroscopic studies and chemical evidences. The absolute configuration at C-25 in the structure of known compound 3 was determined by chemical and spectroscopic means. ...[more]

PMID: 22418932

Similar Datasets

Project description:Main conclusionSolanum dulcamara primary and adventitious roots showed qualitative and quantitative differences in their steroidal glycosides profile. This opened new venues to evaluate the bioactivity of these molecules in belowground ecosystems. The Solanum genus is characterized by the presence of steroidal glycosides (SGs) that confer herbivore resistance and serve as drug precursors in the pharmaceutical industry. Solanum dulcamara is a self-compatible, sexually reproducing species that produces seeds after buzz-pollination. In addition, primordia on the stem facilitate clonal propagation via adventitious root (AR) formation. ARs contain aerenchyma being developmentally and morphologically different from primary roots (PRs). Therefore, we hypothesized that ARs and PRs have different SG profiles. Aiming to assess differences in SGs profiles in S. dulcamara roots in relation to their origins and morphologies, we used liquid chromatography coupled to electron spray ionization quadruple time of flight mass spectrometry (LC-ESI-qToF-MS) to profile SGs from PRs and ARs of seven S. dulcamara individuals. Mass fragmentation pattern analysis indicated the presence of 31 SG-type structures, including those with spirostans and furostans moieties. We assigned the 31 structures to 9 classes of steroidal aglycons (SAgls) that differ in hydroxylation and degree of unsaturation. We found that SAgls were conjugated with di-, tri- and tetra saccharides whereby one compound contained a malonylated sugar. Principle component analysis showed that SG profiles of PRs and ARs separated on the first principal component, supporting our hypothesis. Specifically, PRs contain higher number of SGs than ARs with some compounds exclusively present in PRs. Our results reveal a high level of novel chemodiversity in PRs and ARs of Solanum dulcamara. The knowledge gained will deepen our understanding of SGs biosynthesis and their functional role in plant-environment interactions.

Dataset Information

Phytoecdysteroids from the roots of Achyranthes bidentata Blume.

Publications

Phytoecdysteroids from the roots of Achyranthes bidentata Blume.

Similar Datasets

OmicsDI is part of the ELIXIR infrastructure

Tweets