Dataset Information

Schizandrol A: a lignan from Schisandra chinensis.

ABSTRACT:

The title compound (systematic name

1,2,3,10,11,12-hexa-meth-oxy-6,7-dimethyl-5,6,7,8-tetra-hydro-dibenzo[a,c]cyclo-oc-ten-6-ol), C(24)H(32)O(7), has a dibenzocyclo-octa-diene skeleton. There are three mol-ecules in the asymmetric unit, which are related by a pseudo-translation in the direction of the c axis. Nevertheless, the three mol-ecules differ in the torsion angle of one of the meth-oxy groups. The dihedral angles between the two aromatic rings are 62.39?(10), 62.65?(10) and 61.84?(10)° for the three mol-ecules. The crystal packing is stabilized by a series of O-H?O and C-H?O hydrogen bonds, as well as C-H?? inter-actions.

SUBMITTER: Zhao L

PROVIDER: S-EPMC2962140 | biostudies-literature | 2008 Jul

REPOSITORIES: biostudies-literature

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Publications

Schizandrol A: a lignan from Schisandra chinensis.

Zhao Liang L Yu Xiaoling X Chen Chungang C

Acta crystallographica. Section E, Structure reports online 20080716 Pt 8

<h4>The title compound (systematic name</h4>1,2,3,10,11,12-hexa-meth-oxy-6,7-dimethyl-5,6,7,8-tetra-hydro-dibenzo[a,c]cyclo-oc-ten-6-ol), C(24)H(32)O(7), has a dibenzocyclo-octa-diene skeleton. There are three mol-ecules in the asymmetric unit, which are related by a pseudo-translation in the direction of the c axis. Nevertheless, the three mol-ecules differ in the torsion angle of one of the meth-oxy groups. The dihedral angles between the two aromatic rings are 62.39 (10), 62.65 (10) and 61.84 ...[more]

PMID: 21203222

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Project description:BackgroundSchisandra chinensis, an ancient member of the most basal angiosperm lineage which is known as the ANITA, is a fruit-bearing vine with the pharmacological effects of a multidrug system, such as antioxidant, anti-inflammatory, cardioprotective, neuroprotective, anti-osteoporosis effects. Its major bioactive compound is represented by lignans such as schisandrin. Molecular characterization of lignan biosynthesis in S. chinensis is of great importance for improving the production of this class of active compound. However, the biosynthetic mechanism of schisandrin remains largely unknown.ResultsTo understand the potential key catalytic steps and their regulation of schisandrin biosynthesis, we generated genome-wide transcriptome data from three different tissues of S. chinensis cultivar Cheongsoon, including leaf, root, and fruit, via long- and short-read sequencing technologies. A total of 132,856 assembled transcripts were generated with an average length of 1.9 kb and high assembly completeness. Overall, our data presented effective, accurate gene annotation in the prediction of functional pathways. In particular, the annotation revealed the abundance of transcripts related to phenylpropanoid biosynthesis. Remarkably, transcriptome profiling during fruit development of S. chinensis cultivar Cheongsoon revealed that the phenylpropanoid biosynthetic pathway, specific to coniferyl alcohol biosynthesis, showed a tendency to be upregulated at the postfruit development stage. Further the analysis also revealed that the pathway forms a transcriptional network with fruit ripening-related genes, especially the ABA signaling-related pathway. Finally, candidate unigenes homologous to isoeugenol synthase 1 (IGS1) and dirigent-like protein (DIR), which are subsequently activated by phenylpropanoid biosynthesis and thus catalyze key upstream steps in schisandrin biosynthesis, were identified. Their expression was increased at the postfruit development stage, suggesting that they may be involved in the regulation of schisandrin biosynthesis in S. chinensis.ConclusionsOur results provide new insights into the production and accumulation of schisandrin in S. chinensis berries and will be utilized as a valuable transcriptomic resource for improving the schisandrin content.

Dataset Information

Schizandrol A: a lignan from Schisandra chinensis.

The title compound (systematic name

Publications

Schizandrol A: a lignan from Schisandra chinensis.

Similar Datasets

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