Two new monoterpene indole alkaloids, Eleganine A () and Eleganine B (), along with 11 known compounds (3-13) were isolated from the stems and leaves of . Compound 1 is a gelsenicine-related monoterpenoid indole alkaloid possessing an iridoid unit. Their structures and absolute configurations of - were established by UV, IR, HR-ESI-MS, NMR spectroscopy, and electronic circular dichroism data analyses. All isolated compounds were evaluated for their anti-inflammatory and inhibiting glucose-induced mesanginal cell proliferation activities. None of them showed activity with IC far beyond 50 M.
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http://dx.doi.org/10.1080/14786419.2023.2261070 | DOI Listing |
Monoterpene indole alkaloids (MIAs) are a large, structurally diverse class of bioactive natural products. These compounds are biosynthetically derived from a stereoselective Pictet-Spengler condensation that generates a tetrahydro-β-carboline scaffold characterized by a 3 stereocenter. However, a subset of MIAs contain a non-canonical 3 stereocenter.
View Article and Find Full Text PDFPlant Physiol Biochem
December 2024
Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610213, China. Electronic address:
Cytochrome P450 enzymes (CYPs), the members of the largest superfamily of enzymes in plant kingdom, catalyze a variety of functional group transformations involved in metabolite biosynthesis, end-product derivatization, and exogeneous molecule detoxification. Nevertheless, CYPs' functional characterization and practically industrial application have been largely encumbered by their critical dependency on the reducing equivalent for the catalytic cycling, driven by the tedious electron relay mediated by CYP reductase (CPR). Here, we report a photoinduced electron transfer system that initiates and sustains the CYP-catalyzed reaction cycling.
View Article and Find Full Text PDFInt J Mol Sci
November 2024
College of Chinese Medicinal Materials, Jilin Agricultural University, Changchun 130118, China.
Inflammation assumes a vital role in the pathogenesis of depression and in antidepressant treatment. Paeoniflorin (PF), a monoterpene glycoside analog possessing anti-inflammatory attributes, exhibits therapeutic efficacy on depression-like behavior in mice. The objective of this study was to evaluate the antidepressant effects of PF on depression elicited by the chronic unpredictable mild stress (CUMS) model and the precise neural sequence associated with the inflammatory process.
View Article and Find Full Text PDFPlant Physiol Biochem
November 2024
Biomolécules et Biotechnologies Végétales, EA2106, Université de Tours, 37200, Tours, France. Electronic address:
Monoterpene indole alkaloids (MIAs) are valuable metabolites produced in numerous medicinal plants from the Apocynaceae family such as Alstonia scholaris, which synthesizes strictamine, a MIA displaying neuropharmacological properties of a potential importance. To get insights into the MIA metabolism in A. scholaris, we studied here both the spatial and transcriptional regulations of MIA genes by performing a robust transcriptomics analysis of the main plant organs, leaf epidermis but also by sequencing RNA from leaves transiently overexpressing the master transcriptional regulator MYC2.
View Article and Find Full Text PDFNat Prod Res
November 2024
Department of Pharmacognosy, Faculty of Pharmacy and Pharmaceutical Sciences, Kwame Nkrumah University of Science and Technology, Kumasi, Ghana.
Eight monoterpene indole alkaloids (-), including one new picraline-type alkaloid, 2-hydroxyakuammiline () and seven known compounds: akuammigine (), akuammine (), akuammidine (), akuammiline (), akuammiline N-oxide (), akuammiline (), rhazimol (), and alstonine () were isolated from the seeds of . Structure elucidation was done by analysis of their MS and NMR spectroscopic data. The antiplasmodial effects of compounds - were moderate.
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