ChemInform Abstract: Three New Monoterpene Alkaloids and a New Caffeic Acid Ester from Incarvillea mairei var. multifoliolata

Xing, Ai‐Ting; Tian, Jun‐Mian; Liu, Chunmei; Li, Hui‐Liang; Zhang, Guoqing; Shan, Lei

doi:10.1002/chin.201035210

Cited by 2 publications

(2 citation statements)

References 2 publications

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“…68 Mairine B is a new skytanthine-type monoterpenoid alkaloid that has been isolated from the plant Incarvillea mairei . 69 The production of decahydroquinoline, andrachcinidine, and mairine B by Streptomyces species has not been previously reported. Therefore, further studies will be required to characterize these metabolites and to identify the BGCs responsible for their production in S. scabiei .…”

Section: Resultsmentioning

confidence: 96%

Genomic and Metabolomic Analysis of the Potato Common Scab Pathogen Streptomyces scabiei

et al. 2021

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Streptomyces scabiei is a key causative agent of common scab disease, which causes significant economic losses to potato growers worldwide. This organism produces several phytotoxins that are known or suspected to contribute to host–pathogen interactions and disease development; however, the full metabolic potential of S. scabiei has not been previously investigated. In this study, we used a combined metabolomic and genomic approach to investigate the metabolites that are produced by S. scabiei . The genome sequence was analyzed using antiSMASH and DeepBGC to identify specialized metabolite biosynthetic gene clusters. Using untargeted liquid chromatography-coupled tandem mass spectrometry (LC-MS 2 ), the metabolic profile of S. scabiei was compared after cultivation on three different growth media. MS 2 data were analyzed using Feature-Based Molecular Networking and hierarchical clustering in BioDendro. Metabolites were annotated by performing a Global Natural Products Social Molecular Networking (GNPS) spectral library search or using Network Annotation Propagation, SIRIUS, MetWork, or Competitive Fragmentation Modeling for Metabolite Identification. Using this approach, we were able to putatively identify new analogues of known metabolites as well as molecules that were not previously known to be produced by S. scabiei . To our knowledge, this study represents the first global analysis of specialized metabolites that are produced by this important plant pathogen.

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Section: Resultsmentioning

confidence: 96%

Genomic and Metabolomic Analysis of the Potato Common Scab Pathogen Streptomyces scabiei

et al. 2021

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“…The CHCl 3 soluble portion of the 90 % ethanol extract of the whole plants of I. delavayi was repeatedly chromatographed over silica gel, reverse phase C-18, and Sephadex LH-20, and semipreparative HPLC separation to produce three new monoterpene alkaloids (1 -3) and five known ones (4 -8) (Figure 1). By comparing their MS and NMR spectral data with those previously reported in literatures, compounds 4-8 were identified as marine B (4), [21] tecomine (5), [22,23] (+)-epidihydrotecomanine ( 6), [24] 5-hydroxyskytanthine ( 7), [25] and (3R)-3-methylcyclopentyl[1,2-c]pyridine-5-ol (8), [26] respectively.…”

Section: Structural Elucidationmentioning

confidence: 76%

Monoterpene Alkaloids from Incarvillea delavayi Bureau et Franchet and Their Inhibition against LPS Induced NO Production in BV2 Cells

Xiuping

Chen²,

et al. 2022

Chemistry & Biodiversity

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Three new monoterpene alkaloids, delavatines C -E (1 -3), along with five known ones (4 -8), were separated from the whole plants of Incarvillea delavayi. All compounds were deduced by interpretation of comprehensive NMR spectral data and X-Ray single crystal diffraction, in combination with a quantum chemical calculation of NMR chemical shift coupled with an advanced statistical procedure DP4 + . Compounds 1-8 were assessed NO suppressive effect in LPS-stimulated BV2 microglia cells. Compounds 2, 3, 6, and 8 exhibited significant inhibition against NO production in LPS-induced BV2 cells with IC 50 values of 25.62, 17.29, 19.94 and 23.88 μM, stronger than or comparable to the positive control (AG) with IC 50 value of 26.13 μM.

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ChemInform Abstract: Three New Monoterpene Alkaloids and a New Caffeic Acid Ester from Incarvillea mairei var. multifoliolata

Cited by 2 publications

References 2 publications

Genomic and Metabolomic Analysis of the Potato Common Scab Pathogen Streptomyces scabiei

Genomic and Metabolomic Analysis of the Potato Common Scab Pathogen Streptomyces scabiei

Monoterpene Alkaloids from Incarvillea delavayi Bureau et Franchet and Their Inhibition against LPS Induced NO Production in BV2 Cells

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