Three New Monoterpene Alkaloids and a New Caffeic Acid Ester from <i>Incarvillea mairei</i> var. <i>multifoliolata</i>

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

doi:10.1002/hlca.200900284

Cited by 5 publications

(3 citation statements)

References 7 publications

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“…Andrachcinidine is a 2,6-disubstituted piperidine alkaloid that has been isolated from a small perennial plant Andrachne aspera Spreng and may function as a chemical defense agent . Mairine B is a new skytanthine-type monoterpenoid alkaloid that has been isolated from the plant Incarvillea mairei . The production of decahydroquinoline, andrachcinidine, and mairine B by Streptomyces species has not been previously reported.…”

Section: Resultsmentioning

confidence: 99%

“…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: 1299 [M − H] −mentioning

confidence: 96%

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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: 99%

Section: 1299 [M − H] −mentioning

confidence: 96%

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

et al. 2021

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“…Some studies reported that the same component in ICM, named protocatechuic acid, exists in the ethyl acetate soluble part of I. delavayi [48,49]. Although caffeic acid has not been found in other plants of the same genus, its esters have been identified in Incarvillea mairei [50]. It is inferred from the above that ICM and I. delavayi may be more similar in terms of components than others of the same genus.…”

Section: Discussionmentioning

confidence: 99%

Phytochemical Analysis, Antioxidant and Analgesic Activities of Incarvillea compacta Maxim from the Tibetan Plateau

et al. 2019

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Incarvillea compacta Maxim is a traditional Tibetan plant widely used to treat rheumatic pain and bruises. We conducted qualitative analyses by liquid chromatography-mass spectrometry and quantitative analyses of the total phenols, flavonoids, and alkaloids content of different extracts of I. compacta Maxim. Antioxidant and analgesic activity were analyzed. The results showed that the methanol extract had the highest content of the various ingredients. A total of 25 constituents were identified, of which compounds 1–23 were found for the first time in this plant. The water extract had the highest capacity to clear free radicals in the antioxidant test. The water extract had dose-dependent analgesic effects in the first and second phase in a formalin test. The latency of pain from a hot-plate test was augmented by the water extract when the dose was greater than or equal to 30 g/kg. The water extract significantly decreased the amount of writhing in a dose-dependent manner compared with the control group in the acetic acid-induced writhing test. These results showed that I. compacta Maxim is a new antioxidant and analgesic agent, and this study provides information on its ingredients for further study.

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

Cited by 5 publications

References 7 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

Phytochemical Analysis, Antioxidant and Analgesic Activities of Incarvillea compacta Maxim from the Tibetan Plateau

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

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