Complex Flavanones from <i>Cryptocarya metcalfiana</i> and Structural Revision of Oboflavanone A

He, Qian; Li, Simin; Fan, Yue; Liu, Yu; Su, Yu; Zhou, Zhen; Zhang, Yinan; Li, Guoli; Rao, L. Jagan Mohan; Zhang, Chuan‐Rui

doi:10.1021/acs.jnatprod.2c00279

Cited by 8 publications

(13 citation statements)

References 29 publications

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“…They might contribute to the decrease of Gram-positive Enterococcus genus and the restitution of infected epithelium, respectively. The other two pathways Flavonoid biosynthesis (KEGG: ko00941) and Flavone and flavonol biosynthesis (KEGG: ko00944) can synthesize a variety of flavonoids, which exhibit diverse biological properties such as anti-inflammatory ( Feng et al, 2012 ), antimicrobial ( Huang et al, 2014 ), and cytotoxic ( He et al, 2022 ). Flavonoids might be employed by microbiota as a kind of colonization resistance to invasive S .…”

Section: Discussionmentioning

confidence: 99%

The response of cecal microbiota to inflammatory state induced by Salmonella enterica serovar Enteritidis

Liu

Miao

et al. 2022

Front. Microbiol.

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By combining the experiments of reciprocal crosses of chicken infected with Salmonella enterica serovar Enteritidis (S. Enteritidis), we focused on the common response of cecal microbiota to an inflammatory state in respect of transcriptome and microbiome. The inoculation of S. Enteritidis improved the microbial diversity and promoted the microbiota evolution in our infection model. Correlation analysis between bacteria and inflammation-related genes showed that some intestinal microorganisms were “inflammophile” and thrived in an inflamed environment. The global function of cecal microbiome was to maintain the homeostasis likely by the up-regulation of microbial metabolism pathway in bacitracin, putrescine, and flavonoids production, although the bacitracin may affect the symbiotic bacteria Enterococcus. The action of S. Enteritidis had close relationships with multiple inflammation-related genes, including the genes PTAFR, LY96, and ACOD1 which proteins are related to the binding and tolerance of LPS, and the genes IL-18, IL-18R1 and IL-18RAP which products can form a functional complex and transmit IL-18 pro-inflammatory signal. Additionally, the infection of S. Enteritidis aroused the transcription of EXFABP, which protein has a potential to sequestrate the siderophore and might cause the decline of Escherichia-Shigella and Enterococcus. S. Enteritidis can escape from the sequestrating through the salmochelin, another kind of siderophore which cannot be recognized by EXFABP. Probably by this way, S. Enteritidis competed with the symbiotic bacteria and edged out the niches. Our research can help to understand the interplay between host, pathogen, and symbiotic bacteria.

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Section: Discussionmentioning

confidence: 99%

The response of cecal microbiota to inflammatory state induced by Salmonella enterica serovar Enteritidis

Liu

Miao

et al. 2022

Front. Microbiol.

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“…Flavonoids type flavanones are a chemical class of naturally occurring flavones that are available in this genus. For Table 1 and Figure 4, a list of eighty‐one compounds 227 – 297 were summarized, as well their resource included C. chartacea , C. chinensis , C. chingii , C. concinna , C. costata , C. infectoria , C. impressinervia , C. konishii , C. kurzii , C. metcalfiana , C. maclurei , C. obovata , C. rubra , C. strictifolia , and C. yunnanesis [3–6,37,66,71,79,83,86–94] . Pinocembrin ( 296 ) was likely to be the main compound in this group.…”

Section: Phytochemistrymentioning

confidence: 99%

The Genus Cryptocarya: A Review on Phytochemistry and Pharmacological Activities

Son

2023

Chemistry & Biodiversity

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Cryptocarya (the laurel family) is a large genus of great economic plants found in tropics and subtropics. Plants of this genus are a rich resource of essential oils, and pharmacological compounds. An overview of phytochemistry and pharmacological aspect is not yet available. This review aims to establish insightful information on phytochemistry, and pharmacological values. The literature collection is based on keywords 'Cryptocarya', 'phytochemistry', and 'pharmacology' using a broad panel of scientific sources, such as Google Scholar, Sciencedirect, and Wiley. Since the 1950s, Cryptocarya plants have been the main object in various phytochemical studies, by which about 390 metabolite compounds were isolated. Alkaloids, α-pyrones, and flavonoids could be seen as the main classes of Cryptocarya isolates. Cryptocarya constituents displayed potential pharmacological values such as anti-inflammatory, antimicrobial, antioxidative, antiviral, vasorelaxant activities, especially cytotoxicity.

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“…They all contain a benzofuran moiety [ 55 ]. Compounds 130–138 are complex flavanones and were isolated from the leaves and twigs of Cryptocarya metcalfiana [ 56 ]. Compounds 139 and 140 were isolated from the leaves of Woodfordia uniflora .…”

Section: Isolation Of Novel Flavonoids Isoflavonoids and Neoflavonoidsmentioning

confidence: 99%

“…The structure of compound 430 was reappraised as compound 431 . Only the absolute configurations of the other three compounds were modified, producing compounds 433 , 436 , and 437 , respectively [ 56 ].…”

Section: Synthesis Of Flavonoids and Isoflavonoidsmentioning

confidence: 99%

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Perplexing Polyphenolics: The Isolations, Syntheses, Reappraisals, and Bioactivities of Flavonoids, Isoflavonoids, and Neoflavonoids from 2016 to 2022

Umer

Shamim

Khan

et al. 2023

Life

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Flavonoids, isoflavonoids, neoflavonoids, and their various subcategories are polyphenolics–an extensive class of natural products. These compounds are bioactive and display multiple activities, including anticancer, antibacterial, antiviral, antioxidant, and neuroprotective activities. Thus, these compounds can serve as leads for therapeutic agents or targets for complex synthesis; they are coveted and routinely isolated, characterized, biologically evaluated, and synthesized. However, data regarding the compounds’ sources, isolation procedures, structural novelties, bioactivities, and synthetic schemes are often dispersed and complex, a dilemma this review aims to address. To serve as an easily accessible guide for researchers wanting to apprise themselves of the latest advancements in this subfield, this review summarizes seventy-six (76) articles published between 2016 and 2022 that detail the isolation and characterization of two hundred and forty-nine (249) novel compounds, the total and semisyntheses of thirteen (13) compounds, and reappraisals of the structures of twenty (20) previously reported compounds and their bioactivities. This article also discusses new synthetic methods and enzymes capable of producing or modifying flavonoids, isoflavonoids, or neoflavonoids.

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Complex Flavanones from Cryptocarya metcalfiana and Structural Revision of Oboflavanone A

Cited by 8 publications

References 29 publications

The response of cecal microbiota to inflammatory state induced by Salmonella enterica serovar Enteritidis

The response of cecal microbiota to inflammatory state induced by Salmonella enterica serovar Enteritidis

The Genus Cryptocarya: A Review on Phytochemistry and Pharmacological Activities

Perplexing Polyphenolics: The Isolations, Syntheses, Reappraisals, and Bioactivities of Flavonoids, Isoflavonoids, and Neoflavonoids from 2016 to 2022

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