Structural Diversity and Biological Activities of Diterpenoids Derived from Euphorbia fischeriana Steud

Jian, Baiyu; Zhang, Hao; Liu, Jicheng

doi:10.3390/molecules23040935

Cited by 30 publications

(23 citation statements)

References 31 publications

(48 reference statements)

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“…Previous studies (Huang et al, 2014; Hua et al, 2017) have reported anti-feeding activity of selected Euphorbia diterpenoids against generalist plant-feeding insects, Spodoptera exigua (Hübner, 1808) and Helicoverpa armigera (Hübner, 1808). In vitro , Euphorbia diterpenoids are known to induce different immunomodulatory responses through the selective modulation of PKC including the release of prostaglandins and pro-inflammatory cytokines such as TNF-α, interleukin-6, and interleukin-1β (Smith and Meldrum, 1992; Berman, 2012; Uto et al, 2012; Jian et al, 2018; Zhang et al, 2019). Here, we evaluated the pro-inflammatory potential of the crude Euphorbia extracts by measuring the capacity of small extract fractions, corresponding to compounds or compound groups in each of the 43 Euphorbia species that modulate in vitro TNF-α release from PBMCs.…”

Section: Resultsmentioning

confidence: 99%

“…Euphorbia diterpenoids are known to induce different immunomodulatory responses in vitro through the selective modulation of PKC including the release of prostaglandins and pro-inflammatory cytokines such as TNF-α, interleukin-6, and interleukin-1β (Smith and Meldrum, 1992; Berman, 2012; Uto et al, 2012; Jian et al, 2018; Zhang et al, 2019). Both vertebrates and invertebrates produce cytokines, and it is likely that they exhibit similar functions both in insect as well as mammalian cells (Adamo, 2008).…”

Section: Methodsmentioning

confidence: 99%

“…These compounds are known to play an important ecological role as feeding deterrents and have shown exclusive occurrence and chemotaxonomic relevance in the plant families Euphorbiaceae and Thymelaeaceae (Batra, 1983; Hundsdoerfer et al, 2005a; Huang et al, 2014; Vasas and Hohmann, 2014; Hua et al, 2017). In vitro Euphorbia diterpenoids are known to induce different immunomodulatory responses through the selective modulation of protein kinase C (PKC) including the release of prostaglandins and pro-inflammatory cytokines such as TNF-α, interleukin-6, and interleukin-1β (Smith and Meldrum, 1992; Berman, 2012; Uto et al, 2012; Jian et al, 2018; Zhang et al, 2019).…”

Section: Introductionmentioning

confidence: 99%

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Assessing Specialized Metabolite Diversity in the Cosmopolitan Plant Genus Euphorbia L.

et al. 2019

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Coevolutionary theory suggests that an arms race between plants and herbivores yields increased plant specialized metabolite diversity and the geographic mosaic theory of coevolution predicts that coevolutionary interactions vary across geographic scales. Consequently, plant specialized metabolite diversity is expected to be highest in coevolutionary hotspots, geographic regions, which exhibit strong reciprocal selection on the interacting species. Despite being well-established theoretical frameworks, technical limitations have precluded rigorous hypothesis testing. Here we aim at understanding how geographic separation over evolutionary time may have impacted chemical differentiation in the cosmopolitan plant genus Euphorbia . We use a combination of state-of-the-art computational mass spectral metabolomics tools together with cell-based high-throughput immunomodulatory testing. Our results show significant differences in specialized metabolite diversity across geographically separated phylogenetic clades. Chemical structural diversity of the highly toxic Euphorbia diterpenoids is significantly reduced in species native to the Americas, compared to Afro-Eurasia. The localization of these compounds to young stems and roots suggest a possible ecological relevance in herbivory defense. This is further supported by reduced immunomodulatory activity in the American subclade as well as herbivore distribution patterns. We conclude that computational mass spectrometric metabolomics coupled with relevant ecological data provide a strong tool for exploring plant specialized metabolite diversity in a chemo-evolutionary framework.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Assessing Specialized Metabolite Diversity in the Cosmopolitan Plant Genus Euphorbia L.

et al. 2019

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“…Euphorbia helioscopia L. is used in the traditional Chinese medicine in situations of bacillary dysentery, osteomyelitis, and malaria [53]. In Uyghur medicine, China, E. resinifera O.Berg is recurrently employed to suppress tuberculosis, toothache, and chronic pain [54], while E. fischeriana have been used as a remedy for cancer, ascites, and oedema [55], and E. granulata Forssk. is utilized against intestine worms, oedema, cough, blood impurities, and renal diseases [56,57].…”

Section: Traditional Medicine Uses Of Euphorbia Plantsmentioning

confidence: 99%

Euphorbia-Derived Natural Products with Potential for Use in Health Maintenance

et al. 2019

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Euphorbia genus (Euphorbiaceae family), which is the third largest genus of angiosperm plants comprising ca. 2000 recognized species, is used all over the world in traditional medicine, especially in the traditional Chinese medicine. Members of this taxa are promptly recognizable by their specialized inflorescences and latex. In this review, an overview of Euphorbia-derived natural products such as essential oils, extracts, and pure compounds, active in a broad range of biological activities, and with potential usages in health maintenance, is described. The chemical composition of essential oils from Euphorbia species revealed the presence of more than 80 phytochemicals, mainly oxygenated sesquiterpenes and sesquiterpenes hydrocarbons, while Euphorbia extracts contain secondary metabolites such as sesquiterpenes, diterpenes, sterols, flavonoids, and other polyphenols. The extracts and secondary metabolites from Euphorbia plants may act as active principles of medicines for the treatment of many human ailments, mainly inflammation, cancer, and microbial infections. Besides, Euphorbia-derived products have great potential as a source of bioactive extracts and pure compounds, which can be used to promote longevity with more health.

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“…Euphorbia fischeriana is a perennial herbaceous plant of euphorbiaceae found mainly in the Northeast of China. The plant’s dried roots, named “Lang-du” in traditional Chinese medicine, have many pharmacological effects of eliminating phlegm, antitubercle, and anti-cancer [1,2,3,4,5]. The Ebracteolata Compound B, ECB (2,4-dihydroxy-6-methoxy-3-methyl acetophenone), from the acetophenone family, is of concern and in great demand in the field of medicine due to its obvious anti-tuberculosis activity [6,7,8,9,10,11].…”

Section: Introductionmentioning

confidence: 99%

Stainless Steel Wire Mesh Supported Molecularly Imprinted Composite Membranes for Selective Separation of Ebracteolata Compound B from Euphorbia fischeriana

Wang

Guo

2019

Molecules

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Stainless steel wire mesh supported molecularly imprinted composite membranes for selective separation of Ebracteolata Compound B (ECB) were prepared based on surface polymerization using ECB separated from Euphorbia fischeriana as a template, acrylamide as a functional monomer, ethylene glycol dimethacrylate as a cross-linker, azodiisobutyronitrile as an initiator, and stainless steel wire mesh as support. Structure and purity of ECB were characterized by nuclear magenetic resonance (1H-NMR, 13C-NMR) and ultra high performance liquid chromatography (UHPLC). The molecularly imprinted composite membranes were characterized by Fourier transform infrared spectroscopy (FTIR) and scanning electron microscope (SEM). The membrane adsorbed on the ECB reached equilibrium about 30 min later, with a maximum adsorption amount of 3.39 μmol/cm2. Adsorption behavior between ECB and the molecularly imprinted composite membranes followed pseudo-second-order kinetics equation and Freundlich isotherm model. The molecularly imprinted composite membranes that could selectively identify and transport ECB in similar structures have a permeation rate of 38.71% to ECB. The ECB content in the permeation solution derived from the extract of Euphorbia fischeriana through the imprinted membrane was 87%. Overall, the obtained results demonstrated that an efficient approach with the molecularly imprinted composite membranes for selective separation of ECB from Euphorbia fischeriana.

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Structural Diversity and Biological Activities of Diterpenoids Derived from Euphorbia fischeriana Steud

Cited by 30 publications

References 31 publications

Assessing Specialized Metabolite Diversity in the Cosmopolitan Plant Genus Euphorbia L.

Assessing Specialized Metabolite Diversity in the Cosmopolitan Plant Genus Euphorbia L.

Euphorbia-Derived Natural Products with Potential for Use in Health Maintenance

Stainless Steel Wire Mesh Supported Molecularly Imprinted Composite Membranes for Selective Separation of Ebracteolata Compound B from Euphorbia fischeriana

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