Nardochinoids A–C, Three Dimeric Sesquiterpenoids with Specific Fused-Ring Skeletons from <i>Nardostachys chinensis</i>

Shen, Xiu‐Yu; Qin, Da-Peng; Zhou, Hua; Luo, Jin-Fang; Yao, Yun-Da; Lio, Chon-Kit; Li, Haibo; Dai, Yi; Yu, Yang; Yao, Xin‐Sheng

doi:10.1021/acs.orglett.8b02511

Cited by 22 publications

(11 citation statements)

References 25 publications

(11 reference statements)

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“…The extracts of the plant roots and rhizomes of N. chinensis have been used for the treatment of blood disorders, disorders of the circulatory system, and herpes infection [18]. Recently, some compounds isolated from N. chinensis were reported to inhibit the protein expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) in LPS-activated RAW264.7 macrophages [18,19,20]. Nardochinoid B (NAB) is a compound isolated from N. chinensis .…”

Section: Introductionmentioning

confidence: 99%

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Nardochinoid B Inhibited the Activation of RAW264.7 Macrophages Stimulated by Lipopolysaccharide through Activating the Nrf2/HO-1 Pathway

et al. 2019

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Nardochinoid B (NAB) is a new compound isolated from Nardostachys chinensis. Although our previous study reported that the NAB suppressed the production of nitric oxide (NO) in lipopolysaccharide (LPS)-activated RAW264.7 cells, the specific mechanisms of anti-inflammatory action of NAB remains unknown. Thus, we examined the effects of NAB against LPS-induced inflammation. In this study, we found that NAB suppressed the LPS-induced inflammatory responses by restraining the expression of inducible nitric oxide synthase (iNOS) proteins and mRNA instead of cyclooxygenase-2 (COX-2) protein and mRNA in RAW264.7 cells, implying that NAB may have lower side effects compared with nonsteroidal anti-inflammatory drugs (NSAIDs). Besides, NAB upregulated the protein and mRNA expressions of heme oxygenase (HO)-1 when it exerted its anti-inflammatory effects. Also, NAB restrained the production of NO by increasing HO-1 expression in LPS-stimulated RAW264.7 cells. Thus, it is considered that the anti-inflammatory effect of NAB is associated with an induction of antioxidant protein HO-1, and thus NAB may be a potential HO-1 inducer for treating inflammatory diseases. Moreover, our study found that the inhibitory effect of NAB on NO is similar to that of the positive drug dexamethasone, suggesting that NAB has great potential for developing new drugs in treating inflammatory diseases.

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Section: Introductionmentioning

confidence: 99%

“…Nardochinoid B (NAB) is a compound isolated from N. chinensis . Our previous research has proved that NAB inhibits the production of NO in the LPS-induced RAW264.7 macrophages [20]. However, the mechanisms of the anti-inflammatory action of NAB have not been identified clearly.…”

Section: Introductionmentioning

confidence: 99%

Nardochinoid B Inhibited the Activation of RAW264.7 Macrophages Stimulated by Lipopolysaccharide through Activating the Nrf2/HO-1 Pathway

et al. 2019

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“…Compound 377 is the first nitrogen-containing nornardosinane-aristolane sesquiterpene conjugate. The ED 50 of compound 377 on the production of NO was 5.73, and obviously inhibited LPS-inducediNOS and COX-2 protein expression in a dose-dependent way, and increased HO-1 protein expression at the concentration of 10 µM [92].Three axane sesquiterpenoid isonitrile pictaisonitrile-1 (378), pictaisonitrile-2 (379), and cavernothiocyanate (380) (Figure 11) were extracted from hyllidiapicta collected from Bali, Indonesia [71]. Vlasoulamine A (381) (Figure 11), an unprecedented guaiane sesquiterpene lactone dimerfeaturing a fully hydrogenated pyrrolo[2,1,5-cd] indolizine core, was isolated from the roots of Vladimiria souliei [93].…”

Section: Cyclonerane Axane Nardosinane Zizaane Eremophilane and Guaiane Sesquiterpenoidsmentioning

confidence: 92%

“…Compound 376, a rare naturally occurring aldoxime analogue, displayed cytotoxicities against ACHN and HepG-2 cells with IC 50 values of 3.1 and 5.9 µM, respectively [91]. One unusual sesquiterpenoid dimer, nardochinoid B (377) (Figure 11) was isolated from Nardostachys chinensis Batal [92]. Compound 377 is the first nitrogen-containing nornardosinane-aristolane sesquiterpene conjugate.…”

Section: Cyclonerane Axane Nardosinane Zizaane Eremophilane and Guaiane Sesquiterpenoidsmentioning

confidence: 99%

Natural Nitrogenous Sesquiterpenoids and Their Bioactivity: A Review

et al. 2020

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Nitrogenous sesquiterpenoids fromnatural sourcesare rare, so unsurprisingly neither the potentially valuable bioactivity nor thebroad structural diversity of nitrogenous sesquiterpenoids has been reviewed before. This report covers the progressduring the decade from 2010 to February 2020 on the isolation, identification, and bioactivity of 391 nitrogen-containing natural sesquiterpenes from terrestrial plant, marine organisms, and microorganisms. This complete and in-depth reviewshouldbe helpful for discovering and developing new drugs of medicinal valuerelated to natural nitrogenous sesquiterpenoids.

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“…There is an increasing trend in number of research papers produced on N. chinensis. Recently, a number of studies have been conducted on pharmacology and phytochemistry of N. chinensis (Jin, Xiao, Qun, Li, & Liu, 2018;Kapoor, Yadav, Chopra, Mahapatra, & Agrawal, 2017;Ko et al, 2018;Le et al, 2018;Liu et al, 2018;Rehman et al, 2017;Shen et al, 2017;Shen et al, 2018;Song et al, 2018;Zhang et al, 2018).…”

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Nardostachys chinensis Batalin: A review of traditional uses, phytochemistry, and pharmacology

Rehman

Ahmad

2019

Phytotherapy Research

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Nardostachys chinensis Batalin (Valerianaceae) has been widely used in different traditional systems of medicine, including Islamic, Ayurvedic, Chinese, and Korean folk medicine. It has been used in traditional medicine as a tranquilizer, hepatotonic, cardiotonic, diuretic, and analgesic. Preliminary in vitro and in vivo studies have provided valuable scientific evidence for its traditional uses. This review aims to summarize reported traditional uses, phytochemistry, and pharmacological potential of N. chinensis while identifying potential areas of further research of plant. The review comprises literature pertaining to the pharmacological potential and phytochemistry of N. chinensis using worldwide accepted scientific databases via electronic search (Elsevier, Google Scholar, Pub Med, Scopus, Springer, Wiley online library). Moreover, data from ethno botanical text books available in library and electronic search were also included. The Plant List and Kew Herbarium Catalogue databases were used to authenticate the scientific name. Different pharmacological experiments in many in vitro and in vivo models have proved the potential of N. chinensis, namely, antiinflammatory, anticonvulsant, antibacterial, antihypertensive, antifungal, neuroprotective, cardioprotective, aldose reductase inhibition, and antioxidant activities. The plant contains sesquiterpenenes of various varieties including aristolane, guaiane, and nardosinane types. Moreover, it also contains coumarins, phenols, lignans, neolignans, and glycosides. Reported activities suggested that there may be pharmacological potential for developing N. chinensis as a drug for infections, hypertension, cardiac diseases, Alzheimer's disease, insomnia, epilepsy, cancer, gastric, and liver diseases. More toxicological studies should be performed that will aid the progress to clinical trial studies of N. chinensis. Abbreviations: 2K1C, two-kidney one-clip; 5-HT, 5-hydroxytryptamine; ABTS, 2,2′-azino-bis; AChEI, acetylcholinesterase; BChE, butyrylcholinesterase; Bcl-2, B-cell lymphoma 2; CDK, cyclindependent kinase; dbcAMP, dibutyryl cyclic adenosine mono phosphate; Dct, dopachrometautomerase; DPPH, 2,2, diphenyly 1-picryl hydrazyl; EGF, epidermal growth factor; ERK, extracellular signal-regulated kinase; EV, estradiol valerate; FRAP, ferric reducing antioxidant power; GAP-43, growth associated protein 43; ICAM-1, intracellular cell adhesion molecule 1; IP-10, interferon gamma-induced protein 10; I-TAC, interferon-inducible T-cell alpha chemo attractant; IVSd, interventricular septal diameter at end-diastole; IVSs, interventricular septal diameter at end-systole; LDL, low-density lipoprotein; LPS, lipopolysaccharide; LTA, lipoteichoic acid; LVEF, left ventricular ejection fraction; LVFS, left ventricular fractional shortening; LVIDd, left ventricular internal diameter at end-diastole; LVIDs, left ventricular internal diameter at end-systole; LVPWd, left ventricular posterior wall at end-diastole; LVPWs, left ventricular posteriorwall at end-systole; LVW/BW, left vent...

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Nardochinoids A–C, Three Dimeric Sesquiterpenoids with Specific Fused-Ring Skeletons from Nardostachys chinensis

Cited by 22 publications

References 25 publications

Nardochinoid B Inhibited the Activation of RAW264.7 Macrophages Stimulated by Lipopolysaccharide through Activating the Nrf2/HO-1 Pathway

Nardochinoid B Inhibited the Activation of RAW264.7 Macrophages Stimulated by Lipopolysaccharide through Activating the Nrf2/HO-1 Pathway

Natural Nitrogenous Sesquiterpenoids and Their Bioactivity: A Review

Nardostachys chinensis Batalin: A review of traditional uses, phytochemistry, and pharmacology

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