2018
DOI: 10.1021/acs.orglett.8b02511
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Nardochinoids A–C, Three Dimeric Sesquiterpenoids with Specific Fused-Ring Skeletons from Nardostachys chinensis

Abstract: Three unusual sesquiterpenoid dimers, nardochinoids A-C (1-3), were isolated from Nardostachys chinensis Batal. Compound 1 features a rare fused 3,8-dioxatricyclo[7.2.1.0]dodecane-11-one ring system, compound 2 is the first nitrogen-containing nornardosinane-aristolane sesquiterpene conjugate, and compound 3 represents the first example of the dimer of a nornardosinane and a nardosinane sesquiterpene. Their structures were characterized by NMR spectroscopic methods and X-ray single-crystal diffraction analysis… Show more

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Cited by 22 publications
(11 citation 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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“…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%
“…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%
“…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%
“…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).…”
mentioning
confidence: 99%