Article

Terpenoids from Chloranthus serratus and Their Anti-inflammatory Activities

State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China.
Journal of Natural Products (Impact Factor: 3.8). 02/2012; 75(4):694-8. DOI: 10.1021/np200968p
Source: PubMed

ABSTRACT

Seven new terpenoids, including two sesquiterpene dimers (1, 2), two norditerpenoids (3, 4), and three sesquiterpenes (5-7), along with six known sesquiterpene dimers and four known sesquiterpenes were isolated from the whole plant of Chloranthus serratus. Their structures and relative configurations were elucidated on the basis of spectroscopic data analysis. The absolute configuration of 1 was determined by the CD exciton chirality method. These isolates were evaluated for their inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW264.7 cells. Compound 2 and two known compounds, shizukaols B and D, showed significant anti-inflammatory activities, with IC(50) values of 0.22, 0.15, and 7.22 μM, respectively.

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    • "These isolates were evaluated for their inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW264.7 cells. Spicachlorantin A and two known compounds, shizukaols B and D, showed significant anti-inflammatory activities, with IC50 values of 0.22, 0.15, and 7.22 μM, respectively [59] "
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    ABSTRACT: Peroxy-containing metabolitesare an interesting group amongbiological active natural compounds. These metabolites contain a peroxide group (-O-O-) in which each oxygen atom is bonded to the other oxygen an to another atom. β-Oxygen in hydroperox- ide group is considered as moreactive.Present review describes research on more than 100 natural hydroperoxidesand rare acy- clic peroxides isolated from plants, algae, and fungi. Intensive searches for new classes of biologicallyactive metabolites produced by terrestrial and marine origin have resulted in the discovery of dozens of compounds possessing high antimalarial,antibacterial, cytotoxic, and other pharmacological activitiesas an important source of leads for drug discovery.
    Full-text · Article · Sep 2015
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    • "The disesquiterpenoids shizukaol B, shizukaol F, and cycloshizukaol A inhibit the expression of cell adhesion molecules [33], and shizukaol B, shizukaol C, shizukaol F, and shizukaol H exhibit anti-HIV activity [34]. In addition, shizukaol D shows significant anti-inflammatory activity [35]. "
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    ABSTRACT: This study is the first to demonstrate that shizukaol D, a natural compound isolated from Chloranthusjaponicus, can activate AMP- activated protein kinase (AMPK), a key sensor and regulator of intracellular energy metabolism, leading to a decrease in triglyceride and cholesterol levels in HepG2 cells. Furthermore, we found that shizukaol D induces mitochondrial dysfunction by depolarizing the mitochondrial membrane and suppressing energy production, which may result in AMPK activation. Our results provide a possible link between mitochondrial dysfunction and AMPK activation and suggest that shizukaol D might be used to treat metabolic syndrome.
    Preview · Article · Aug 2013 · PLoS ONE
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    ABSTRACT: Four new sesquiterpenes, chlorajapolides F-I (1-4), along with nine known terpenoids (5-13) were isolated from the aerial part of Chloranthus japonicus. Their structures were elucidated on the basis of spectroscopic analysis, and a lindenane sesquiterpene, named 9-hydroxy-heterogorgiolide, previously isolated from the C. japonicus, was revised as its 8-epimer (1a). Moreover, methanol extract (ME), EtOAc fraction (EF), water fraction (WF), and all isolates (1a, 1-13) were evaluated for their cytotoxicities using two human cancer cell lines.
    No preview · Article · Sep 2012 · Fitoterapia
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