Labdane diterpenes from Chloranthus serratus

Zhang, Mi; Wang, Junsong; Luo, Jun; Wang, Pengran; Guo, Chao; Kong, Ling–Yi

doi:10.1016/j.fitote.2013.08.015

Cited by 14 publications

(9 citation statements)

References 13 publications

(24 reference statements)

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“…In addition, Chloranthaceae is characterized by terpenoids with good anti-inflammatory effects ( 9 ). C. serratus is rich in terpenoids (such as chlorophenyl lactone C, acetaminone and shizukanolide C, E and F) and it has good anti-inflammatory effects in the clinic ( 10 ). Our previous study demonstrated that the water-separated site of C. serratus exerts anti-inflammatory activity in a dose-dependent manner in LPS-induced RAW264.7 cells ( 11 ).…”

Section: Introductionmentioning

confidence: 99%

Anti‑inflammatory activity of different isolated sites of Chloranthus serratus in complete Freund's adjuvant‑induced arthritic rats

Sun

Li³

et al. 2021

Exp Ther Med

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Chloranthus serratus is a traditional Chinese medicine for treating arthritis and bruises. The aim of the present study was to investigate the anti-arthritic activities and possible associated mechanisms of different isolated sites of Chloranthus serratus (DISC) in adjuvant-induced arthritis (AA) rats. The therapeutic effects of the extracts were assessed through changes in body weights, swelling rates, arthritis indexes (AI) and organ indexes. The levels of nitric oxide (NO), malondialdehyde and superoxide dismutase were determined using one-step method, TBA method and hydroxylamine method, respectively; the levels of TNF-α, IL-1β, IL-6, prostaglandin E 2 , macrophage inhibitor factor-1, VEGF, immunoglobulin (Ig) G, IgM and IFN-γ in serum were determined using ELISA. Pathological changes and positive expression of VEGF in the ankle joints were investigated using hematoxylin-eosin staining and immunohistochemical staining, respectively. DISC treatment increased the weight gains and thymus indexes, and decreased the swelling rates, spleen indexes and AI in AA rats. The water isolated site (WA) and ethyl acetate isolated site (EA) significantly reversed complete Freund's adjuvant (CFA)-induced changes in the levels of NO, IL-6, TNF-α, IgG and IFN-γ, while the n-butanol isolated site (NB) only reversed the changes in IL-6 and IgG contents. Some changes in the chloroform isolated site group showed the same trend as those in the model group. The extracts relieved synovial hyperplasia, inflammatory cell infiltration and articular surface defects, and reduced the positive expression rate of VEGF in the synovial tissues of the AA rats to varying degrees. The WA exhibited the most marked effects, followed by the EA and NB, indicating that WA had optimal therapeutic effects on CFA-induced arthritic rats, which may be mediated by the oxidative stress and inhibition of inflammatory factors. C. serratus may serve as a potential candidate for the treatment of rheumatoid arthritis.

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Section: Introductionmentioning

confidence: 99%

Anti‑inflammatory activity of different isolated sites of Chloranthus serratus in complete Freund's adjuvant‑induced arthritic rats

Sun

Li³

et al. 2021

Exp Ther Med

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“…The hexane and methanol extracts from stems of C. cyrtanthus were subjected to a classical chromatographic method to obtain three new labdane-type diterpenes 16-hydroxylarixol (1) and 16-hydroxy-7-labden-6-one (2) together with the three coumarins seselin (3), [10][11] xantoxiletin (4) 10,12 and luvangetin (5), 13 the alkaloid dictamin (6) that has been considered as a taxonomic marker of Conchocarpus genus, 8,9,18 the six steroidssitosterol (7), [14][15] stigmasterol (8) [14][15] , campesterol (9) 15 in mixture, 7-hydroxy--sitosterol (10), 16 7-hydroxy-stigmasterol (11) 17 and 7-hydroxy-campesterol (12) [16][17] in mixture, the two diterpenes manool (13), [19][20][21] 16-hydroxymanoiloxide (14) and 16-hydroxy-13-epi-manoyloxide (15) 22-24 and the lignan siringaresinol (16). 25 The structures were identified based on C chemical shift assignments of the diterpenes 1 and 2, the new natural products (see Figure 1).…”

Section: Results E Discussionmentioning

confidence: 99%

Two New Labdane-type Diterpenoids and others Compounds fromConchocarpus cyrtanthus(Rutaceae)

Oliveira¹,

Araújo²,

Braz-Filho³

et al. 2016

Revista Virtual De Química

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Resumo: Dois novos diterpenos do tipo labdano denominados 16-hidroxilarixol (1) e 16-hidroxi-7-labden-6-ona (2) foram isolados de Conchocarpus cyrtanthus, juntamente com mais três cumarinas: seselina (3), xantoxiletina (4), luvangetina (5); o alcaloide dictamina (6); seis esteroides: -sitosterol (7), estigmasterol (8), campesterol (9), 7-hidroxi--sitosterol (10), 7-hidroxiestigmasterol (11) e 7-hidroxicampesterol (12); três diterpenos: manool (13), 16-hidroximanoiloxido (14) e 16-hidroxi-13-epi-manoiloxido (15) AbstractTwo new labdane-type diterpenes called 16-hydroxylarixol (1) and 16-hydroxy-7-labden-6-one (2) were isolated from Conchocarpus cyrtanthus, along with three coumarins, seselin (3), xantoxiletin (4), luvangetin (5); the alkaloid dictamin (6); six steroids, -sitosterol (7), stigmasterol (8), campesterol (9), 7-hydroxy--sitosterol (10), 7-hydroxy-stigmasterol (11) and 7-hydroxy-campesterol (12); three diterpenes, manool (13), 16-hydroxymanoiloxide (14), and 16-hydroxy-13-epi-manoyloxide (15) and the lignan siringaresinol (16). These compounds were characterized based on analysis of data provided by one-and two-dimensional Nuclear Magnetic Resonance (NMR of 1 H and 13 C), High-resolution Mass Spectrometry, besides comparison with data reported in the literature.

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“…It is used for the treatment of bruises, furuncles, snakebites, and rheumatoid arthritis in Traditional Chinese Medicine (TCM) [1]. Previous investigations of the constituents of this species resulted in the isolation of lindenane sesquiterpenoids [2,3], eudesmane sesquiterpenoids [4], phenylpropanoids [2], and labdane diterpenoids [5], several sesquiterpenoids showed antimicrobial and anti-inflammatory effects.…”

Section: Previous Studiesmentioning

confidence: 99%

A New Labdane Diterpene from the Aerial Parts of Chloranthus serratus

Zhao¹,

Chen²,

Lin³

et al. 2020

Rec.Nat.Prod.

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A new labdane diterpene (1) and five known compounds (26) were isolated from the aerial parts of Chloranthus serratus. The gross structure of compound 1 was resolved by NMR and HRESIMS data. The absolute configuration of 1 was determined by comparing CD spectrum and specific rotations with those of the co-isolated known analogue 2. The known compounds were identified to be agathic acid (2), altechromone A (3), chlorajapolide F (4), shizukanolide (5), and chloranthalactone E (6) by comparing the NMR data with those in the literature. All compounds were evaluated for their inhibitions against NO production in LPS-activated RAW 264.7 macrophages, compounds 2 and 6 showed moderate inhibitions with IC50 values of 45.2  1.2 and 35.3  0.9 M.

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Labdane diterpenes from Chloranthus serratus

Cited by 14 publications

References 13 publications

Anti‑inflammatory activity of different isolated sites of Chloranthus serratus in complete Freund's adjuvant‑induced arthritic rats

Anti‑inflammatory activity of different isolated sites of Chloranthus serratus in complete Freund's adjuvant‑induced arthritic rats

Two New Labdane-type Diterpenoids and others Compounds fromConchocarpus cyrtanthus(Rutaceae)

A New Labdane Diterpene from the Aerial Parts of Chloranthus serratus

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