Two serratane triterpenes from the stem bark of Picea jezoensis var. hondoensis

Tanaka, Reiko; Tsujimoto, Kazuhiro; Muraoka, Osamu; Matsunaga, Shunyo

doi:10.1016/s0031-9422(97)00693-6

Cited by 17 publications

(7 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…hodoensis. [34] 2. In a typical experiment, a 1 kg sample of 'pine treemoss' was separated into three fractions: one part (A, 36%) was wood devoid of lichen, a second part (B, 29%) comprised mainly lichen (21%) intimately mixed with small pieces of wood, bark, twigs etc.…”

Section: Qualitative Composition Of Treemoss Extractsmentioning

confidence: 99%

“…[35] Contrary to depsides, which can undergo various degradations (hydrolysis, decarboxylation, alcoholysis) to mono-aryl compounds, which therefore may be readily available as reference compounds, depsidones (viz. 35-42), present in larger quantities in treemoss than in oakmoss, do not generate such compounds, but rather diphenyl ethers (32)(33)(34). Such ethers can be quite diverse, depending on the extraction conditions, thus drastically complicating the analytical task.…”

Section: Quantitative Composition Of Treemoss Extractsmentioning

confidence: 99%

See 1 more Smart Citation

Lichen extracts as raw materials in perfumery. Part 2: treemoss

Joulain¹,

Tabacchi

2009

Flavour & Fragrance J

View full text Add to dashboard Cite

This is a comprehensive review of extracts from the lichen Pseudevernia furfuracea (treemoss) that are used in the fragrance industry. Qualitative and quantitative analytical aspects are critically reviewed and the results are compared to those of the related oakmoss extracts. It is shown that more than 90 constituents have been identified so far in treemoss extracts, including 42 depsides, depsidones or depside-derived compounds, and 42 triterpenes or steroids. Constituents of certain host trees, mainly Pinus species, generate specific analytical and toxicological issues which need to be considered in addition to those related to the known degradation products of lichen compounds. A new classification of lichen extracts used as raw materials in fragrance compounding is proposed

show abstract

Section: Qualitative Composition Of Treemoss Extractsmentioning

confidence: 99%

Section: Quantitative Composition Of Treemoss Extractsmentioning

confidence: 99%

Lichen extracts as raw materials in perfumery. Part 2: treemoss

Joulain¹,

Tabacchi

2009

Flavour & Fragrance J

View full text Add to dashboard Cite

show abstract

“…Inhibiton of EBV EA activation was measured as previously described (22,23). Raji cells, the EBV genome carrying lymphoblastoid cells derived from Burkitt's lymphoma, were adjusted to 1x10 6 /ml and cultured in 1 ml RPMI-1640 for 48 h at 37˚C, with the medium containing 4 µmol n-butyric acid and 32 pmol TPA as co-inducers, as well as 16 or 3.2 nmol compounds in DMSO.…”

Section: Inhibiton Of Ebv Ea Activationmentioning

confidence: 99%

“…According to a previously published protocol (22), the experimental procedure is similar to the assay above. Cells were diluted to 1x10 6 /ml and cultivated in 1 ml medium containing 4 µmol n-butyric acid and 16 or 3.2 nmol of the compounds obtained.…”

Section: Inhibiton Of Ebv Ca Activationmentioning

confidence: 99%

Triterpenoids from Ganoderma lucidum inhibit the activation of EBV antigens as telomerase inhibitors

Zheng

Chen

2017

Experimental and Therapeutic Medicine

View full text Add to dashboard Cite

Abstract. Nasopharyngeal carcinoma (NPC) is a malignant disease that threatens the health of humans. To find effective agents for the inhibition of Epstein-Barr virus (EBV) infection, which is associated with NPC, a phytochemical investigation of Ganoderma lucidum was carried out in the present study. Five triterpenoids were identified, including ganoderic acid A (compound 1), ganoderic acid B (compound 2), ganoderol B (compound 3), ganodermanontriol (compound 4), and ganodermanondiol (compound 5), on the basis of spectroscopic analysis. An inhibition of EBV antigens activation assay was implemented to elucidate the triterpenoids from G. lucidum and potentially prevent NPC. All the triterpenoids showed significant inhibitory effects on both EBV EA and CA activation at 16 nmol. At 3.2 nmol, all the compounds moderately inhibited the activation of the two antigens. The activity of telomerase was inhibited by these triterpenoids at 10 µM. Molecular docking demonstrated that compound 1 was able to inhibit telomerase as a ligand. In addition, the physicochemical properties of these compounds were calculated to elucidate their drug-like properties. These results provided evidence for the application of these triterpenoids and whole G. lucidum in the treatment of NPC. IntroductionNasopharyngeal carcinoma (NPC) is a prevalent disease in southeastern Asia. In south China, it also threatens the health of humans; specifically, in the Cantonese region around Guangzhou, the incidence of NPC is 30-80 per 100,000 individuals annually (1). Radiotherapy and chemotherapy can improve the prognosis of patients with NPC, but the survival period remains low due to drug resistance and metastasis (2). Genetic predisposition, Epstein-Barr virus (EBV) infection, and environmental conditions are major factors that lead to malignant transformation (3). Though the detailed etiology of NPC remains unclear, it has been demonstrated that EBV infection has a pivotal role in the pathogenesis of NPC through EBV-encoded latent genes (4,5). Inhibiting EBV infection may represent a promising approach to preventing NPC (6).Telomerase is a pivotal holoenzyme involved in the repair of damaged telomeres, which is the protective end of eukaryotic chromosomes, through reverse transcription (7). Cells infected by EBV will lead to telomere dysfunction, and the telomere length was increased by the active telomerase (8). Increased telomerase activity also directly affects EBV infection by facilitating potential EBV gene expression early in virus inoculation (9). Telomerase inhibition is a possible therapeutic strategy for the treatment of cancer (10).Ganoderma lucidum (Leyss. ex Fr.) Karst is a mushroom distributed in the majority of areas in southern China. It is used as a healthy food and traditional medicine for treating insomnia, amnesia, fatigue and expectoration in Chinese folklore and has been included in the Pharmacopeia of the People's Republic of China (2015 Edition) (11). Previous phytochemical studies have elucidated that the major phytochemicals ...

show abstract

“…In its 13 C-NMR and DEPT spectra, thirtyeight carbon signals (10×C, 9×CH, 11×CH 2 , 8×CH 3 ) were exhibited, including eight methyls, eleven sp 3 methylenes, six sp 3 methines (three oxygenated, δ 80.7, 78.2, and 77.9), six sp 3 quaternary carbons (one oxygenated, δ 76.8), three sp 2 methine, one carboxyl carbon, and three sp 2 . Further comparison of the 1 H and 13 C NMR spectral data with those of 2 showed that com- and H-21 (dd, J = 10.8, 5.3 Hz) in the 1 H-NMR spectrum suggested that the configuration of the two hydroxyl groups at C-3 and C-21 were β and α oriented, respectively [15,16]. The α orientation of the two hydroxyl groups at C-14 and C-15 were supported by the closely related 13 C NMR data of C and D rings of 2 with those of lycernuic acid C [3].…”

mentioning

confidence: 99%

New Serratene Triterpenoids from Palhinhaea cernua and Their Cytotoxic Activity

et al. 2012

View full text Add to dashboard Cite

Four new serratene triterpenoids, 3β,21β,24-trihydroxyserrat-14-en-24-(4'-hydroxybenzoate) (1), 3β,21α,24-trihydroxyserrat-14-en-3-(4'-hydroxybenzoate) (2), 3β,14α,15α,21α-tetrahydroxyserrat-14-en-3-(3'-methoxyl-4'-hydroxybenzoate) (3), and 3β,14α,15α,21α-tetrahydroxyserrat-14-en-21-acetyl-3-(4'-hydroxybenzoate) (4), together with two known ones, 5 and 6, were isolated from whole plants of Palhinhaea cernua. The structures of these new compounds were elucidated by spectroscopic methods. All the six compounds were tested for their in vitro cytotoxicity against three human cancer cell lines (K562, SMMC-7721, and SGC7901). Compound 5 showed cytotoxicity against the three test cell lines with IC₅₀ values of 20.3, 34.0, and 22.5 ug/mL, respectively. Compound 1 showed slight cytotoxicity against K562 cell lines with IC₅₀ value of 56.1 ug/mL, while no obvious inhibitory effects were detected for other compounds.

show abstract

Two serratane triterpenes from the stem bark of Picea jezoensis var. hondoensis

Cited by 17 publications

References 11 publications

Lichen extracts as raw materials in perfumery. Part 2: treemoss

Lichen extracts as raw materials in perfumery. Part 2: treemoss

Triterpenoids from Ganoderma lucidum inhibit the activation of EBV antigens as telomerase inhibitors

New Serratene Triterpenoids from Palhinhaea cernua and Their Cytotoxic Activity

Contact Info

Product

Resources

About