532-20-7Relevant articles and documents
New triterpenoid saponin from the stems of Albizia adianthifolia (Schumach.) W.Wight
Toukea, Daniel Djou,Kamto, Eutrophe Le Doux,Simo, Line Made,Mbing, Joséphine Ngo,Antheaume, Cyril,Haddad, Mohamed,Noté, Olivier Placide,Pegnyemb, Dieudonné Emmanuel
, p. 780 - 788 (2020/08/19)
As part of our continuing study of apoptosis-inducing saponins from Cameroonian Albizia genus, one new triterpenoid saponin, named adianthifolioside J (1), together with the known gummiferaoside E (2), were isolated from Albizia adianthifolia stems. The s
Oleanane-type saponins and prosapogenins from Albizia julibrissin and their cytotoxic activities
Han, Qinghua,Qian, Yi,Wang, Xuda,Zhang, Qingying,Cui, Jingrong,Tu, Pengfei,Liang, Hong
, (2021/04/02)
Two undescribed oleanane-type saponins, julibrosides K–L, along with three undescribed oleanane-type prosapogenins, julibrosides M–O, were isolated from the stem bark of Albizia julibrissin Durazz. and the mild alkaline hydrolysate of the total saponin, r
Synthesis, Radiosynthesis, and in vitro Studies on Novel Hypoxia PET Tracers Incorporating [18F]FDR
Musolino, Manuele,Fleming, Ian N.,Schweiger, Lutz F.,O'Hagan, David,Dall'Angelo, Sergio,Zanda, Matteo
, p. 1429 - 1439 (2021/02/26)
We report the synthesis of five radiotracers incorporating different oxyamine spacers between the hypoxia-reactive 2-nitroimidazole moiety and the 5-[18F]-fluorodeoxyribose ([18F]FDR, 12) prosthetic group: three linear alkyl chains w
New dammarane-type triterpenoid saponins from Panax notoginseng leaves and their nitric oxide inhibitory activities
Hao, Mimi,Ruan, Jingya,Sun, Fan,Wang, Tao,Wu, Lijie,Xiang, Guilin,Yan, Jiejing,Zhang, Yi,Zhang, Ying,Zhao, Wei
, (2020/01/13)
Inflammation is a very common and important pathological process that can cause many diseases. The discovery of anti-inflammatory drugs and the treatment of inflammation are particularly essential. Dammarane-type triterpenoid saponins (PNS) were demonstrated to show anti-inflammatory effects in the leaves of Panax notoginseng. Chromatographies and spectral analysis methods were combined to isolate and identify PNS. Moreover, the nitric oxide (NO) inhibitory activities of all compounds were examined in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. As a result, eleven new dammarane-type triterpenoid saponins, notoginsenosides NL-A1-NL-A4 (1-4), NL-B1-NL-B3 (5-7), NL-C1-NL-C3 (8-10), and NL-D (11) were isolated, and their structures were identified by using various spectrometric techniques and chemical reactions. Among them, compounds 4 and 11 were characterized by the malonyl substitution at 3-position. The 3-malonyl substituted dammarane-type terpennoids were first obtained from natural products. In addition, compounds 1, 2, 5, 6, and 8-10 were found to play an important role in suppressing NO levels at 50 μM, without cytotoxicity. All inhibitory activities were found to be dose-dependent.
Lebbeckoside C, a new triterpenoid saponin from the stem barks of Albizia lebbeck inhibits the growth of human glioblastoma cells
Noté, Olivier Placide,Ngo Mbing, Joséphine,Kilhoffer, Marie-Claude,Pegnyemb, Dieudonné Emmanuel,Lobstein, Annelise
, p. 2292 - 2299 (2018/02/26)
One new acacic acid-type saponin, named lebbeckoside C (1), was isolated from the stem barks of Albizia lebbeck. Its structure was established on the basis of extensive analysis of 1D and 2D NMR (1H, 13C NMR, DEPT, COSY, TOCSY, ROESY, HSQC and HMBC) experiments, HRESIMS studies, and by chemical evidence as 3-O-[β-d-xylopyranosyl-(l→2)-β-d-fucopyranosyl-(1→6)-[β-d-glucopyranosyl(1→2)]-β-d-glucopyranosyl]-21-O-{(2E,6S)-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-d-quinovopyranosyl)octa-2,7-dienoyl]-4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-d-quinovopyranosyl)octa-2,7-dienoyl]-β-d-quinovopyranosyl}-2,6-dimethylocta-2,7-dienoyl}acacic acid 28 O-[β-d-quinovopyranosyl-(l→3)-[α-l-arabinofuranosyl-(l→4)]-α-l-rhamnopyranosyl-(l→2)-β-d-glucopyranosyl] ester. The isolated saponin (1) displayed significant cytotoxic activity against the human glioblastoma cell line U-87 MG and TG1 stem-like glioma cells isolated from a patient tumor with IC50 values of 1.69 and 1.44?μM, respectively.
Isolation, purification, characterization and antioxidant activity of polysaccharides from the stem barks of Acanthopanax leucorrhizus
Hu, Hao-Bin,Liang, Hai-Peng,Li, Hai-Ming,Yuan, Run-Nan,Sun, Jiao,Zhang, La-La,Han, Ming-Hu,Wu, Yun
, p. 359 - 367 (2018/05/29)
A novel water-soluble polysaccharide (named ALP-1) was successfully isolated from the stem barks of Acanthopanax leucorrhizus by hot-water extraction, and further purified by Cellulose DEAE-52 and Sephadex G-100 chromatography. The structure of ALP-1 was characterized by HPLC, HPGPC, partial acid hydrolysis, periodate oxidation, Smith degradation, methylation, together with UV, IR and NMR spectral analysis. The antioxidant activities also were evaluated in vitro. Structural analysis revealed that ALP-1 was a homogeneous galactan with the average molecular weight of 169 kDa, composed of galactose, glucose, mannose and arabinose in a molar ratio of 6.1:2.1:1.1:1.0, owning a backbone structure of 1,6-linked α-D-Galp residues with some branches of α-D-Manp-(1 → 3)-α-L-Araf residues at O-3 and α-D-Galp residues at O-4 of 1,6-linked α-D-Galp. Antioxidant assay showed that ALP-1 exhibited strong DPPH[rad] and HO[rad] scavenging activities, as well as ferric-reducing antioxidant power. These results provide a scientific basis for the further use of polysaccharides from A. leucorrhizus.
Melanogenesis-Inhibitory and Cytotoxic Activities of Triterpene Glycoside Constituents from the Bark of Albizia procera
Zhang, Jie,Akihisa, Toshihiro,Kurita, Masahiro,Kikuchi, Takashi,Zhu, Wan-Fang,Ye, Feng,Dong, Zhen-Huan,Liu, Wen-Yuan,Feng, Feng,Xu, Jian
supporting information, p. 2612 - 2620 (2019/01/04)
Five oleanane-type triterpene glycosides including three new ones, proceraosides E-G (1-3), were isolated from a MeOH-soluble extract of Albizia procera bark. The structures of 1-3 were determined by use of NMR spectra, HRESIMS, and chemical methods. Compounds 1-5 exhibited inhibitory activities against the proliferation of the A549, SKBR3, AZ521, and HL60 human cancer cell lines (IC50 0.28-1.8 μM). Additionally, the apoptosis-inducing activity of compound 2 was evaluated by Hoechst 33342 staining and flow cytometry, while the effects of 2 on the activation of caspases-9, -8, and -3 in HL60 cells were revealed by Western blot analysis.
Anti-allergic inflammatory components from Sanguisorba officinalis L.
Su, Xiang Dong,Guo, Rui Hong,Li, Hong Xu,Ma, Jin Yeul,Kim, Young Ran,Kim, Young Ho,Yang, Seo Young
supporting information, p. 2210 - 2216 (2018/05/23)
Sanguisorba officinalis L. was well known as a traditional herbal medicine to treat inflammation and allergic skin diseases. The aim of this research was to indentify compounds with anti-allergic inflammatory property. Twenty-five compounds (1–25) were isolated from S. officinalis including two new compounds (1 and 8), and their chemical structures were identified by NMR and ESIMS analysis. Consequently, the anti-allergic inflammatory activities of these isolates were investigated by inhibiting β-hexosaminidase and IL-4 production in PMA/A23187-stimulated RBL-2H3 cells. Compounds 6, 8, 13, 17–18 and 25 significantly inhibited β-hexosaminidase release and IL-4 production. Additionally, compounds 8, 17 and 25 effectively suppressed the activation of NF-κB and NF-κB p65 translocation into the nucleus. Anti-inflammatory effects of isolated compounds were evaluated in LPS-stimulated RAW264.7 macrophages, and they showed dramatic inhibition on LPS-induced overproduction of nitric oxide (NO) and TNF-α. Consistently, the protein levels of iNOS and COX-2 were remarkably decreased by the single compounds 8, 13 and 25. These results showed that compounds 8, 13 and 25 from S. officinalis may have a therapeutic potential for allergic inflammatory diseases.
Structural and biochemical characterization of the nucleoside hydrolase from C. elegans reveals the role of two active site cysteine residues in catalysis
Singh, Ranjan Kumar,Steyaert, Jan,Versées, Wim
, p. 985 - 996 (2017/05/01)
Nucleoside hydrolases (NHs) catalyze the hydrolysis of the N-glycoside bond in ribonucleosides and are found in all three domains of life. Although in parasitic protozoa a role in purine salvage has been well established, their precise function in bacteria and higher eukaryotes is still largely unknown. NHs have been classified into three homology groups based on the conservation of active site residues. While many structures are available of representatives of group I and II, structural information for group III NHs is lacking. Here, we report the first crystal structure of a purine-specific nucleoside hydrolase belonging to homology group III from the nematode Caenorhabditis elegans (CeNH) to 1.65? resolution. In contrast to dimeric purine-specific NHs from group II, CeNH is a homotetramer. A cysteine residue that characterizes group III NHs (Cys253) structurally aligns with the catalytic histidine and tryptophan residues of group I and group II enzymes, respectively. Moreover, a second cysteine (Cys42) points into the active site of CeNH. Substrate docking shows that both cysteine residues are appropriately positioned to interact with the purine ring. Site-directed mutagenesis and kinetic analysis proposes a catalytic role for both cysteines residues, with Cys253 playing the most prominent role in leaving group activation.
New Cytotoxic Triterpenoid Saponins from the Roots of Albizia gummifera (J.F.Gmel.) C.A.Sm.
Simo, Line Made,Noté, Olivier Placide,Mbing, Joséphine Ngo,Aouazou, Sarah Ali,Guillaume, Dominique,Muller, Christian Dominique,Pegnyemb, Dieudonné Emmanuel,Lobstein, Annelise
, (2017/10/20)
As part of our search for new bioactive saponins from Cameroonian medicinal plants, two new oleanane-type saponins, named gummiferaosides D and E (1 and 2), along with one known saponin, julibroside J8 (3), were isolated from the roots of Albizia gummifera. Their structures were established on the basis of extensive 1D- and 2D-NMR (1H- and 13C-NMR, DEPT, COSY, TOCSY, NOESY, HSQC, HSQC-TOCSY, and HMBC) and HR-ESI-MS studies, and by chemical evidence. The apoptotic effect of saponins 1?–?3 was evaluated on the A431 human epidermoid cancer cell. Flow cytometric analyses showed that saponins 1?–?3 induced apoptosis of human epidermoid cancer cell (A431) in a dose-dependent manner.
