2460-44-8Relevant academic research and scientific papers
Expression, purification and characterization of a bifunctional α-L-arabinofuranosidase/β-D-xylosidase from Trichoderma koningii G-39
Wan, Chin-Feng,Chen, Cheng-Ta,Huang, Lina,Li, Yaw-Kuen
, p. 109 - 116 (2007)
A gene of α-L-arabinofuranosidase (Abf) from Trichoderma koningii G-39 was successfully expressed in Pichia pastoris. The recombinant enzyme was purified to > 90% homogeneity by a cation-exchanged chromatography. The purified enzyme exhibits both α-L-arabinofuranosidase and β-D-xylosidase (Xyl) activities with p-nitrophenyl-α-L- arabionfuranoside (pNPAF) and 2,4-dinitrophenyl-β-D-xylopyanoside (2,4-DNPX) as substrate, respectively. The stability and the catalytic feature of the bifunctional enzyme were characterized. The enzyme was stable for at least 2 h at pH values between 2 and 8.3 at room temperature when assayed for Abf and Xyl activities. Enzyme activity decreased dramatically when the pH exceeded 9.5 or dropped below 1.5. The enzyme lost 35% of Abf activity after incubation at 55 °C for 2 h, but retained 95% of Xyl activity, with 2,4-DNXP as substrate, under the same conditions. Further investigation of the active site topology of both enzymatic functions was performed with the inhibition study of enzyme activities. The results revealed that methyl-α-L- arabinofuranoside inhibition is noncompetitive towards 2,4-DNPX as substrate but competitive towards pNPAF. Based on the thermal stability and the inhibition studies, we suggest that the enzymatic reactions of Abf and Xyl are performed at distinct catalytic sites. The recombinant enzyme possesses both the retaining transarabinofuranosyl and transxylopyranosyl activities, indicating both enzymatic reactions proceed through a two-step, double displacement mechanism.
Phenylphenalenones and oxabenzochrysenones from the Australian plant Haemodorum simulans
Urban, Sylvia,Timmers, Michael A.,Brklja?a, Robert,White, Jonathan M.
, p. 351 - 359 (2013)
Chemical investigation of the Australian plant Haemodorum simulans (Haemodoraceae) resulted in the isolation of two new phenylphenalenones, haemoxiphidone and haemodordioxolane from the bulbs together with the first report of an oxabenzochrysenone glycoside, haemodoroxychrysenose from the aerial parts of the plant. Also isolated were two previously described phenylphenalenones 5,6-dimethoxy-7-phenyl-1H,3H-naphtho[1,8-cd]pyran-1,3-dione and haemodorone and two oxabenzochrysenones 5-hydroxyl-2-methoxy-1H-naphtho[2,1, 8-mna]xanthen-1-one and 5-methoxy-1H-naphtho[2,1,8-mna]xanthen-1-one. The X-ray structure of the phenylphenalenone 5,6-dimethoxy-7-phenyl-1H,3H-naphtho[1,8-cd] pyran-1,3-dione was secured for the first time. All compounds were deduced by detailed spectroscopic analyses. HPLC-NMR chemical profiling of an enriched fraction containing a mixture of haemodordioxolane and 5,6-dimethoxy-7-phenyl- 1H,3H-naphtho[1,8-cd]pyran-1,3-dione facilitated the partial identification of these secondary metabolites. The structure previously assigned as xiphidone in our initial studies of this plant was re-assigned as the new isomer haemoxiphidone.
Insight into Aluminum Sulfate-Catalyzed Xylan Conversion into Furfural in a Γ-Valerolactone/Water Biphasic Solvent under Microwave Conditions
Yang, Tao,Zhou, Yi-Han,Zhu, Sheng-Zhen,Pan, Hui,Huang, Yao-Bing
, p. 4066 - 4079 (2017)
A simple and efficient biphasic system with an earth-abundant metal salt catalyst was used to produce furfural from xylan with a high yield of up to 87.8 % under microwave conditions. Strikingly, the metal salt Al2(SO4)3 e
New onoceranoid xyloside from Lansium parasiticum
Ramadhan, Rico,Worawalai, Wisuttaya,Phuwapraisirisan, Preecha
, p. 2917 - 2924 (2019)
A novel onoceranoid triterpene xyloside named methyl lansioside C (1) together with two known glycosides (2 and 3) were isolated from polar fraction of the fruit peels of Lansium parasiticum. The structure and absolute configuration of the new compound we
A solid-acid-based process for the conversion of hemicellulose
Dhepe, Paresh Laxmikant,Sahu, Ramakanta
, p. 2153 - 2156 (2010)
We describe a solid-acid-catalyzed conversion of hemicellulose (a component of lignocellulosic material) into xylose, arabinose and furfural in aqueous media.
Hederagenin glycosides from the fruits of Blighia unijugata
Petit, Bastien,Mitaine-Offer, Anne-Claire,Delaude, Clément,Miyamoto, Tomofumi,Tanaka, Chiaki,Lacaille-Dubois, Marie-Aleth
, p. 260 - 269 (2019)
A phytochemical investigation of Blighia unijugata led to the isolation of eleven hederagenin glycosides. Among these compounds, six are previously undescribed, two are described in their native forms for the first time and three are known whereas firstly isolated from Blighia unijugata. The structure of the undescribed compounds was elucidated on the basis of 2D NMR and mass spectrometry analyses as 3-O-β-D-xylopyranosyl-(1 → 3)-α-L-arabinopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin, 3-O-β-D-xylopyranosyl-(1 → 3)-α-L-arabinopyranosyl-(1 → 4)-3-O-acetyl-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin, 3-O-β-D-glucopyranosyl-(1 → 3)-α-L-arabinopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin, 3-O-β-D-xylopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin, 3-O-β-D-xylopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-3-O-acetyl-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin, 3-O-α-L-arabinopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin 28-O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl ester, 3-O-α-L-arabinopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin 28-O-β-D-glucopyranosyl ester and 3-O-β-D-xylopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosylhederagenin 28-O-β-D-glucopyranosyl ester. These results revealed the existence of several conserved structural features that could be used as chemotaxonomic markers for the Blighia genus such as the glycosidic sequence 3-O-α-L-arabinopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl, the occurrence of 3-O-acetylated β-D-glucopyranosyl units and the systematic presence of hederagenin as aglycone.
New monoterpenoids from fruits of Gardenia jasminoides var. radicans
Yu, Shao-Fu,Huang, Xiao-Jun,Fu, Shu-Na,Wu, Chun,Ye, Wen-Cai,Zhou, Guang-Xiong
, p. 1267 - 1272 (2015)
One new lactone, cyclopentanepyrone A (1), and two new monoterpenoids, gardeterpenone A (2) and jasminoside V (3), were isolated from the fruits of Gardenia jasminoides var. radicans, along with four known monoterpenoids, 4-7, which were isolated from this plant for the first time. The structures of the isolates were elucidated by extensive spectroscopic studies, including UV, IR, 1D- and 2D-NMR, ESI-MS, HR-ESI-MS, and CD experiments.
Antihyperlipidemic glycosides from the root bark of Lycium chinense
Chen, Hui,Li, Yu-Jie,Sun, Yan-Jun,Li, Xiao-Kun,Jian-Hong, Gong,Wu, Ya,Su, Fang-Yi,Du, Kun,Zhang, Yan-Li,Feng, Wei-Sheng
, p. 2655 - 2661 (2019)
Three new glycosides (1–3), together with six known ones (4–9), were isolated from the root bark of Lycium chinense. Their structures were elucidated on the basis of MS and NMR spectroscopic data. Five compounds (3, 5, 6, 8, and 9) exhibited potent antihyperlipidemic activities in HepG2 cells as assessed by Oil Red O staining and significant inhibition of intracellular triglyceride (TG) levels, whereas two compounds (5 and 9) significantly reduced total cholesterol (TC) levels.
Triterpenoid saponins from the roots of Clematis uncinata
Li, Shuo-Guo,Huang, Xiao-Jun,Li, Man-Mei,Wang, Mei,Feng, Rui-Bing,Zhang, Wei,Li, Yao-Lan,Wang, Ying,Ye, Wen-Cai
, p. 35 - 44 (2014)
Eight new bisdesmosidic triterpenoid saponins, clematiunicinosides A-H (1-8), along with eleven known ones (9-19), were isolated from the roots of Clematis uncinata. Their structures were elucidated on the basis of spectroscopic analysis and chemical evidence. All the isolated saponins were tested for their cytotoxic activities on human caski cervical cancer (Caski) cells, and compounds 13, 17 and 19 exhibited inhibitory effect on Caski cells.
Caspicaosides E-K, triterpenoid saponins and cytotoxic acylated saponins from fruits of Gleditsia caspica Desf.
Melek,Kassem,Miyase, Toshio,Fayad, Walid
, p. 110 - 119 (2014)
Seven bisdesmosidic triterpenoid saponins named caspicaosides E-K, were isolated from the methanolic fruit extract of Gleditsia caspica Desf. Their structures were determined by 1D and 2D NMR spectroscopy as well as high resolution mass spectrometry and acid hydrolysis. The saponins comprised echinocystic acid or oleanolic acid as the aglycone and saccharide moieties at C-3 and C-28. Like most Gleditsia saponins, the oligosaccharide moiety at C-3 was identified as β-d-xylopyranosyl-(1→2)-α-l-arabinopyranosyl- (1→6)-β-d-glucopyranosyl. The common oligosaccharide moiety linked to C-28 was determined as β-d-xylopyranosyl-(1→3)-β-d-xylopyranosyl- (1→4)-α-l-rhamnopyranosyl-(1→2)-β-d-glucopyranosyl with the presence of additional β-d-galactopyranose unit and/or another α-l-rhamnopyranose moiety. The C-28 saccharide moiety was acylated with a monoterpenic acid unit or a monoterpenic acid linked to a monoterpene- arabinoside unit at the ester-β-d-glucopyranose C-6. Esterification of C-2 and C-3 hydroxyl groups of the terminal α-l-rhamnopyranose unit with a monoterpenic acid and epoxy-monoterpenic acid units, respectively, or with two identical monoterpenic acid units, was also shown. The acylated saponins caspicaosides G-K were assayed for their in vitro cytotoxicities against the three cell lines HCT116, HepG2 and MCF7. The tested saponins showed moderate to strong activities.
