50-99-7Relevant articles and documents
A new secoiridoid glycoside and a new sesquiterpenoid glycoside from Valeriana jatamansi with neuroprotective activity
Tan, Yu-Zhu,Yong, Yan,Dong, Yan-Hong,Wang, Ru-Jing,Li, Hong-Xiang,Zhang, Hai,Guo, Da-Le,Zhang, Shi-Jin,Dong, Xiao-Ping,Xie, Xiao-Fang
, p. 177 - 180 (2016)
A new secoiridoid glycoside, isopatrinioside (1) and a new sesquiterpenoid glycoside, valeriananoid F (2), together with nine known compounds, were isolated from the roots of Valeriana jatamansi. Their structures were elucidated on the basis of spectroscopic analysis. Compound 1 was an unusual monocyclic iridoid glycoside ring-opened between C-1 and C-2 produced by the cleavage of the pyran ring. Of the eleven isolates, compounds 1 and 4 exhibited moderate neuroprotective effects against CoCl2-induced neuronal cell death in PC12 cells.
A new triterpene glycoside from fruit of Phytolacca americana
Getiya,Gabelaya,Mshvildadze,Pichette,Lavoie,Dekanosidze
, p. 764 - 766 (2011)
Glycosides H and I, the structures of which were established by modern physicochemical analytical methods (PMR, 13C NMR, COSY, TOCSY, HMBC, MS) and acid-base hydrolysis, were isolated from the purified total saponins from fruit of Phytolacca americana containing at least 10 triterpene glycosides by rechromatography of enriched fractions over a column of silica gel. Glycoside H was a bidesmoside of phytolaccageninic acid, which was isolated earlier from cell culture of Phytolacca acinosa. Glycoside I was 3-O-(β-D-xylopyranosyl- (1 → 3)-β-D-galactopyranosyl-(1 → 3-β-D-xylopyranosyl)-28-O- β-D-glucopyranosyl phytolaccagenin, which was isolated by us for the first time.
Substrate control through per-O-methylation of cyclodextrin acids
Fenger, Thomas H.,Bols, Mikael
, p. 7769 - 7771 (2010)
Per-O-methylated cyclodextrins containing a single 2-O-(2-acetate), 2-O-(3-propanoate) or a 6-carboxylate were investigated for glycosidase activity on p-nitrophenyl glycosides. The former two compounds displayed enzyme catalysis giving rate accelerations of 500-1000, while the latter compound gave marginal catalysis. These results show that per-O-methylated cyclodextrins direct substrate binding from the secondary face leading to better catalysis. The Royal Society of Chemistry.
Polysciosides J and K, two new oleanane-type triterpenoid saponins from the leaves of Polyscias fruticosa (L.) harms. cultivating in An Giang Province, Viet Nam
Do, Van Mai,Tran, Cong Luan,Nguyen, Tan Phat
, p. 1250 - 1255 (2020)
For the first time, the phytochemical constituents of the leaves of Polyscias fruticosa (L.) Harms. cultivating in An Giang Province, Viet Nam were investigated and led to purify two new oleanane-type triterpenoid saponins, named polyscioside J (1) and polyscioside K (2) together with two known saponins, ladyginoside A (3) and chikusetsusaponin IVa (4) using variously chromatographic methods. Saponin (4) was reported for the first time from this species. Their structures were verified by IR, UV, HR-ESI-MS, NMR 1D and 2D experiments and compared with previous literatures.
A membrane-bound trehalase from Chironomus riparius larvae: Purification and sensitivity to inhibition
Forcella, Matilde,Cardona, Francesca,Goti, Andrea,Parmeggiani, Camilla,Cipolla, Laura,Gregori, Maria,Schirone, Raffaella,Fusi, Paola,Parenti, Paolo
, p. 1186 - 1195 (2010)
A preparation of a membrane-bound trehalase from the larvae of the midge Chironomus riparius (Diptera: Chironomidae) was obtained by detergent solubilization, ion-exchange chromatography and concanavalin A affinity chromatography. Trehalase was purified 1080-fold to a specific activity of 75 U mg-1. The initial rate of trehalase activity followed Henri-Michaelis-Menten kinetics with a Km of 0.48 ± 0.04 mM. Catalytic efficiency was maximal at pH 6.5. The activity was highly inhibited by mono-and bicyclic iminosugar alkaloids such as (in order of potency) casuarine (IC50 = 0.25 ± 0.03 μM), deoxynojirimycin (IC50 = 2.83 ± 0.34 μM) and castanospermine (IC50 = 12.7 ± 1.4 μM). Increasing substrate concentration reduced the inhibition. However, in the presence of deoxynojirimycin, Lineweaver-Burk plots were curvilinear upward. Linear plots were obtained with porcine trehalase. Here, we propose that deoxynojirimycin inhibits the activity of trehalase from C. riparius according to a ligand exclusion model. Inhibition was further characterized by measuring enzyme activity in the presence of a series of casuarine and deoxynojirimycin derivatives. For comparison, inhibition studies were also performed with porcine trehalase. Results indicate substantial differences between midge trehalase and mammalian trehalase suggesting that, in principle, inhibitors against insect pests having trehalase as biochemical targets can be developed.
New grayanol diterpenoid and new phenolic glucoside from the flowers of Pieris formosa
Wang, Wei-Guang,Li, Hong-Mei,Li, Hai-Zhou,Wu, Zhao-Yuan,Li, Rong-Tao
, p. 70 - 75 (2010)
A new grayanol diterpenoid, grayanotoxin XXII (1), and a new phenolic glucoside, benzyl 2-hydroxy-4-O-[-xylopyranosyl(1″→6′)-β- glucopyranosyl]-benzoate (2), were isolated from the flowers of Pieris formosa. Their structures were determined on the basis of spectroscopic analysis and chemical methods.
Three new phenol compounds from Iris dichotoma PALL
Huang, Long,Ma, Wenhui,Liu, Yanze,Peng, Yong,Xiao, Peigen
, p. 1033 - 1036 (2012)
Three new phenolic compounds, irisdichototins D, E, and F (1 - 3, resp.) were isolated from the stems of Iris dichotoma. The structures of the new compounds were elucidated by spectroscopic analyses, including 2D-NMR techniques.
New dammarane-type triterpenoid glycosides from Gynostemma burmanicum
Nguyen Phuong, Thao,Nguyen Tien, Dat,Pham, Thanh Binh,Pham, Thanh Ky,Than, Thi Kieu My
, p. 217 - 224 (2020)
The chemical composition of Gynostemma burmanicum King ex Chakrav. was investigated for the first time in this study. Nine dammarane glycosides (1?9) were isolated from the EtOH extract of the aerial parts of G. burmanicum. Their structures were elucidate
Isolation and Some Properties of Sorbitol Oxidase from Streptomyces sp. H-7775
Hiraga, Kazumi,Kitazawa, Mitsunori,Kaneko, Norihisa,Oda, Kohei
, p. 1699 - 1704 (1997)
A sorbitol oxidase (SOX) was found in the cell-free extract of a strain isolated from soil. The strain was classified and designated as Streptomyces sp. H-7775. SOX is constitutively expressed in the cell. The molecular weight of SOX that purified from the cell-free extract was 45,000. The optimum pH and the Km for sorbitol were 6.5-7.5 and 0.26 mM, respectively. The prosthetic group was a covalently bound FAD. SOX catalyzed oxidation of D-sorbitol to glucose and hydrogen peroxide without any requirements of exogenous cofactors. SOX did not react with glucose, a reaction product of D-sorbitol. This feature is useful in its application for diagnosis.
A grayanotox-9(11)-ene derivative from Rhododendron brachycarpum and its structural assignment via a protocol combining NMR and DP4 plus application
Tuan, Nguyen Quoc,Oh, Joonseok,Park, Hyun Bong,Ferreira, Daneel,Choe, Sanggil,Lee, Juseon,Na, MinKyun
, p. 45 - 50 (2017)
A growing body of evidence points to the useful roles of computational approaches in the structural characterization of natural products. Rhododendron brachycarpum has been traditionally used for the control of diabetes, hepatitis, hypertension, and rheumatoid arthritis and classified as an endangered species in Korea. A grayanotox-9(11)-ene derivative along with five known diterpenoids, were isolated from the MeOH extract of R.?brachycarpum. Extensive 1D and 2D NMR experiments were conducted to establish the 2D structure and relative configuration of the grayanotox-9(11)-ene derivative. Comparison of simulated and experimental ECD spectra resulted in an inconclusive outcome to assign its absolute configuration. Alternatively, gauge-including atomic orbitals (GIAO) NMR chemical shift calculations, with support by the advanced statistical method DP4 plus, and acid hydrolysis were employed to establish its absolute configuration. This work exemplifies how NMR analysis, combined with quantum mechanics calculations, is a viable approach to accomplish structural assignment of minor abundance molecules in lieu of X-ray crystallography or chiroptical approaches.
Cordycepamides A?E and cordyglycoside A, new alkaloidal and glycoside metabolites from the entomopathogenic fungus Cordyceps sp.
Fan, Wenwen,Li, Erwei,Liu, Xingzhong,Ren, Jinwei,Wang, Wenzhao,Zhang, Yongjie
, (2020)
Five new alkaloidal metabolites cordycepamides A?E (1?5), and one glycoside metabolite cordyglycoside A (6), together with six known compounds (7?12) were isolated from the entomopathogenic fungus Cordyceps sp. (LB1.18060004) from unidentified insect collected in Baoshan City, Yunnan Province, People's Republic of China. The structures were characterized by NMR and HRESIMS spectroscopic analyses. Cordycepamides A and B (1 and 2) were mixtures of two isomers in 5:4 ratio by integration of 1H NMR spectra. In additional, the structure of cordycepamide A (1) was further confirmed by X-ray crystallography as a pair of enantiomers. Absolute configurations of sugar moiety of cordyglycoside A (6) was confirmed by the acid hydrolysis and subsequent HPLC analysis. The isolated metabolites were evaluated for antimicrobial, cytotoxicity, and the DPPH scavenging assay, only 4 showed modest antioxidant effects in the DPPH scavenging assay (IC50 = 51.42 ± 3.08 μM).
Three new sulfated triterpenoids from the roots of Gypsophila pacifica
Luo, Jian-Guang,Nie, Wei,Kong, Ling-Yi
, p. 529 - 533 (2011)
Three new sulfated triterpenoids (1-3), along with one known compound (4), were isolated from the roots of Gypsophila pacifica Kom. The structures of the new compounds were established as 3β-O-sulfate gypsogenin 28-O-β-d-glucopyranosyl ester (1), 3β-O-sulfate gypsogenin (2), and 3β-O-sulfate quillaic acid (3) on the basis of 1D, 2D NMR, and HR-ESI-MS methods.
Structural characterization of cholestane rhamnosides from ornithogalum saundersiae bulbs and their cytotoxic activity against cultured tumor cells
Iguchi, Tomoki,Kuroda, Minpei,Naito, Rei,Watanabe, Tomoyuki,Matsuo, Yukiko,Yokosuka, Akihito,Mimaki, Yoshihiro
, (2017)
Previous phytochemical studies of the bulbs of Ornithogalum saundersiae, an ornamental perennial plant native to South Africa, resulted in the isolation of 29 new cholestane glycosides, some of which were structurally unique and showed potent cytotoxic activity against cultured tumor cell lines. Therefore, we aimed to perform further phytochemical examinations of methanolic extracts obtained from Ornithogalum saundersiae bulbs, isolating 12 new cholestane rhamnosides (1-12) and seven known compounds (13-19). The structures of the new compounds (1-12) were identified via NMR-based structural characterization methods, and through a sequence of chemical transformations followed by spectroscopic and chromatographic analysis. The cytotoxic activity of the isolated compounds (1-19) and the derivatives (1a and 6a) against HL-60 human promyelocytic leukemia cells and A549 human lung adenocarcinoma cells was evaluated. Compounds 10-12, 16, and 17 showed cytotoxicity against both HL-60 and A549 cells. Compound 11 showed potent cytotoxicity with an IC50 value of 0.16 μM against HL-60 cells and induced apoptotic cell death via a mitochondrion-independent pathway.
New Glycosides of Eriodictyol from Dracocephalum palmatum
Olennikov,Chirikova,Kim, Eungyoung,Kim, Sang Woo,Zul’fugarov
, (2018)
Two new glycosides of eriodictyol were isolated from the aerial part of Dracocephalum palmatum and identified using UV, NMR, and CD spectroscopy and mass spectrometry as (S)-eriodictyol-7-O-(6′′-O-malonyl)-β-Dglucopyranoside (pyracanthoside-6′′ -O-malonat
Medicinal flowers. XXXX.1) Structures of dihydroisocoumarin glycosides and inhibitory effects on aldose reducatase from the flowers of Hydrangea macrophylla var. thunbergii
Liu, Jiang,Nakamura, Seikou,Zhuang, Yan,Yoshikawa, Masayuki,Hussein, Ghazi Mohamed Eisa,Matsuo, Kyohei,Matsuda, Hisashi
, p. 655 - 661 (2013)
Six dihydroisocoumarin glycosides, florahydrosides I and II, thunberginol G 8-O-β-D-glucopyranoside, thunberginol C 8-O-β-D-glucopyranoside, 4-hydroxythunberginol G 3′-O-β-D-glucopyranoside, and thunberginol D 3′-O-β-D-glucopyranoside, have been isolated from the flowers of Hydrangea macrophylla SERINGE var. thunbergii MAKINO (Saxifragaceae) together with 20 known compounds. The chemical structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. Among the constituents, acylated quinic acid analog, neochlorogenic acid, was shown to substantially inhibit aldose reductase [IC50=5.6 μM]. In addition, the inhibitory effects on aldose reductase of several caffeoylquinic acid analogs were examined for structure-activity relationship study. As the results, 4,5-O-trans-p-dicaffeoyl-D-quinic acid was found to exhibit a potent inhibitory effect [IC50=0.29 μM].
The bioassay-guided isolation of antifungal saponins from Hosta plantaginea leaves
Wang, Meng-Yue,Peng, Ying,Peng, Chong-Sheng,Qu, Jiang-Yuan,Li, Xiao-Bo
, p. 501 - 509 (2018)
Four new steroidal saponins hostaside Ⅰ (1), hostaside Ⅱ (2), hostaside Ⅲ (3), and hostaside Ⅳ (4), together with five known steroidal saponins (5–9), were isolated by the bioassay-guided fractionation from the leaves of Hosta plantaginea (Lam.) Aschers, a worldwide well-known ornamental plant. Hostasides Ⅰ and Ⅱ showed significant antifungal activities, and they could inhibit the growth of Candida albicans and Fusarium oxysporium with MIC values as low as 4?μg/ml.
Isolation, identification and antioxidative capacity of water-soluble phenylpropanoid compounds from Rhodiola crenulata
Chen, Danjun,Fan, Junting,Wang, Peng,Zhu, Lanying,Jin, Yang,Peng, Yan,Du, Shuhu
, p. 2126 - 2133 (2012)
Six water-soluble phenylpropanoid compounds obtained from Rhodiola crenulata (R. crenulata) were fractionated by high-speed counter-current chromatography (HSCCC), and purified by semi-preparative high-performance liquid chromatography (Semi-prep HPLC). The purities of the six compounds were all above 98.0% and their structures were identified by spectroscopic methods. Among them, a new compound, 2-(4-hydroxyphenyl)-ethyl-O-β-d-glucopyranosyl-6-O- β-d-glucopyranoside (1), together with two known phenylpropanoids, p-hydroxyphenacyl-β-d-glucopyranoside (3) and picein (4) were isolated from R. crenulata for the first time. Meanwhile, the contents of six isolated ingredients from the crude extract of R. crenulata had been simultaneously detected, with satisfactory results. Furthermore, the antioxidant activities of the six compounds were accessed by measuring the radical scavenging activity against 2,2-diphenyl-1-picrylhydrazy (DPPH), and four compounds exhibited potent antioxidative activity.
Four new cytotoxic oligosaccharidic derivatives of 12-oleanene from Lysimachia heterogenea Klatt
Huang, Xin-an,Liang, Yong-ju,Cai, Xiao-ling,Feng, Xiao-quan,Zhang, Chuan-hai,Fu, Li-wu,Deng, Wen-di
, p. 6515 - 6518 (2009)
Cytotoxicity-guided phytochemical analysis on the extract of Lysimachia heterogenea Klatt led to the isolation of 3β,16β-12-oleanene-3,16,23,28-tetrol (1) and its four new oligosaccharidic derivatives heterogenosides A, B, C, and D (2-5). Their structural
Two new sesquiterpenoid glycosides from the stems of Zanthoxylum armatum DC
Liu, Ya-Lin,Gao, Liang-Liang,Song, Tong-Tong,Guo, Tao,Chang, Jun
, p. 3036 - 3041 (2020)
Two new sesquiterpenoid glycosides as dihydrophaseic acid 4′-O-[6″-O-(4″′-hydroxy-3″′, 5″′-dimethoxy) benzoyl)]-β-D-glucopyranoside (1) and dihydrophaseic acid 4′-O-[6″-O-(3″′-methoxy- 4″′-hydroxy) benzoyl)]-β-D-glucopyranoside (2), were isolated from the stems of Zanthoxylum armatum in the study. The compound 1 and 2 showed moderate scavenging activity in DPPH free radical assay with IC50 values of 241 and 264 μM, respectively.
Depolymerization of cellulosic feedstocks using magnetically separable functionalized graphene oxide
Verma, Deepak,Tiwari, Rashmi,Sinha, Anil Kumar
, p. 13265 - 13272 (2013)
Hydrolysis of cellulose into saccharides using a magnetically separable functionalized graphene is reported for potential applications in the environmentally benign saccharification of cellulose. Crystalline pure cellulose is hydrolyzed by graphene bearing -SO3H, -COOH and -OH functional groups in combination with iron nanoparticles. We observed nearly complete hydrolysis of cellulose into glucose and small (4-5 unit size) oligomers using low (1:1) catalyst to cellulose ratio. The apparent activation energy for the hydrolysis of cellulose into glucose using these catalysts is estimated to be 12 kJ mol-1, several times smaller than that for sulfuric acid under optimal conditions (170 kJ mol-1). The catalyst can be readily magnetically separated from the saccharide solution after the reaction for reuse in the reaction without loss of activity. Nearly complete hydrolysis of sugarcane bagasse into water soluble saccharides with repeated recycling was also possible. The catalytic performance of the graphene-based catalyst is attributed to the ability of the water soluble nanostructured material with a large concentration of polar groups (-OH, -COOH) which readily adsorb cellulose, while providing a large concentration of acidic functionality to hydrolyze the cellulose.
New ecdysteroid and ecdysteroid glycosides from the roots of Serratula chinensis
Zhang, Zi-Yue,Yang, Wei-Qun,Fan, Chun-Lin,Zhao, Hui-Nan,Huang, Xiao-Jun,Wang, Ying,Ye, Wen-Cai
, p. 208 - 214 (2017)
Three new ecdysteroid glycosides (1–3) and one new ecdysteroid (4), were isolated from the roots of Serratula chinensis. Their structures were established on the basis of extensive spectroscopic analysis and chemical methods.
Complete assignments of 1H and 13C NMR spectroscopic data for three new stigmastane glycosides from Vernonia cumingiana
Suo, Maorong,Yang, Junshan
, p. 179 - 183 (2009)
Three new steroidal saponins, Vernoniosides S1 (1), Vernoniosides S2 (2) and Vernoniosides S3 (3) were isolated from the stem of Vernonia cumingian. Their chemical structures were elucidated on the basis of MS, NMR spectroscopic and chemical analysis. Com
Use of electrospray ionization ion-trap tandem mass spectrometry and principal component analysis to directly distinguish monosaccharides
Xia, Bing,Zhou, Yan,Liu, Xin,Xiao, Juan,Liu, Qing,Gu, Yucheng,Ding, Lisheng
, p. 1259 - 1264 (2012)
RATIONALE Carbohydrates are good source of drugs and play important roles in metabolism processes and cellular interactions in organisms. Distinguishing monosaccharide isomers in saccharide derivates is an important and elementary work in investigating saccharides. It is important to develop a fast, simple and direct method for this purpose, which is described in this study. METHODS Stock solutions of monosaccharide with a concentration of 400 μM and sodium chloride at a concentration of 10 μM were made in water/methanol (50:50, v/v). The samples were subjected to electrospray ionization ion-trap tandem mass spectrometry (ESI-MS) and the detected [2M + Na - H2O]+ ions were further investigated by tandem mass spectrometry (MS/MS), followed by applying principal component analysis (PCA) on the obtained MS/MS data sets. RESULTS The MS/MS spectra of the [2M + Na - H2O]+ ions at m/z 365 for hexoses and m/z 305 for pentoses yielded unambiguous fragment patterns, while rhamnose can be directly identified by its ESI-MS [M + Na] + ion at m/z 187. PCA showed clustering of MS/MS data of identical monosaccharide samples obtained from different experiments. By using this method, the monosaccharide in daucosterol hydrolysate was successfully identified. CONCLUSIONS A new strategy was developed for differentiation of the monosaccharides using ESI-MS/MS and PCA. In MS/MS spectra, the [2M + Na - H 2O]+ ions yielded unambiguous distinction. PCA of the archived MS/MS data sets was applied to demonstrate the spatial resolution of the studied samples. This method presented a simple and reliable way for distinguishing monosaccharides by ESI-MS/MS. Copyright
Flavonoids and terpenoids with PTP-1B inhibitory properties from the infusion of salvia amarissima ortega
González-Andrade, Martín,Mata, Rachel,Pérez-Vásquez, Araceli,Rangel-Grimaldo, Manuel,Rivero-Cruz, Isabel,Salinas-Arellano, Eric,Torres-Colin, Rafael
, (2020)
An infusion prepared from the aerial parts of Salvia amarissima Ortega inhibited the enzyme protein tyrosine phosphatase 1B (PTP-1B) (IC50~88 and 33 μg/mL, respectively). Phytochemical analysis of the infusion yielded amarisolide (1), 5,6,40-trihydroxy-7,30-dimethoxyflavone (2), 6-hydroxyluteolin (3), rutin (4), rosmarinic acid (5), isoquercitrin (6), pedalitin (7) and a new neo-clerodane type diterpenoid glucoside, named amarisolide G (8a,b). Compound 8a,b is a new natural product, and 2–6 are reported for the first time for the species. All compounds were tested for their inhibitory activity against PTP-1B; their IC50 values ranged from 62.0 to 514.2 μM. The activity was compared to that of ursolic acid (IC50 = 29.14 μM). The most active compound was pedalitin (7). Docking analysis predicted that compound 7 has higher affinity for the allosteric site of the enzyme. Gas chromatography coupled to mass spectrometry analyses of the essential oils prepared from dried and fresh materials revealed that germacrene D (15) and β-selinene (16), followed by β-caryophyllene (13) and spathulenol (17) were their major components. An ultra-high performance liquid chromatography coupled to mass spectrometry method was developed and validated to quantify amarisolide (1) in the ethyl acetate soluble fraction of the infusion of S. amarissima.
A new megastigmane diglycoside from litsea glutinosa (Lour.) C. B. Rob.
Wang, Yun-Song,Liao, Zhen,Li, Yan,Huang, Rong,Zhang, Hong-Bing,Yang, Jing-Hua
, p. 2234 - 2238 (2011)
Phytochemical study on the leaves and twigs of afforded the new megastigmane diglycoside (6S, 7E, 9R)-6, 9-dihydroxy-4, 7-megastigmadien-3-one- 9-O-[α-L-arabinofuranosyl-(l→6)]-β-D-glucopyranoside (1), along with glycosides (6S, 7E, 9R)-roseoside (2), (7'R, 8'R)-3, 5'-dimethoxy-9, 9'-dihydroxy-4, 7'-epoxylignan 4'-β-D-glucopyranoside (3), (7'R, 8'S)-dihydrodehydrodiconifenyl alcohol 9'-O-β-D-xylopyranoside (4) and pinoresinol 3-O-β-D-glucopyranoside (5). Their structures were established on the basis of extensive spectroscopic and chemical methods. Compounds 2-5 were reported for the first time in this species. Compound 1 was evaluated for cytotoxic activities against human tumor cell lines (myeloid leukemia HL-60, hepatocellular carcinoma SMMC-7721, lung cancer A-549, breast cancer MCF-7 and colon cancer SW480 cells), for which it was proved to be inactive (IC 50 > 40 μM).
Long-chain fatty acid acylated derivatives of isoflavone glycosides from the rhizomes of Iris domestica
Li, Jiayuan,Liu, Yanfei,Ni, Gang,Wang, Renzhong,Yu, Dequan
, (2021/11/01)
Six undescribed long-chain fatty acid esters of isoflavone glycosides were obtained from the rhizomes of Iris domestica (L.). Their structures were elucidated by comprehensive spectroscopic data, alkaline hydrolysis, and acid hydrolysis. This is the first report of the long-chain (C14–C18) fatty acid derivatives of isoflavone glycosides from natural products. Belamcandnoate B and D exhibited moderate cytotoxic activities against HCT-116, HepG2, and BGC823 cell lines with IC50 values of 1.69–6.86 μM. Belamcandnoate B and E exhibited 72.27 and 58.98% inhibitory activities, respectively, against Fe2+/cysteine-induced liver microsomal lipid peroxidation at a concentration of 10 μM.
New glycosides from the leaves and rattan stems of Schisandra chinensis
Bao, TeRiGen,Fu, ChunWang,Jia, JingMing,Liu, LuQi,Wang, AnHua,Yang, YongCheng
, p. 21 - 23 (2021/11/11)
Two new glycosides, vanillic acid 4-O-β-D-(6′-O-(Z)-2′'-methylbut-2′'-enoate)glucopyranoside (1), p-methoxycarvacrol-6-O-β-D-glucopyranoside (2), along with two known analogues (3-4), were isolated from the leaves and rattan stems of Schisandra chinensis.
Parisvaniosides A–E, five new steroidal saponins from Paris vaniotii
Ji, Yun-Heng,Liu, Hai-Yang,Ni, Wei,Xiao, Long-Gao,Yan, Huan,Yu, Ling-Ling
, (2021/12/16)
The species of Paris genus is a prolific source of structurally diverse steroidal saponins responsible for multivarious biological properties. The first phytochemical investigation on the steroidal saponin constituents from the rhizomes of Paris vaniotii Lévl. led to the discovery and structural characterization of four new spirostanol saponins, named parisvaniosides A-D (1–4), and one new furostanol glycoside, named parisvanioside E (5), along with eleven known analogues (6–16). Their structures were unambiguously established on the basis of extensive spectroscopic analysis and comparison with the reported spectroscopic data. Compound 1 is a rare spirostanol saponin sharing with a C-9/C-11 double bond and a peroxy group located between C-5 and C-8 of the aglycone, whereas 3 and 4 are unusual C-27 steroidal sapoins with hydroxyl/methoxyl at both C-5 and C-6. Furthermore, 5 is the first furostanol saponin with a unique aglycone featuring two trisubstituted double bonds in ring B. All isolated saponins were evaluated for their anti-inflammatory effects on a lipopolysaccharide (LPS)-stimulated nitric oxide (NO) production model in RAW 264.7 macrophages.
