scholarly journals Two New Steroidal Alkaloid Saponins from the Whole Plants of Solanum nigrum

2018 ◽  
Vol 13 (11) ◽  
pp. 1934578X1801301 ◽  
Author(s):  
Bui Huu Tai ◽  
Vu Van Doan ◽  
Pham Hai Yen ◽  
Nguyen Xuan Nhiem ◽  
Nguyen Thi Cuc ◽  
...  

Two new steroidal alkaloid saponins, solanigrosides Q and R (1 and 2), together with four known compounds khasianine (3), solamargine (4), solasonine (5), and soladulcoside A (6) were isolated from the whole plants of Solanum nigrum. The structures of new compounds (1 and 2) were determined by interpretation of HR-ESI-MS, 1D and 2D NMR spectra, and chemical transformation. Compound 4 exhibited potent cytotoxic activity against MDA-MB-231, A549, Hep3B, PC3 human cancer cell lines with IC50 values of 1.86 ± 0.45, 2.24 ± 0.15, 0.78 ± 0.11, 5.13 ± 1.34 μM, respectively.

2014 ◽  
Vol 9 (12) ◽  
pp. 1934578X1400901
Author(s):  
Hoang Le Tuan Anh ◽  
Nguyen Thi Thu Hien ◽  
Dan Thi Thuy Hang ◽  
Tran Minh Ha ◽  
Nguyen Xuan Nhiem ◽  
...  

A new ent-kaurane glycoside, annoglabasin H (1), and three known ent-kauranes, annoglabasin E (2), annoglabasin B (3), and 19-nor- ent-kaurent-4-ol-17-oic acid (4) were isolated from the fruits of Annona glabra. Their structures were determined by the combination of spectroscopic and chemical methods, including 1D- and 2D-NMR spectroscopy, as well as by comparison with the NMR data reported in the literature. The cytotoxic activities of these compounds were evaluated on four human cancer cell lines, LU-1, MCF-7, SK-Mel2, and KB. Compound 1 exhibited significant cytotoxic activity on all tested human cancer cell lines with IC50 values ranging from 3.7 to 4.6 μM.


2017 ◽  
Vol 72 (1-2) ◽  
pp. 21-25 ◽  
Author(s):  
Marwa Elsbaey ◽  
Kadria F.M. Ahmed ◽  
Mahmoud F. Elsebai ◽  
Ahmed Zaghloul ◽  
Mohamed M.A. Amer ◽  
...  

AbstractAn indole alkaloid, 2-(5-hydroxy-1H-indol-3-yl)-2-oxo-acetic acid (1) isolated for the first time from nature, in addition to the nine known compounds 5-hydroxy-1H-indole-3-carboxylic acid methyl ester (2), alocasin B (3), hyrtiosin B (4), α-monopalmitin (5), 1-O-β-D-glucopyranosyl-(2S, 3R, 4E, 8Z)-2-[(2(R)-hydroctadecanoyl) amido]-4,8-octadecadiene-1,3-diol (6), 3-epi-betulinic acid (7), 3-epi-ursolic acid (8),β-sitosterol (9) andβ-sitosterol 3-O-β-D-glucoside (10) were isolated from the rhizomes ofAlocasia macrorrhiza(Araceae). Their structures were elucidated by 1D and 2D NMR spectroscopic data. Of these compounds,6exhibited the strongest cytotoxicity against the four tested human cancer cell lines (IC50of about 10 µM against Hep-2 larynx cancer cells).


2008 ◽  
Vol 3 (10) ◽  
pp. 1934578X0800301 ◽  
Author(s):  
Giuseppina Cioffi ◽  
Antonio Vassallo ◽  
Laura Lepore ◽  
Fabio Venturella ◽  
Fabrizio Dal Piaz ◽  
...  

Three new oleanane saponins (1–3), together with four known ones (4–7), were isolated from the aerial parts of Polyscias guilfoylei. Their structures were elucidated by 1D and 2D NMR experiments, including 1D TOCSY, DQF-COSY, ROESY, HSQC, and HMBC spectroscopy, as well as ESIMS analysis. The antiproliferative activity of all compounds was evaluated using three murine and human cancer cell lines; J774.A1, HEK-293, and WEHI-164. All the compounds were inactive except for 3β- O-[β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl]-echinocystic acid 28-[ O-β-D-glucopyranosyl-(1→6) O-β-D-glucopyranosyl] ester (3), which was active against all the cell lines.


Molecules ◽  
2019 ◽  
Vol 24 (5) ◽  
pp. 983
Author(s):  
Hang Ren ◽  
Haoyun An ◽  
Jingchao Tao

Glycosylation of 6-amino-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine and its iodo- and bromo- analogues with the protected ribofuranose and 2′-deoxyribofuranose under different conditions resulted in the synthesis of N9- and N8-glycosylated purine nucleosides. Five key intermediate nucleosides, having 6-methoxy, 7-iodo, and 2-bromo groups, were further derivatized to 23 final 8-aza-7-deazapurine nucleoside derivatives. The structures of N9- and N8-glycosylated products were assigned based on UV and NMR spectra. HMBC analysis of 2D NMR spectra and X-ray crystallographic studies of the representative compounds unambiguously verified the connection of ribose ring to N9- or N8-position of the purine ring. The anticancer activity of these new compounds was evaluated.


Planta Medica ◽  
2019 ◽  
Vol 85 (09/10) ◽  
pp. 701-707 ◽  
Author(s):  
Buddha Bahadur Basnet ◽  
Li Liu ◽  
Baosong Chen ◽  
Yerlan Melsuly Suleimen ◽  
Haiyang Yu ◽  
...  

AbstractTwo new arborinane-type triterpenes, myrotheols A (1) and B (2), two new arborinane-type glycosides, myrothesides C (3) and D (4), together with four known diterpenes (5 – 8) were isolated from the ethyl acetate extract of the endolichenic fungus Myrothecium inundatum. The structures of new compounds 1 – 4 were elucidated by NMR and MS analyses. The absolute configuration of 1 was assigned by a single-crystal X-ray diffraction experiment. Compounds 3 and 4 represent the first two natural 4-O-methyl-α-D-mannosides. Compounds 1 – 8 exhibited cytotoxicity against K562 and RKO human cancer cell lines.


Planta Medica ◽  
2019 ◽  
Vol 85 (04) ◽  
pp. 335-339
Author(s):  
An-dong Wang ◽  
Chao-jie Xie ◽  
Yun-qiang Zhang ◽  
Mei-chen Li ◽  
Xia Wang ◽  
...  

AbstractTwo new α-tetralonyl glucosides, (4S)-4,5,8-trihydroxy-α-tetralone-5-O-β-D-glucopyranosyl(1 → 6)-β-D-glucopyranoside (1) and (4S)-4,8-dihydroxy-α-tetralone-4-O-β-D-glucopyranosyl(1 → 6)-β-D-glucopyranoside (2), together with eight known compounds (3 – 10) were isolated from the green walnut husks of Juglans mandshurica. The structural characterization of all compounds was performed by spectroscopic analyses, including 1D and 2D NMR and HR-ESI-MS experiments. The isolated compounds were assayed for their cytotoxicity against two human cancer cell lines, A549 and HeLa. Four compounds (7 – 10) exhibited inhibitory effects against two human cancer cell lines with GI50 values between 1.3 and 5.8 µM.


2017 ◽  
Vol 12 (7) ◽  
pp. 1934578X1701200
Author(s):  
Marina V. Veselova ◽  
Sergey A. Fedoreyev ◽  
Darya V. Tarbeeva ◽  
Nadezda I. Kulesh ◽  
Anatoliy I. Kalinovskiy ◽  
...  

Two new prenylated flavanones, isomaackiaflavanone A (1), isomaackiaflavanone B (2) and a new prenylated stilbene maackiastilbene (3), along with five known flavanones were isolated from the root bark of Maackia amurensis using repeated column chromatography on silica gel, Sephadex LH-20 and octadecyl silica (ODS-A) sorbents. The structures of the new compounds were elucidated by HPLC–PDA–MS, HR-ESI-MS, 1H, 13C, 1H–1H COSY, HSQC, ROESY and HMBC NMR analyses. The cytotoxicity of compounds 1–2, 4–8 against two human cancer cell lines HeLa and SK-MEL-5 was tested using the MTS method. Compounds 4, 6 and 8 showed the strongest cytotoxic activity among the compounds tested with IC50 values of 6.5, 8.8 and 7.7 μM, against SK-MEL-5 cells and 8.2, 18.8 and 12 μM against HeLa cells, respectively.


2016 ◽  
Vol 11 (4) ◽  
pp. 1934578X1601100
Author(s):  
Vu Kim Thu ◽  
Nguyen Van Thang ◽  
Nguyen Xuan Nhiem ◽  
Hoang Le Tuan Anh ◽  
Pham Hai Yen ◽  
...  

Using combined chromatographic methods, two new compounds, 6β,9β:9,13-diepoxymegastig-4-en-3β-ol (1), 5α,6α-epoxy D:C-friedoolean-8-en-3β-ol (2) were isolated from the methanol extract of the leaves of Glochidion obliquum Decne. Their structures were elucidated by 1D- and 2D-NMR spectra and in comparison with those reported in the literature.


2009 ◽  
Vol 62 (9) ◽  
pp. 1185 ◽  
Author(s):  
Sophia A. Kolesnikova ◽  
Ekaterina G. Lyakhova ◽  
Anatoly I. Kalinovsky ◽  
Pavel S. Dmitrenok ◽  
Sergei A. Dyshlovoy ◽  
...  

Two new compounds, dictyohydroperoxide 1 and hydroperoxyacetoxycrenulide 2, (Scheme 1) containing hydroperoxyl groups rarely found in algal terpenoids were isolated from the Russian population of brown alga Dictyota dichotoma. The known compounds acetoxycrenulide 4 and squalene were also found in this algal species for the first time. Some of the isolated compounds showed moderate cytoxicity against human cancer cell lines.


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