scholarly journals Minor Triterpene Saponins from Underground Parts of Lysimachia thyrsiflora: Structure elucidation, LC-ESI-MS/MS Quantification, and Biological Activity

2013 ◽  
Vol 8 (12) ◽  
pp. 1934578X1300801 ◽  
Author(s):  
Irma Podolak ◽  
Paweł Żmudzki ◽  
Paulina Koczurkiewicz ◽  
Marta Michalik ◽  
Paweł Zajdel ◽  
...  

Two minor triterpene saponins, one previously not reported, were isolated from the underground parts of Lysimachia thyrsiflora L. The structures were determined based on a combination of one- and two-dimensional NMR techniques, and mass spectrometry, as 30- O-β-D-glucopyranosyl-3β,16α,30-trihydroxy-olean-12-en-28-yl acetate 3- O-β-D-glucopyranosyl-(1→4)- O-[β-D-glucopyranosyl-(1→2)-]- O-α-L-arabinopyranoside (denoted as thyrsiloside A), and davuricoside L. Quantitative determination of these two compounds, along with other saponins present in L. thyrsiflora underground parts, was performed by a developed UPLC-ESI-MS/MS method, validated according to the ICH guidelines. The relative total content of triterpene saponins amounted to 1.19 μg/mg dw. Both 4 and 5 were present in minor quantities, 0.031 and 0.077 μg/mg dw, respectively. Assays performed on a panel of human cancer cell lines showed antiproliferative activity against prostate carcinoma PC-3 (GI50 after 48 h = 20 and 24 μg/mL, respectively).

2017 ◽  
Vol 12 (9) ◽  
pp. 1934578X1701200
Author(s):  
Mohamad A. Mahdzir ◽  
Jamil A. Shilpi ◽  
Norfaizah Mahmud ◽  
Sujatha Ramasamy ◽  
Khalijah Awang

A phytochemical study on the bark of Walsura pinnata has led to the isolation of a new oleanane triterpene acid, 3-oxo-olean-9(11),12-dien-28-oic acid (1), together with nine known compounds (2–10). Their structures were established on the basis of the detailed spectroscopic analysis, including one- and two-dimensional NMR, ESI-MS and HR-ESI-MS techniques. Compounds 2, 3, 5, 6 and 8 were isolated from W. pinnata for the first time. Compounds 3 and 4 showed in vitro growth inhibitory activity against two human cancer cell lines MCF-7 and SK-OV-3 with IC50 values within the range of 8.85 - 18.28 μg/mL. To the best of our knowledge, this is the first report on the cytotoxic activity of compound 3 towards both cancer cell lines.


Author(s):  
Duc Viet Ho

A phytochemical investigation of whole <em>Aspidistra letreae</em> plants led to the isolation of 2<em>H</em>-chromen-2-one (<strong>1</strong>), <em>α</em>-tocopherol (<strong>2</strong>), (<em>E</em>)-phytol (<strong>3</strong>), asparenydiol (<strong>4</strong>) and (25<em>S</em>)-spirost-1<em>β</em>,3<em>α</em>,5<em>β</em>-triol (<strong>5</strong>). Their structures were determined on the basis of NMR spectral evidences and in comparison with the reported data. Of these, asparenydiol (<strong>4</strong>) was isolated from the genus <em>Aspidistra</em> for the first time. This is also the first report on the separation and structural determination of (25<em>S</em>)-spirost-1<em>β</em>,3<em>α</em>,5<em>β</em>-triol (<strong>5</strong>) as a pure compound. The methanol extract exhibited a moderate cytotoxicity against the LU-1, HeLa, MDA-MB-231, Hep-G2, and MKN-7 human cancer cell lines with <em>IC</em><sub>50</sub> values ranging from 52.58 ± 3.65 to 64.78 ± 4.89 μg/mL.


2020 ◽  
Vol 129 (1B) ◽  
pp. 31-39
Author(s):  
Duc Viet Ho ◽  
Hanh Nhu Thi Hoang ◽  
Khue Minh Vo ◽  
Anh Tuan Le ◽  
Hoai Thi Nguyen

A phytochemical investigation of whole Aspidistra letreae plants led to the isolation of 2H-chromen-2-one (1), α-tocopherol (2), (E)-phytol (3), asparenydiol (4) and (25S)-spirost-1β,3α,5β-triol (5). Their structures were determined on the basis of NMR spectral evidences and in comparison with the reported data. Of these, asparenydiol (4) was isolated from the genus Aspidistra for the first time. This is also the first report on the separation and structural determination of (25S)-spirost-1β,3α,5β-triol (5) as a pure compound. The methanol extract from the whole plants of Aspidistra letreae exhibits moderate cytotoxicity against the LU-1, HeLa, MDA-MB-231, Hep-G2, and MKN-7 human cancer cell lines with IC50 values ranging from 52.58 ± 3.65 to 64.78 ± 4.89 μg/mL.


2014 ◽  
Vol 69 (9-10) ◽  
pp. 1021-1025 ◽  
Author(s):  
Qing-Hu Wang ◽  
Na-Ren-Chao-Ke-Tu Han ◽  
Na-Yin-Tai Dai ◽  
Xiao-Lan Wu ◽  
Wen-Quan Tai ◽  
...  

Abstract An investigation of the petroleum ether extract from Ixeris chinensis Nakai has led to the isolation of a new compound, 3-O-acetyl-22,28-cyclobauer-7-en-3β-ol (1), together with four known compounds which have been isolated from this plant for the first time, namely taraxast-20-en-3β-ol (2), 3-O-acetyl-taraxast-20-en-3β-ol (3), taraxast-20(30)-en-3β-ol (4), and 3-O-acetyl-taraxast-20(30)- en-3β-ol (5). The structures of the isolated compounds have been elucidated on the basis of spectroscopic methods including UV, IR, ESI-MS, 1D NMR, 2D NMR techniques, and by comparison with data reported in the literature. All compounds have been evaluated for their activity against various bacteria and shown to give good results


2016 ◽  
Vol 11 (4) ◽  
pp. 1934578X1601100
Author(s):  
Phan Van Kiem ◽  
Nguyen Xuan Nhiem ◽  
Bui Huu Tai ◽  
Hoang Le Tuan Anh ◽  
Dan Thi Thuy Hang ◽  
...  

Two new sesquiterpenes and one new bis-sesquiterpene, named dysinidins C-E (1–3) along with three known sterols, dysideasterol F, 9α,11α-epoxycholest-7-en-3β,5α,6α-triol, and 9α,11α-epoxycholest-7-en-3β,5α,6α,19-tetrol 6-acetate (4–6) were isolated from the Vietnamese marine sponge Dysidea fragilis (Montagu, 1814). Their structures were determined by 1D- and 2D-NMR spectroscopies and HR-ESI-MS, as well as by comparison with reported literature data. Compounds 4–6 were found to inhibit eight human cancer cell lines (KB, LU-1, HL-60, LNCaP, SK-Mel-2, HepG-2, MCF-7, and PC-3), with IC50 values ranging from 7.3 to 31.5 μM.


Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4915
Author(s):  
Karolina Grabowska ◽  
Łukasz Pecio ◽  
Agnieszka Galanty ◽  
Paweł Żmudzki ◽  
Wiesław Oleszek ◽  
...  

Two triterpene saponins, including a novel serjanic acid derivative, were isolated from Chenopodium hybridum L. (Amaranthaceae) aerial parts. Their structures were elucidated by a combination of spectroscopic methods (MS, 1D and 2D NMR). Both compounds were evaluated for cytotoxicity and selectivity on skin, prostate, gastrointestinal, thyroid and lung cancer cells. Their effect was dose and time-dependent with varied potency, the highest against prostate PC3 and melanoma WM793, where IC50 was lower than the reference drug doxorubicin. Structure–activity relationship is briefly discussed.


2018 ◽  
Vol 56 (1) ◽  
pp. 1
Author(s):  
Le Thi Vien ◽  
Tran Thi Hong Hanh ◽  
Phan Thi Thanh Huong ◽  
Do Thi Thao ◽  
Nguyen Van Thanh ◽  
...  

Detailed analysis of the 1D and 2D NMR data and comparison with the reported values, the structures of attenuatoside B-1 (1), planciside A (2), and culcitoside C2 (3) from starfish Acanthaster planci were clearly elucidated. Culcitoside C2 (3) showed weak cytotoxic activity against five human cancer cell lines including HepG2, KB, LNCaP, MCF7, and SK-Mel2.


Sign in / Sign up

Export Citation Format

Share Document