scholarly journals Sesquiterpenoids from the Stem Bark of Aglaia simplicifolia and Their Cytotoxic Activity against B16-F10 Melanoma Skin Cancer Cell

2021 ◽  
Vol 21 (6) ◽  
pp. 1560
Author(s):  
Ghina Izdihar ◽  
Al Arofatus Naini ◽  
Desi Harneti ◽  
Rani Maharani ◽  
Nurlelasari Nurlelasari ◽  
...  

Four sesquiterpenoid derivatives, i.e., 4β,10α-dihydroxyaromadendrane (1), caryophyllenol-II (2), senecrassidiol (3), and clovane-2β,9α-diol (4) have been isolated from the stem bark of Aglaia simplicifolia. The chemical structures of compounds 1-4 were determined based on spectroscopic data, including one and two-dimensional NMR and mass spectroscopy. In addition, these sesquiterpenoids 1-4, were also tested for their cytotoxic activity against B16-F10 melanoma skin cancer cell lines through in vitro assay. Among the isolated compounds 1-4, compound 1 showed the highest activity with an IC50 value of 44.8 μg/mL, suggesting the presence of a cyclopropane ring that plays an essential role in cytotoxic activity against B16-F10 melanoma skin cancer cell lines.

2014 ◽  
Vol 9 (8) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Tuong L. Truong ◽  
Vo T. Nga ◽  
Duong T. Huy ◽  
Huynh B. L. Chi ◽  
Nguyen K. P. Phung

From Usnea aciculifera, a new depside aciculiferin A (1) was isolated, together with eleven known compounds, (+)-(12 R)-usnic acid (2), methyl haematommate (3), methyl β-orsellinate (4), methyl orsellinate (5), atranol (6), 7-hydroxy-5-methoxy-6-methylphthalide (7), norstictic acid (8), stictic acid (9), atranorin (10), barbatinic acid (11) and diffractaic acid (12). Their chemical structures were elucidated by 1D and 2D NMR spectroscopic as well as HR-ESI-MS analysis. Usnic acid (2) and depside diffractaic acid (12) presented in high yield of around 1.5% of the dried material. Some lichen substances inhibited the growth of some cancer cell lines. Three depsides, 1, 11 and 12, were evaluated for their cytotoxic activity against HeLa (human epithelial carcinoma), NCI-H460 (human lung cancer) and MCF-7 (human breast cancer) cell lines at the concentration of 100 μg/mL. Depside 1 showed good and depside 12 strong cytotoxic activity against three surveyed cancer cell lines.


Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 7013
Author(s):  
Klaudia Michalska ◽  
Agnieszka Galanty ◽  
Thanh Nguyen Le ◽  
Janusz Malarz ◽  
Nguyen Quoc Vuong ◽  
...  

Maesa membranacea A. DC. (Primulaceae) is a plant species that has been frequently used by practitioners of the traditional ethnobotany knowledge from northern and central Vietnam. However, the chemical constituents of the plant remained unknown until recently. Chromatographic separation of a chloroform-soluble fraction of extract from leaves of M. membranacea led to the isolation of two new polyesterified ursane triterpenes (1–2) and two known apocarotenoids: (+)-dehydrovomifoliol (3) and (+)-vomifoliol (4). The chemical structures of the undescribed triterpenoids were elucidated using 1D and 2D MNR and HRESIMS spectral data as 2α,6β,22α-triacetoxy-11α-(2-methylbutyryloxy)-urs-12-ene-3α,20β-diol (1) and 2α,6β,22α-triacetoxy-urs-12-ene-3α,11α,20β-triol (2). The newly isolated triterpenoids were tested for their cytotoxic activity in vitro against two melanoma cell lines (HTB140 and A375), normal skin keratinocytes (HaCaT), two colon cancer cell lines (HT29 and Caco-2), two prostate cancer cell lines (DU145 and PC3) and normal prostate epithelial cells (PNT-2). Doxorubicin was used as a reference cytostatic drug. The 2α,6β,22α-triacetoxy-11α-(2-methylbutyryloxy)-urs-12-ene-3α,20β-diol demonstrated cytotoxic activity against prostate cancer cell lines (Du145—IC50 = 35.8 µg/mL, PC3—IC50 = 41.6 µg/mL), and at a concentration of 100 µg/mL reduced viability of normal prostate epithelium (PNT-2) cells by 41%.


Plants ◽  
2020 ◽  
Vol 9 (2) ◽  
pp. 137 ◽  
Author(s):  
Kateřina Breiterová ◽  
Darja Koutová ◽  
Jana Maříková ◽  
Radim Havelek ◽  
Jiří Kuneš ◽  
...  

In this detailed phytochemical study of Narcissus cv. Professor Einstein, we isolated 23 previously known Amaryllidaceae alkaloids (1–23) of several structural types and one previously undescribed alkaloid, 7-oxonorpluviine. The chemical structures were identified by various spectroscopic methods (GC-MS, LC-MS, 1D, and 2D NMR spectroscopy) and were compared with literature data. Alkaloids which had not previously been isolated and studied for cytotoxicity before and which were obtained in sufficient amounts were assayed for their cytotoxic activity on a panel of human cancer cell lines of different histotype. Above that, MRC-5 human fibroblasts were used as a control noncancerous cell line to determine the general toxicity of the tested compounds. The cytotoxicity of the tested alkaloids was evaluated using the WST-1 metabolic activity assay. The growth of all studied cancer cell lines was inhibited by pancracine (montanine-type alkaloid), with IC50 values which were in the range of 2.20 to 5.15 µM.


2020 ◽  
Vol 6 (2) ◽  
pp. 133-139
Author(s):  
Tri Mayanti ◽  
Nur Insani Amir ◽  
Dewa Gede Katja ◽  
Sofa Fajriah ◽  
Ahmad Darmawan ◽  
...  

Three steroids, 3α-hydroxystigmast-5(6), 22-diene-7-one (1), stigmasterol (2) and 3-hydroxy-7β-methoxystigmast-5(6)-ene (3), were isolated from the stem bark of Dysoxylum nutans. The chemical structures were identified by spectroscopic data, which includes IR, 1D-NMR, 2D-NMR, and HR-TOFMS as well as by comparing previously reported spectral data. Compounds 1-3 were tested for cytotoxic effect against MCF-7 breast cancer cell lines and compound 1 showed the strongest cytotoxic activity with an IC50 value of 20.13 ± 0.06 μM.


Author(s):  
Sergio R. Peraza-Sanchez

The chemical study of<strong> </strong><em>Alvaradoa amorphoides</em> led to the isolation of four major constituents: chrysophanol (<strong>1</strong>), β-sitosterol (<strong>2</strong>), atraric acid (<strong>3</strong>), and 17-octadecen-6-ynoic acid (<strong>4</strong>). All compounds were evaluated on <em>in vitro</em> cytotoxic and antiproliferative assays. Atraric acid and 17-octadecen-6-ynoic acid showed cytotoxic activity. Additionally, compound <strong>4</strong> exhibited cytotoxic activity showing a certain degree of selectivity against cancer cell lines.


2021 ◽  
pp. 100212
Author(s):  
Oluwakemi Charles-Okhe ◽  
Michael A. Odeniyi ◽  
Titilayo O. Fakeye ◽  
Omonike O. Ogbole ◽  
Toluwanimi E. Akinleye ◽  
...  

2019 ◽  
Vol 62 (3) ◽  
Author(s):  
María Leonor Vila-Luna ◽  
Rosa Esther Moo-Puc ◽  
Luis Wiliunfo Torres-Tapia ◽  
Sergio Rubén Peraza-Sánchez

<p><strong>Abstract. </strong>Casearborin c (<strong>1</strong>), syringic acid (<strong>2</strong>), <em>ent</em>-3β-hydroxy-(-)-13-<em>epi</em>-manoyl oxide (<strong>3</strong>), <em>ent</em>-(-)-13-<em>epi</em>-manoyl oxide (<strong>4</strong>), <em>ent</em>-(-)-kaur-16-en-19-oic acid (<strong>5</strong>), and γ-sitosterol (<strong>6</strong>) were isolated from <em>Casearia corymbosa </em>stem bark. Only casearborin c showed cytotoxic activity on HeLa and SiHa cancer cell lines. This work contributes to the description of three compounds (<strong>1</strong>-<strong>3</strong>) newly isolated from <em>C. corymbosa </em>and highlights that casearborin c, a clerodane-type diterpene, is responsible for the cytotoxic activity shown in the original methanol extract of this species.</p><p> </p><p><strong>Resumen. </strong>Casearborina c (<strong>1</strong>), ácido siríngico (<strong>2</strong>), óxido de <em>ent</em>-3β-hidroxi-(-)-13-<em>epi</em>-manoilo (<strong>3</strong>), óxido de <em>ent</em>-(-)-13-<em>epi</em>-manoilo (<strong>4</strong>), ácido <em>ent</em>-(-)-kaur-16-en-19-oico (<strong>5</strong>) y γ-sitosterol (<strong>6</strong>) se aislaron de la corteza del tallo de <em>Casearia corymbosa</em>. Sólo casearborina c mostró actividad citotóxica en las líneas de células cancerígenas HeLa y SiHa. Este trabajo describe tres compuestos (<strong>1</strong>-<strong>3</strong>) aislados por primera vez de <em>C. corymbosa</em> y destaca que casearborina c, un diterpeno de tipo clerodano, es responsable de la actividad citotóxica del extracto metanólico de esta especie.</p>


2018 ◽  
Vol 8 (3) ◽  
pp. 159 ◽  
Author(s):  
Meghan Fragis ◽  
Abdulmonem I. Murayyan ◽  
Suresh Neethirajan

Background: Breast cancer is the most commonly diagnosed cancer and the second leading cause of cancer deaths among Canadian women. Cancer management through changes in lifestyle, such as increased intake of foods rich in dietary flavonoids, have been shown to decrease the risk associated with breast, liver, colorectal, and upper-digestive cancers in epidemiologic studies. Onions are high in flavonoid content and one of the most common vegetables. Additionally, onions are used in most Canadian cuisines.Methods: We investigated the effect of five prominent Ontario grown onion (Stanley, Ruby Ring, LaSalle, Fortress, and Safrane) extracts on two subtypes of breast cancer cell lines: a triple negative breast cancer line MDA-MB-231 and an ER+ breast cancer line MCF-7.Results: These onion extracts elicited strong anti-proliferative, anti-migratory, and cytotoxic activities on both the cancer cell lines. Flavonoids present in these onion extracts induced apoptosis, cell cycle arrest in the G2/M phase, and a reduction in mitochondrial membrane potential at dose-dependent concentrations. Onion extracts were more effective against MDA-MB-231 compared to the MCF-7 cell line. Conclusion: In this study, we investigated the extracts synthesized from Ontario-grown onion varieties in inducing anti-migratory, cytostatic, and cytotoxic activities in two sub-types of human breast cancer cell lines. Anti-tumor activity of these extracts depends upon the varietal and can be formulated into nutraceuticals and functional foods for the wellbeing of cancer patients. Overall, the results suggest that onion extracts are a good source of flavonoids with anti-cancerous properties.Keywords: onion extracts; flavonoids; anti-proliferative; breast cancer; cytotoxic activity


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