scholarly journals Setosphlides A–D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10

Author(s):  
Wenbin Gao ◽  
Xiaoxia Wang ◽  
Fengli Chen ◽  
Chunqing Li ◽  
Fei Cao ◽  
...  

Abstract Investigation of the entomogenous fungus Setosphaeria rostrate LGWB-10 from Harmonia axyridis led to the isolation of four new isocoumarin derivatives, setosphlides A–D (1–4), and four known analogues (5–8). Their planar structures and the relative configurations were elucidated by comprehensive spectroscopic methods. The absolute configurations of isocoumarin nucleus for 1–4 were elucidated by their ECD spectra. The C-10 relative configurations for the pair of C-10 epimers (1 and 2) were established by comparing the magnitude of the computed 13C NMR chemical shifts (Δδcalcd.) with the experimental 13C NMR values (Δδexp.) for the epimers. All of the isolated compounds (1–8) were evaluated for their cytotoxicities against four human tumor cell lines MCF-7, MGC-803, HeLa, and Huh-7. Graphic Abstract

2019 ◽  
Vol 14 (7) ◽  
pp. 1934578X1986001
Author(s):  
Wen-Bin Gao ◽  
Sha-Sha Liu ◽  
Ying-Chao Tian ◽  
Qian Dong ◽  
Jun Zhang ◽  
...  

A new chlorinated polyketide setosphaerine A (1), together with 3 known ones penicipyran D (2), 7- O-demethymonocerin (3), and monocerin (4), was isolated from the entomogenous fungus Setosphaeria rostrata. The structure of compound 1 was established on the basis of 1D/2D Nuclear Magnetic Resonance (NMR) spectroscopic and High Resolution Electro Spray Ionization Mass Spectra (HR-ESI-MS) data. Compounds 1 to 4 showed moderate cytotoxicity against 3 human tumor cell lines MCF-7, MGC-803, and Hela with IC50 values ranging from 33 to 243 nM.


2021 ◽  
Author(s):  
Jesica M. Ramírez-Villalobos ◽  
César I. Romo-Sáenz ◽  
Karla S. Morán Santibañez ◽  
Patricia Tamez-Guerra ◽  
Ramiro Quintanilla-Licea ◽  
...  

Abstract Background: Arid zone plants such as cacti are known to harbor diverse groups of endophytic fungi, which represent potential sources of new compounds with anticancer properties. In the present study we isolated, identified, and characterized Pachycereus marginatus (DC.) Britton & Ros endophytic fungi with cytotoxic activity against murine and human tumor cell lines.Methods: Endophytic fungi were isolated from P. marginatus stems. Methanol extracts were then obtained from fungi liquid cultures and their cytotoxic activity at concentrations ranging from 31 µg/ml to 250 µg/ml against murine L5178Y-R lymphoma, human colorectal adenocarcinoma HT-29, and human breast cancer MCF-7 was evaluated by the colorimetric 3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide reduction assay, using the normal cells Macacus rhesus monkey epitelial kidney MA-104 and human peripheral blood mononuclear cells (PBMC) as controls. IC50 values were obtained and the selectivity index (SI) was calculated from the IC50 ratio of cancer cells and normal cells. Furthermore, molecular identification of fungi showing cytotoxic activity was determined by the internal transcribed spacer molecular marker.Results: The Cladosporium sp. PME-H008 strain showed significant (P < 0.01) 94.3% and 36.8% cytotoxicity against L5178Y-R and HT-29 cells, respectively. The highest SI was observed by L5178Y-R cells with 2.4 and 2.9 for MA-104 and PBMC respectively. In addition, the Metarhizium anisopliae PME-H007 strain was more effective against MCF-7 with 55.8% cytotoxicity. The lowest IC50 was obtained with the Aspergillus sp. PME-H005 strain at 95.21 µg/ml against the MCF-7 cell line, followed by PME-H008 strain at 101 µg/ml against L5178Y-R cells.Conclusion: P. marginatus endophytic fungi showed in vitro cytotoxic activity against murine and human tumor cell lines, without affecting normal cells.


2006 ◽  
Vol 1 (7) ◽  
pp. 1934578X0600100
Author(s):  
Ya-Ching Shen ◽  
Kuang-Liang Lo ◽  
Yao Haur Kuo ◽  
Ashraf Taha Khalil

Four new sesquiterpene lactones, two heliangolides, one eudesmanolide and one germacranolide, were isolated by chromatographic fractionation of an acetone extract of Eupatorium kiirunense and named eupakirunsins F, G H and I (1–4). They were identified as 8β-(3-hydroxy-2-methylen-butanoyloxy)-1β,10α-epoxy-3α-hydroxy-6βH,7αH-heliang-4Z,11(13)-dien-6,12-olide (1), 8β-tigloyloxy-1β,10α-epoxy-3β,15-dihydroxy-6βH,7αH-heliang-4Z,11(13)-dien-6,12-olide (2), 8β-tigloyloxy-1 β,3β-dihydroxy-6βH,7αH-eudesman-4(15),11(13)-dien-6,12-olide (3) and 8βtigloyloxy-3βhydroxy-1β,10β-epoxy-14-oxo-6βH,7αH-germacra-4E,11(13)-dien-6,12-olide (4). The structures and the relative configurations of the new metabolites were elucidated through extensive spectral analysis and by comparison with known spectral data. Among the isolated compounds, 1 and 3 exhibited potent cytotoxicity against WiDr and MCF-7 human tumor cell lines.


2014 ◽  
Vol 86 (11) ◽  
pp. 1839-1852 ◽  
Author(s):  
Elena Ivanovna Klimova ◽  
Marcos Martínez García ◽  
Jessica Jazmin Sánchez García ◽  
Teresa Ramírez Apan ◽  
Andrei V. Churakov ◽  
...  

Abstract The reactions of 2-cyano-3-ferrocenylacrylonitrile with malononitrile in a EtOH/H2O or MeOH/H2O medium in the presence of Na2CO3 afforded 6-alkoxy-2-amino-4-ferrocenylpyridine-3,5-dicarbonitriles 3a,b (multi-component condensation), 6-alkoxy-2-amino-4-ferrocenyl-3-ferrocenylmethyl-3,4-dihydropyridine-3,5-dicarbonitriles 4a,b (multi-component cyclodimerization) and Na+ polymeric complexes: {[Na+(2-ferrocenyl(tetracyano)propenyl)–L]∞5a,b and [Na+(2-amino-3,5-dicyano-4-ferrocenyl-6-pyridyl-dicyanomethyl)–L]∞6a,b, where L = ethanol, methanol. Complexes with L = acetonitrile, dimethylformamide, acetone, ethyl acetate were prepared by recrystallization. The structures of the compounds 3b, 4b and Na+ polymeric complexes were established by the spectroscopic data and X-ray diffraction analysis. Two compounds 3a and 4a were tested in vitro against six human tumor cell lines U-251, PC-3, K-562, HCT-15, MCF-7 and SKLU-1 to assess their in vitro antitumor activity. The results suggest biological specificity towards PC-3, K-562 and HCT-15 cells for compound 3a, and towards PC-3 cell for compound 4a at doses of 50 μM, which are lower than cis-platin.


2020 ◽  
Vol 26 (1) ◽  
pp. 192-205
Author(s):  
Abdeltawab Mohamed Saeed ◽  
Shaikha S. AlNeyadi ◽  
Ibrahim M. Abdou

Abstract New Schiff bases and azo dyes derivatives have been synthesized via appropriate conventional methods using pyranoquinolinone as a starting material. The compounds obtained were characterized by spectral analysis and evaluated for anticancer activity in several human tumor cell lines: MCF-7 breast cancer, HepG2 liver cancer and HCT-116 colon carcinoma. 5-fluorouracil was used as a reference drug. The in vitro cytotoxicity screening results revealed that all tested compounds showed promising activity against MCF-7 cells. In particular, compounds 6a, 6b, and 7b showed excellent activity against the three human tumor cell lines. Structure-activity relationship studies indicated that the azo derivative with a trifluoromethoxy group (compound 7b) was the most potent candidate against the three human tumor cell lines (IC50, 1.82-8.06 μg/mL). Our findings highlight pyranoquinolinone analogues as a promising class of compounds for new anticancer therapies.


Rodriguésia ◽  
2020 ◽  
Vol 71 ◽  
Author(s):  
Fernando Duarte Cabral ◽  
Cassia Cristina Fernandes ◽  
Arthur Barcelos Ribeiro ◽  
Iara Squarisi Squarisi ◽  
Denise Crispim Tavares ◽  
...  

Abstract This paper aims to investigate, for the first time, in vitro antitubercular, antileishmanial and antiproliferative activities of essential oils (EOs) from S. odoratissima leaves and flowers - grown in midwestern Brazil - against Mycobacterium tuberculosis, promastigote forms of Leishmania amazonensis and human tumor cell lines. Antimycobacterial activity of EOs was evaluated in terms of the minimal inhibitory concentration (MIC). EOs from leaves and flowers showed to be active antimicrobials against M. tuberculosis, since MIC values were 150 µg/mL and 162.5 µg/mL, respectively. Both EOs exhibited significant activity against promastigote forms of L. amazonensis; IC50 values (50% growth inhibition) were 14.36 ± 2.02 (EOs from leaves) and 19.89 ± 2.66 µg/mL (EOs from flowers). Antiproliferative activity in normal (GM07492A, lung fibroblasts) and tumor (MCF-7, HeLa and M059J) cell lines was performed by the XTT assay; results were expressed as IC50 (50% cell growth inhibition) and the selective index was calculated. IC50 values of EOs from leaves and flowers obtained in normal cell lines for were 502.97 ± 40.33 µg/mL and 370.60 ± 2.01 µg/mL, respectively. Antiproliferative activity was observed against human tumor cell lines, whose IC50 values were significantly lower than those obtained in normal cell lines of MCF-7 cells (367.57 ± 4.46 µg/mL-EOs from leaves and 357.70 ± 1.85 µg/mL-EOs from flowers) and M059J cells (492.53 ± 56.67 µg/mL-EOs from leaves and 324.90 ± 6.72 µg/mL-EOs from flowers), thus, indicating selectivity. These in vitro results showed that EOs from S. odoratissima may be an antimycobacterial, antiparasitic and antitumor agent.


2014 ◽  
Vol 9 (11) ◽  
pp. 1934578X1400901 ◽  
Author(s):  
Li-Yuan Bai ◽  
Wei-Yu Lin ◽  
Chang-Fang Chiu ◽  
Jing-Ru Weng

In this study, we report the isolation from the stem of Syzygium kusukusense of five triterpenes, 2α-hydroxybetulinic acid (1), betulinic acid (2), platanic acid (3), ursolic acid (4), and hyptatic acid A (5). All were identified for the first time from this indigenous plant of Taiwan. Assessment of the cytotoxic activities of these compounds against a panel of human tumor cell lines, including MCF-7 breast, PC-3 prostate, and SCC2095 oral squamous cell cancers, revealed the high potency of compounds 1 (IC50, 5.7 – 7.6 μM) and, especially, 4 (IC50, 1.7 – 3.7 μM) in suppressing cell viability, which warrants further mechanistic investigations.


2017 ◽  
Vol 12 (1) ◽  
pp. 1934578X1701200 ◽  
Author(s):  
Kelly Marie Steinberg ◽  
Samon Shrestha ◽  
Noura S. Dosoky ◽  
Lianet Monzote ◽  
Abel Piñón ◽  
...  

The bark of Ruyschia phylladenia was collected from Monteverde, Costa Rica, and extracted with acetone. Bioactivity-directed chromatographic separation of the crude acetone bark extract of R. phylladenia led to isolation and identification of lupeol, betulinic acid, and isofraxidin. Lupeol and betulinic acid showed in-vitro cytotoxic activity to MCF-7, MDA-MB-231, and 5637 human tumor cell lines. Isofraxidin was not cytotoxic, but did show antileishmanial activity to Leishmania amazonensis promastigotes.


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