scholarly journals New Glutamine-Containing Azaphilone Alkaloids from Deep-Sea-Derived Fungus Chaetomium globosum HDN151398

Marine Drugs ◽  
2019 ◽  
Vol 17 (5) ◽  
pp. 253 ◽  
Author(s):  
Chunxiao Sun ◽  
Xueping Ge ◽  
Shah Mudassir ◽  
Luning Zhou ◽  
Guihong Yu ◽  
...  
Keyword(s):  
Amino Acids ◽  
Deep Sea ◽  
Human Cancer ◽  
Structural Diversity ◽  
2D Nmr ◽  
Chaetomium Globosum ◽  
Deep Sea Sediment ◽  
Human Cancer Cell Lines ◽  
Incubation Experiments ◽  
Related Compounds

Three new azaphilone alkaloids containing glutamine residues, namely N-glutarylchaetoviridins A–C (1–3), together with two related compounds (4 and 5) were isolated from the extract of Chaetomium globosum HDN151398, a fungus isolated from a deep-sea sediment sample collected in South China Sea. Their structures were elucidated on the basis of extensive 1D and 2D NMR as well as HRESIMS spectroscopic data and chemical analysis. N-glutarylchaetoviridins A–C (1–3) represent the first class of chaetoviridins characterized by embedded glutamate residues. Amino acids incubation experiments produced five azaphilone laden different amino acids residues (6–10) which indicated that this method can enhanced the structural diversity of this strain by culturing with amino acids. Cytotoxicity of the isolated compounds were evaluated against a panel of human cancer cell lines.

scholarly journals ent-Kaurane Diterpenes from Annona glabra and Their Cytotoxic Activities

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 ◽  
...  
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Human Cancer ◽  
2D Nmr ◽  
Cancer Cell Lines ◽  
Cytotoxic Activities ◽  
Human Cancer Cell ◽  
2D Nmr Spectroscopy ◽  
Human Cancer Cell Lines ◽  
Annona Glabra

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.

Taurine-related compounds and other free amino acids in deep-sea hydrothermal vent and non-vent invertebrates

2018 ◽  
Vol 165 (12) ◽  
Author(s):  
Tomoko Koito ◽  
Syuku Saitou ◽  
Toshihiro Nagasaki ◽  
Syosei Yamagami ◽  
Toshiro Yamanaka ◽  
...  
Keyword(s):  
Amino Acids ◽  
Deep Sea ◽  
Hydrothermal Vent ◽  
Free Amino Acids ◽  
Free Amino ◽  
Related Compounds

scholarly journals New 9α-Hydroxy-5α,6α-epoxysterols from the Vietnamese Marine Sponge Ircinia echinata

Marine Drugs ◽  
2018 ◽  
Vol 16 (11) ◽  
pp. 424 ◽  
Author(s):  
Thi Trinh ◽  
Bich Truong ◽  
Arlette Longeon ◽  
Thi Doan ◽  
Alexandre Deville ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Breast Cancer Cells ◽  
Mass Spectra ◽  
Human Cancer ◽  
Selective Inhibition ◽  
2D Nmr ◽  
Human Breast ◽  
Hep G2 ◽  
Human Cancer Cell Lines ◽  
Mcf 7

Chemical investigation of the methanol extract of the Vietnamese marine sponge Ircinia echinata led to the isolation of six new 9α-hydroxy-5α,6α-epoxysterols: 5α,6α-epoxycholesta-7,22(E)-dien-3β,9α-diol (1), 5α,6α-epoxycholesta-7,24(28)-dien-3β,9α-diol (2), (24R)-5α,6α-epoxy-24-ethyl-cholesta-7-en-3β,9α-diol (3), 5α,6α-epoxycholesta-7-en-3β,9α-diol (4), (24S)-5α,6α-epoxyergosta-7,22-dien-3β,9α-diol (5), and (24R)-5α,6α-epoxy-24-methyl-cholesta-7-en-3β,9α-diol (6) along with the known 5α-6α-epoxysterols: 5α,6α-epoxystigmasta-7-en-3β-ol (7), 5α,6α-epoxystigmasta-7,22-dien-3β-ol (8), and 5α,6α-epoxyergosta-7-en-3β-ol (9). Their structures and their configurations were established on the basis of high resolution mass spectra and extensive 1D and 2D NMR spectroscopic data and by comparison with the literature. Their cytotoxic activity, evaluated against three human cancer cell lines, MCF-7, Hep-G2 and LU-1, revealed that only compounds 3 and 4 exhibited significant antiproliferative activity and compound 3 showed a selective inhibition towards the MCF-7 human breast cancer cells.

Cytotoxic constituents of Alocasia macrorrhiza

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 ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Spectroscopic Data ◽  
Human Cancer ◽  
Indole Alkaloid ◽  
Acid Methyl Ester ◽  
2D Nmr ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Acid Methyl ◽  
First Time

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).

scholarly journals Antiproliferative Oleanane Saponins from Polyscias Guilfoylei

2008 ◽  
Vol 3 (10) ◽  
pp. 1934578X0800301 ◽  
Author(s):  
Giuseppina Cioffi ◽  
Antonio Vassallo ◽  
Laura Lepore ◽  
Fabio Venturella ◽  
Fabrizio Dal Piaz ◽  
...  
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Antiproliferative Activity ◽  
Human Cancer ◽  
2D Nmr ◽  
Human Cancer Cell ◽  
Hek 293 ◽  
Human Cancer Cell Lines ◽  
Echinocystic Acid ◽  
Aerial Parts

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.

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 ◽  
...  
Keyword(s):  
Nmr Spectra ◽  
Human Cancer ◽  
2D Nmr ◽  
Solanum Nigrum ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Steroidal Alkaloid ◽  
2D Nmr Spectra ◽  
Whole Plants ◽  
New Compounds

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.

scholarly journals α-Tetralonyl Glucosides from the Green Walnut Husks of Juglans mandshurica and Their Antiproliferative Effects

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 ◽  
...  
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Human Cancer ◽  
2D Nmr ◽  
Cancer Cell Lines ◽  
Human Cancer Cell ◽  
Juglans Mandshurica ◽  
Antiproliferative Effects ◽  
Human Cancer Cell Lines

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.

scholarly journals A New Xanthone from the Pericarp of Garcinia mangostana

2013 ◽  
Vol 8 (12) ◽  
pp. 1934578X1300801 ◽  
Author(s):  
Manqin Fu ◽  
Samuel X. Qiu ◽  
Yujuan Xu ◽  
Jijun Wu ◽  
Yulong Chen ◽  
...  
Keyword(s):  
Colorimetric Assay ◽  
Human Cancer ◽  
Ethanol Extract ◽  
2D Nmr ◽  
Hep G2 ◽  
Garcinia Mangostana ◽  
Human Cancer Cell Lines ◽  
Mtt Colorimetric Assay ◽  
Mcf 7

A new prenylxanthone, garcimangostanol (1), was isolated from the EtOAc-soluble partition of the ethanol extract of the pericarp of Garcinia mangostana L., along with three known compounds, namely 8-deoxygartanin (2), 1-isomangostin (3), and garcinone C (4). The structure of compound 1 was elucidated on the basis of its 1D, 2D NMR and MS data. Compounds 1–4 exhibited either significant or moderate cytotoxicity against MCF-7, A549, Hep-G2 and CNE human cancer cell lines in vitro with IC50 values from 4.0 ± 0.3 to 23.6 ± 1.5 μM by MTT colorimetric assay.

scholarly journals Cannabinoid Quinones—A Review and Novel Observations

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1761
Author(s):  
Natalya M. Kogan ◽  
Maximilian Peters ◽  
Raphael Mechoulam
Keyword(s):  
Human Cancer ◽  
Mechanisms Of Action ◽  
High Efficacy ◽  
Topoisomerase Iiα ◽  
Human Cancer Cell Lines ◽  
Structure Activity ◽  
Related Compounds ◽  
Very High

A cannabinoid anticancer para-quinone, HU-331, which was synthesized by our group five decades ago, was shown to have very high efficacy against human cancer cell lines in-vitro and against in-vivo grafts of human tumors in nude mice. The main mechanism was topoisomerase IIα catalytic inhibition. Later, several groups synthesized related compounds. In the present presentation, we review the publications on compounds synthesized on the basis of HU-331, summarize their published activities and mechanisms of action and report the synthesis and action of novel quinones, thus expanding the structure-activity relationship in these series.

scholarly journals LIGNANS FROM LEAVES OF AMESIODENDRON CHINENSE AND THEIR CYTOTOXIC ACTIVITY

2020 ◽  
Vol 58 (4) ◽  
pp. 442
Author(s):  
Ho Van Ban ◽  
Trinh Thi Thanh Van ◽  
Vu Van Chien ◽  
Nguyen Thi Hue ◽  
Pham Thi Hang ◽  
...  
Keyword(s):  
Cytotoxic Activity ◽  
Cell Lines ◽  
Cancer Cell ◽  
Human Cancer ◽  
2D Nmr ◽  
Cancer Cell Lines ◽  
Cytotoxic Activities ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Reported Data

ABSTRACTFrom leaves of Amesiodendron chinense (Mer.) Hu four lignans (+)-aptosimon (1), (+)-isolariciresinol (2), (-)-cleomiscosin A (3), and (-)-cleomiscosin C (3) were isolated. Their structures were determined by spectroscopic analysis including MS, 1D and 2D NMR as well as by comparison with reported data in literature. All compounds were evaluated for cytotoxic activities against five human cancer cell lines, KB, SK-LU-1, MCF-7, HepG-2, and SW-480. They showed weak cytotoxic activity on five tested human cancer cell lines with IC50 values ranging from 32.61 to 95.18 µg/ml.

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