scholarly journals Microbial Conjugation Studies of Licochalcones and Xanthohumol

2021 ◽  
Vol 22 (13) ◽  
pp. 6893
Author(s):  
Fubo Han ◽  
Yina Xiao ◽  
Ik-Soo Lee
Keyword(s):  
Spectroscopic Data ◽  
Human Cancer ◽  
2D Nmr ◽  
Human Cancer Cell ◽  
Mucor Hiemalis ◽  
Licochalcone A ◽  
Human Cancer Cell Lines ◽  
Chemical Structures ◽  
Data Analyses ◽  
Ic50 Values

Microbial conjugation studies of licochalcones (1–4) and xanthohumol (5) were performed by using the fungi Mucor hiemalis and Absidia coerulea. As a result, one new glucosylated metabolite was produced by M. hiemalis whereas four new and three known sulfated metabolites were obtained by transformation with A. coerulea. Chemical structures of all the metabolites were elucidated on the basis of 1D-, 2D-NMR and mass spectroscopic data analyses. These results could contribute to a better understanding of the metabolic fates of licochalcones and xanthohumol in mammalian systems. Although licochalcone A 4′-sulfate (7) showed less cytotoxic activity against human cancer cell lines compared to its substrate licochalcone A, its activity was fairly retained with the IC50 values in the range of 27.35–43.07 μM.

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 Two New Triterpenes from Basidiomata of the Medicinal and Edible Mushroom, Laetiporus sulphureus

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7090
Author(s):  
Khadija Hassan ◽  
Blondelle Matio Kemkuignou ◽  
Marc Stadler
Keyword(s):  
Secondary Metabolites ◽  
Spectroscopic Data ◽  
Human Cancer ◽  
Edible Mushroom ◽  
Mouse Fibroblast ◽  
Human Cancer Cell ◽  
Mucor Hiemalis ◽  
Natural Sources ◽  
Human Cancer Cell Lines ◽  
Mcf 7

In the search for novel anti-infectives from natural sources, fungi, in particular basidiomycetes, have proven to still harbor so much potential in terms of secondary metabolites diversity. There have been numerous reports on isolating numerous secondary metabolites from genus Laetiporus. This study reports on two new triterpenoids, laetiporins C and D, and four known triterpenes from the fruiting body of L. sulphureus. The structures of the isolated compounds were elucidated based on their 1D and 2D nuclear magnetic resonance (NMR) spectroscopic data in combination with high-resolution electrospray mass spectrometric (HR-ESIMS) data. Laetiporin C exhibited weak antifungal activity against Mucor hiemalis. Furthermore, the compounds showed weak antiproliferative activity against the mouse fibroblast L929 and human cancer cell lines, including KB-3-1, A431, MCF-7, PC-3 and A549.

scholarly journals Flavonoids from Twigs of Millettia pubinervis

2014 ◽  
Vol 9 (12) ◽  
pp. 1934578X1400901
Author(s):  
Zhi Na ◽  
Qi-Shi Song ◽  
Hua-Bin Hu
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Spectroscopic Data ◽  
Human Cancer ◽  
Data Interpretation ◽  
2D Nmr ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Phytochemical Investigation ◽  
Mcf 7

A new flavone, 3-methoxy-5-hydroxy-[2”,3”:7,8] furanoflavone, pubinerone (1), was isolated from the twigs of Millettia pubinervis Kurz, together with ten known flavonoids, karanjin (2), kanjone (3), 3,6-dimethoxy-[2”,3”:7,8] furanoflavone (4), pongaglabrone (5), pongapin (6), pongaflavone (7), 3,6-dimethoxy-6”,6”-dimethylchromene-[2”,3”:7,8] flavone (8), pongachromene (9), 3,6-dimethoxy-3′,4′-methylenedioxy-6”,6”-dimethylchromene-[2”,3”:7,8] flavone (10) and demethoxykanugin (11). This is the first phytochemical investigation of this plant. The structure of compound 1 was elucidated on the basis of spectroscopic data interpretation, including 1D and 2D NMR and HREIMS analysis. The cytotoxicity of 1 against five human cancer cell lines, HL-60, SMMC-7721, A-549, MCF-7 and SW480, was evaluated, but it was inactive (IC50>40μM).

scholarly journals Synthesis, Structure and Cytotoxicity Testing of Novel 7-(4,5-Dihydro-1H-imidazol-2-yl)-2-aryl-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-Imine Derivatives

Molecules ◽  
2020 ◽  
Vol 25 (24) ◽  
pp. 5924
Author(s):  
Łukasz Balewski ◽  
Franciszek Sączewski ◽  
Patrick J. Bednarski ◽  
Lisa Wolff ◽  
Anna Nadworska ◽  
...  
Keyword(s):  
Cervical Cancer ◽  
Cell Line ◽  
Cell Lines ◽  
Spectroscopic Data ◽  
Human Cancer ◽  
Human Cancer Cell ◽  
X Ray ◽  
Human Cancer Cell Lines ◽  
Ic50 Values

The appropriate 1-arylhydrazinecarbonitriles 1a–c are subjected to the reaction with 2-chloro-4,5-dihydro-1H-imidazole (2), yielding 7-(4,5-dihydro-1H-imidazol-2-yl)-2-aryl-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-imines 3a–c, which are subsequently converted into the corresponding amides 4a–e, 8a–c, sulfonamides 5a–n, 9, ureas 6a–I, and thioureas 7a–d. The structures of the newly prepared derivatives 3a–c, 4a–e, 5a–n, 6a–i, 7a–d, 8a–c, and 9 are confirmed by IR, NMR spectroscopic data, as well as single-crystal X-ray analyses of 5e and 8c. The in vitro cytotoxic potency of these compounds is determined on a panel of human cancer cell lines, and the relationships between structure and antitumor activity are discussed. The most active 4-chloro-N-(2-(4-chlorophenyl)-7-(4,5-dihydro-1H-imidazol-2-yl)-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene)benzamide (4e) and N-(7-(4,5-dihydro-1H-imidazol-2-yl)-2-(p-tolyl)-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene)-[1,1′-biphenyl]-4-sulfonamide (5l) inhibits the growth of the cervical cancer SISO and bladder cancer RT-112 cell lines with IC50 values in the range of 2.38–3.77 μM. Moreover, N-(7-(4,5-dihydro-1H-imidazol-2-yl)-2-phenyl-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene)-4-phenoxybenzenesulfonamide (5m) has the best selectivity towards the SISO cell line and induces apoptosis in this cell line.

scholarly journals Two New Flavonoids from the Nuts of Areca catechu

Molecules ◽  
2019 ◽  
Vol 24 (16) ◽  
pp. 2862 ◽  
Author(s):  
Mengfei Yuan ◽  
Yunlin Ao ◽  
Nan Yao ◽  
Jing Xie ◽  
Dongmei Zhang ◽  
...  
Keyword(s):  
Cytotoxic Activity ◽  
Cell Lines ◽  
Spectroscopic Data ◽  
Human Cancer ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Areca Catechu ◽  
Ic50 Values ◽  
Cytotoxicity Activities ◽  
Hepg2 Cell Lines

Two new flavonoids, calquiquelignan M (1), calquiquelignan N (2), along with nine known compounds (3–11), were isolated from the nuts of Areca catechu (Palmae). The new structures, including absolute configurations, were established by a combination of spectroscopic data and electronic circular dichroism (ECD) calculation. The known compounds were identified by comparing their spectroscopic data with reported in the literature. The flavonoids compounds (1–8) were evaluated for their cytotoxicity activities against three human cancer cell lines. Compounds 1 and 2 exhibited a moderate cytotoxic activity against HepG2 cell lines with IC50 values of 49.8 and 53.6 μM, respectively.

scholarly journals (+)-Rumphiin and Polyalthurea, New Compounds from the Stems of Polyalthia Rumphii

2013 ◽  
Vol 8 (10) ◽  
pp. 1934578X1300801 ◽  
Author(s):  
Tian-Shan Wang ◽  
You-Ping Luo ◽  
Jing Wang ◽  
Meng-Xiong He ◽  
Ming-Guo Zhong ◽  
...  
Keyword(s):  
Benzoic Acid ◽  
Cell Lines ◽  
Absolute Configuration ◽  
Spectroscopic Data ◽  
Human Cancer ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Chemical Structures ◽  
The Matrix ◽  
New Compounds

Two new compounds, (+)-rumphiin (3) and polyalthurea (7), together with seven known ones, 3,4,5-trimethoxy benzoic acid (1), (-)-seselinone (2), cannabisin D (4), allantoin (5), oxostephanine (6) and a mixture of β-sitosterol (8) and stigmasterol (9) were isolated from the stems of Polyalthia rumphii. The chemical structures of 3 and 7 were elucidated by the combination of spectroscopic data, and the absolute configuration of 3 at C-2 was determined by the matrix method to be R. All compounds were evaluated for their cytotoxicity on four human cancer cell lines, which demonstrated that 3 was a moderate bioactive lignan, and 6 showed significant anticancer activity against SPC-A-1 and BEL-7402 cell lines with IC50 values of 1.47 and 1.73 μg/mL, respectively.

scholarly journals Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae

2021 ◽  
Vol 14 (3) ◽  
pp. 268
Author(s):  
Ignacio Fernández-Pastor ◽  
Victor González-Menéndez ◽  
Frederick Annang ◽  
Clara Toro ◽  
Thomas A. Mackenzie ◽  
...  
Keyword(s):  
Plasmodium Falciparum ◽  
Agricultural Land ◽  
Cyclic Peptide ◽  
Human Cancer ◽  
Fungal Endophyte ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Ic50 Values ◽  
Micromolar Range ◽  
Nigrospora Oryzae

A novel cyclic antimalarial and antitrypanosome hexapeptide, pipecolisporin (1), was isolated from cultures of Nigrospora oryzae CF-298113, a fungal endophyte isolated from roots of Triticum sp. collected in a traditional agricultural land of Montefrío, Granada, Spain. The structure of this compound, including its absolute configuration, was elucidated by HRMS, 1-D and 2-D NMR spectroscopy, and Marfey’s analysis. This metabolite displayed interesting activity against Plasmodium falciparum and Trypanosoma cruzi, with IC50 values in the micromolar range, and no significant cytotoxicity against the human cancer cell lines A549, A2058, MCF7, MIA PaCa-2, and HepG2.

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.

scholarly journals Pogonatherumol, a Novel Highly Oxygenated Norsesquiterpene with Flavone C-Glycosides from Pogonatherum crinitum

2018 ◽  
Vol 2018 ◽  
pp. 1-3
Author(s):  
Lin Ni ◽  
Wei Huang ◽  
He-shan Wang ◽  
Hui-you Xu
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Peritoneal Macrophage ◽  
Spectroscopic Data ◽  
Human Cancer ◽  
Mouse Peritoneal Macrophage ◽  
No Production ◽  
Human Cancer Cell ◽  
X Ray ◽  
Human Cancer Cell Lines

A novel highly oxygenated norsesquiterpene, pogonatherumol (1), with two known flavone C-glycosides (2-3), was isolated from Pogonatherum crinitum. The structure of the new compound was illuminated based on its spectroscopic data and X-ray analysis. Compounds 1 and 3 inhibited NO production in the mouse peritoneal macrophage (64.5 ± 7.2% and 61.6 ± 5.8%, respectively, at a concentration of 50 μM). The three compounds were inactive when tested against two human cancer cell lines (IC50 values > 50 μM).

scholarly journals Triangulene C, A New Cubitane-Based Diterpenoid from the Soft Coral Sinularia Triangula

2012 ◽  
Vol 7 (4) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Huey-Jen Su ◽  
Nai-Lun Lee ◽  
Mei-Chin Lu ◽  
Jui-Hsin Su
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Spectroscopic Data ◽  
Soft Coral ◽  
Human Cancer ◽  
Cancer Cell Lines ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Hct 116

A new cubitane-based diterpenoid, triangulene C (1), was isolated from the soft coral Sinularia triangula and its structure was elucidated on the basis of spectroscopic data. Compound 1 was not cytotoxic (IC50 >20 μg/mL) toward the four human cancer cell lines tested (HL60, MDA-MB-231, HCT-116 and DLD-1).

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