Cytotoxic Constituents of Viscum coloratum

2012 ◽  
Vol 67 (3-4) ◽  
pp. 129-134 ◽  
Author(s):  
Yun L. Zhao ◽  
Xin Y. Wang ◽  
Li X. Sun ◽  
Rong H. Fan ◽  
Kai S. Bi ◽  
...  
Keyword(s):  
2D Nmr ◽  
Cytotoxic Activities ◽  
Human Tumour ◽  
The Family ◽  
Tumour Cell Lines ◽  
Phytochemical Studies ◽  
First Time ◽  
Human Tumour Cell Lines ◽  
Tof Ms ◽  
Mcf 7

4Phytochemical studies on Viscum coloratum have resulted in the isolation of nineteen compounds. The structures of the isolated compounds were identified on the basis of 1D, 2D NMR and HR-ESI-Q-TOF-MS. Pachypodol () and ombuine (6) were characterized in the family Loranthaceae for the first time. 1,7-Bis(4-hydroxyphenyl)-1,4-heptadien-3-one (8) and 5-hydroxy-3,7,3’-trimethoxyfl avone-4’-O-β-D-glucoside (13) were two new natural compounds, which exhibited cytotoxic activities against four human tumour cell lines (HeLa, SGC-7901, MCF-7, and U251)

scholarly journals Cytotoxic Activities of Flavonoids fromCentaurea scoparia

2014 ◽  
Vol 2014 ◽  
pp. 1-7 ◽  
Author(s):  
Sayed A. Ahmed ◽  
Emadeldin M. Kamel
Keyword(s):  
Hepatocellular Carcinoma ◽  
Ethanolic Extract ◽  
2D Nmr ◽  
Cytotoxic Activities ◽  
Human Breast ◽  
Oroxylin A ◽  
Aerial Parts ◽  
Phytochemical Studies ◽  
First Time ◽  
Mcf 7

Phytochemical studies on the ethanolic extract of the aerial parts ofCentaurea scoparialed to the isolation of two new flavonoids, 3′,4′-dihydroxy-(3′′,4′′-dihydro-3′′-hydroxy-4′′-acetoxy)-2′′,2′′-dimethylpyrano-(5′′,6′′:7,8)-flavone-3-O-β-D-glucopyranoside (1) and 3,3′,4′-trihydroxy-(3′′,4′′-dihydro-3′′,4′′-dihydroxy)-2′′,2′′-dimethylpyrano-(5′′,6′′:7,8)-flavone (2), along with eight known flavonoids isolated for the first time from this plant, cynaroside (3), Apigetrin (4), centaureidin (5), oroxylin A (6), 5,7-dihydroxy-3′,4′,5′-trimethoxyflavone (7), atalantoflavone (8), 5-hydroxy-3′,4′,8-trimethoxy-2′′,2′′-dimethylpyrano (5′′,6′′:6,7)-flavone (9), and 3′,4′,5,8-tetramethoxy-2′′,2′′-dimethylpyrano (5′′,6′′:6,7)-flavone (10). The structures of the isolated compounds were elucidated by means of spectroscopic tools including 1D and 2D NMR, UV, IR, and mass spectroscopy. Cytotoxic activities of the isolated compounds were evaluated against human cervical carcinoma HeLa, human hepatocellular carcinoma HepG2, and human breast carcinoma MCF-7. Compound2was the most potent cytotoxic agent against HeLa cells with an IC500.079 μM.

scholarly journals Synthesis, Characterization and High In Vitro Antitumour Activity of Novel Triphenyltin Carboxylates

1994 ◽  
Vol 1 (4) ◽  
pp. 305-309 ◽  
Author(s):  
Marcel Gielen ◽  
Abdelaziz El Khloufi ◽  
Monique Biesemans ◽  
Abdeslam Bouhdid ◽  
Dick de Vos ◽  
...  
Keyword(s):  
Colon Carcinoma ◽  
Cell Lines ◽  
Tumour Cell ◽  
Antitumour Activity ◽  
Human Tumour ◽  
Tumour Cell Lines ◽  
Human Tumour Cell Lines ◽  
Mcf 7

The synthesis and spectral characterization of six novel triphenyltin compounds are described. The in vitro antitumour activity of three of these compounds against two human tumour cell lines, MCF-7, a mammary tumour, and WiDr, a colon carcinoma, was determined. All three compounds are more active than cis-platin, etoposide and doxorubicin against both tumour cell lines. They are as active as mitomycin C against WiDr, but less active against MCF-7.

scholarly journals Synthesis and Biological Application of Isosteviol-Based 1,3-Aminoalcohols

2021 ◽  
Vol 22 (20) ◽  
pp. 11232
Author(s):  
Dániel Ozsvár ◽  
Viktória Nagy ◽  
István Zupkó ◽  
Zsolt Szakonyi
Keyword(s):  
Reductive Amination ◽  
Secondary Amines ◽  
Biological Application ◽  
Methyl Substituent ◽  
Human Tumour ◽  
Mannich Condensation ◽  
Tumour Cell Lines ◽  
Preliminary Study ◽  
Human Tumour Cell Lines ◽  
Mcf 7

Starting from isosteviol, a series of diterpenoid 1,3-aminoalcohol derivatives were stereoselectively synthesised. The acid-catalysed hydrolysis and rearrangement of natural stevioside gave isosteviol, which was transformed to the key intermediate methyl ester. In the next step, Mannich condensation of diterpenoid ketone, paraformaldehyde, and secondary amines resulted in the formation of 1,3-aminoketones with different stereoselectivities. During the Mannich condensation with dibenzylamine, an interesting N-benzyl → N-methyl substituent exchange was observed. Reduction of 1,3-aminoketones produced diastereoisomeric 1,3-aminoalcohols. Alternatively, aminoalcohols were obtained via stereoselective hydroxy-formylation, followed by oxime preparation, reduction, and finally, reductive alkylation of the obtained primary aminoalcohols. An alternative 1,3-aminoalcohol library was prepared by reductive amination of the intermediate 3-hydroxyaldehyde obtained from isosteviol in two-step synthesis. Cytotoxic activity of compounds against human tumour cell lines (A2780, SiHa, HeLa, MCF-7 and MDA-MB-231) was investigated. In our preliminary study, the 1,3-aminoalcohol function and N-benzyl substitution seemed to be essential for the reliable antiproliferative activity. To extend their application, a diterpenoid condensed with 2-phenylimino-1,3-thiazine and -1,3-oxazine was also attempted to prepare, but only formation of thioether intermediate was observed.

scholarly journals Chemical constituents of the whole plant of PHLOGACANTHUS TURGIDUS (FUA EX HOOK.F.) LINDAU

2021 ◽  
Vol 5 (3) ◽  
pp. first
Author(s):  
Nguyen Tan Phat ◽  
Mai Thanh Chi ◽  
Phan Nhat Minh ◽  
Dang Chi Hien ◽  
Mai Dinh Tri
Keyword(s):  
Biological Activities ◽  
Chemical Constituents ◽  
Ethanolic Extract ◽  
2D Nmr ◽  
Published Data ◽  
Cytotoxic Activities ◽  
Phenylethanoid Glycosides ◽  
Whole Plant ◽  
The Family ◽  
First Time

The genus Phlogacanthus belongs to the family Acanthaceae and consists of more than 49 species, These species are widespread in tropical and subtropical zones such as Bangladesh, Bhutan, China, Indonesia, India, Myanmar and Vietnam. In Vietnam, the genus contains about 06 species. The extracts from some species in this genus have been evaluated for biological activities as analgesic, antiinflammatory, antimicrobial, antioxidant, antihyperglycemic and cytotoxic activities. In this study, the whole plant of Phlogacanthus turgidus was collected, dried, cut into small species, and extracted with ethanol to yield the ethanolic extract. Isolation of chemical constituents was performed using column chromatography on silica gel; their structures were elucidated by HRESI-MS, 1D & 2D-NMR and compared with published data. Six compounds, including two nor-isoprenoids: (+)-dehydrovomifoliol (1), (3S,5R,6R,7E,9S)-megastiman-7-ene-3,5,6,9-tetrol (2), two steroids b - sitosterol (3), daucosterol (4), one lignan (+)-syringaresinol (5), a derivative of phenylethanoid glycosides: martynoside (6) were isolated from the ethyl acetate extract of the whole plant of P. turgidus. Among them, 1, 2 were reported for the first time from the genus Phlogacanthus, while 3, 4, 5, 6, were found for the first time from this species.

scholarly journals Chemical constituents of the lichen Dendriscosticta platyphylloides, Lobariaceae

2019 ◽  
Vol 22 (1) ◽  
pp. 165-172
Author(s):  
Dung Thi My Nguyen ◽  
Lien Thi My Do ◽  
Huynh Thi Ngoc Tuyet ◽  
Minh Ky Quang Ho ◽  
Hai Tuan Nguyen ◽  
...  
Keyword(s):  
Cell Lines ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Human Lung Cancer ◽  
Cytotoxic Activities ◽  
Tropical Regions ◽  
Sulforhodamine B ◽  
The Family ◽  
Liver Hepatocellular Carcinoma ◽  
First Time

Introduction: Dendriscosticta is a new genus belong the Sticta wrightii group of the family Lobariaceae. This genus of foliose lichen is widely distributed in tropical regions worldwide. The lichen Dendriscosticta platyphylloides is very abundant in Bidoup forest, Lam Dong province, Vietnam. Methods: The structure of these compounds was elucidated through the interpretation of their 1D and 2D-NMR and HR-MS data. The cytotoxic activities of these compounds against liver hepatocellular carcinoma (HepG2), human lung cancer (NCI-H460), human epithelial carcinoma (HeLa) and human breast cancer (MCF-7) cell lines was performed at the concentration of 100 mg/mL using the sulforhodamine B (SRB) assay. Results: In this paper, we reported the isolation of six known compounds, including (1) 15a-acetoxyhopan-22-ol (2) hopane-15a,22-diol, (3) zeorin, (4) cerevisterol, (5) salvigenin, and (6) 5-hydroxy-3',4',7-trimethoxyflavone. Conclusion: This is the first time that these compounds are isolated from Dendriscosticta genus. These compounds showed no cytotoxic activity against four cell lines.  

scholarly journals Bufadienolides from the Skin Secretions of the Neotropical Toad Rhinella alata (Anura: Bufonidae): Antiprotozoal Activity against Trypanosoma cruzi

Molecules ◽  
2021 ◽  
Vol 26 (14) ◽  
pp. 4217
Author(s):  
Candelario Rodriguez ◽  
Roberto Ibáñez ◽  
Luis Mojica ◽  
Michelle Ng ◽  
Carmenza Spadafora ◽  
...  
Keyword(s):  
Vero Cells ◽  
Chemical Diversity ◽  
Hydroxyl Group ◽  
Antitrypanosomal Activity ◽  
The Family ◽  
Toad Venom ◽  
Skin Secretions ◽  
Pharmacological Potential ◽  
First Time ◽  
Mcf 7

Toads in the family Bufonidae contain bufadienolides in their venom, which are characterized by their chemical diversity and high pharmacological potential. American trypanosomiasis is a neglected disease that affects an estimated 8 million people in tropical and subtropical countries. In this research, we investigated the chemical composition and antitrypanosomal activity of toad venom from Rhinella alata collected in Panama. Structural determination using mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopy led to the identification of 10 bufadienolides. Compounds identified include the following: 16β-hydroxy-desacetyl-bufotalin-3-adipoyl-arginine ester (1), bufotalin (2), 16β-hydroxy-desacetyl-bufotalin-3-pimeloyl-arginine ester (3), bufotalin-3-pimeloyl-arginine ester (4), 16β-hydroxy-desacetyl-bufotalin-3-suberoyl-arginine ester (5), bufotalin-3-suberoyl-arginine ester (6), cinobufagin-3-adipoyl-arginine ester (7), cinobufagin-3-pimeloyl-arginine ester (8), cinobufagin-3-suberoyl-arginine ester (9), and cinobufagin (10). Among these, three new natural products, 1, 3, and 5, are described, and compounds 1–10 are reported for the first time in R. alata. The antitrypanosomal activity assessed in this study revealed that the presence of an arginyl-diacid attached to C-3, and a hydroxyl group at C-14 in the structure of bufadienolides that is important for their biological activity. Bufadienolides showed cytotoxic activity against epithelial kidney Vero cells; however, bufagins (2 and 10) displayed low mammalian cytotoxicity. Compounds 2 and 10 showed activity against the cancer cell lines MCF-7, NCI-H460, and SF-268.

scholarly journals Targeted Isolation of Xenicane Diterpenoids from Taiwanese Soft Coral Asterospicularia laurae

Marine Drugs ◽  
2021 ◽  
Vol 19 (3) ◽  
pp. 123
Author(s):  
Yu-Chi Lin ◽  
Yi-Jen Chen ◽  
Shu-Rong Chen ◽  
Wan-Ju Lien ◽  
Hsueh-Wei Chang ◽  
...  
Keyword(s):  
Cytotoxic Effect ◽  
Soft Coral ◽  
Ethanol Extract ◽  
2D Nmr ◽  
Ionization Mass ◽  
Spectroscopic Analyses ◽  
Potential Source ◽  
First Case ◽  
The Family ◽  
Mcf 7

Application of LC-MS/MS-based molecular networking indicated the ethanol extract of octocoral Asterospicularia laurae is a potential source for the discovery of new xenicane derivatives. A natural product investigation of this soft coral resulted in the isolation of four new xenicane diterpenoids, asterolaurins O‒R (1‒4), together with six known compounds, xeniolide-A (5), isoxeniolide-A (6), xeniolide-B (7), 7,8-epoxyxeniolide-B (8), 7,8-oxido-isoxeniolide-A (9), and 9-hydroxyxeniolide-F (10). The structures of isolated compounds were characterized by employing spectroscopic analyses, including 2D-NMR (COSY, HMQC, HMBC, and NOESY) and high-resolution electrospray ionization mass spectrometry (HRESIMS). Asterolaurin O is the first case of brominated tricarbocyclic type floridicin in the family Xeniidae. Concerning bioactivity, the cytotoxic activity of those isolates was evaluated. As a result, compounds 1 and 2 demonstrated a selective cytotoxic effect against the MCF-7 cell line at IC50 of 14.7 and 25.1 μM, respectively.

scholarly journals Chemical Constituents of the Marine Sponge Aaptos aaptos (Schmidt, 1864) and Their Cytotoxic Activity

2021 ◽  
Vol 16 (2) ◽  
pp. 1934578X2199334
Author(s):  
Do Thi Trang ◽  
Bui Huu Tai ◽  
Dan Thuy Hang ◽  
Pham Hai Yen ◽  
Phan Thi Thanh Huong ◽  
...  
Keyword(s):  
Cytotoxic Activity ◽  
Spectral Data ◽  
Absolute Configuration ◽  
Marine Sponge ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Extensive Analysis ◽  
First Time ◽  
Tddft Method ◽  
Mcf 7

Seven compounds (1-7) were isolated from the marine sponge Aaptos aaptos living in the Vietnamese sea. Their structures were determined as 2 hours, 5 H,7 H,9 H-9 S-hydroxy-imidazo[1,5- α]pyridine-1,3-dione (1), 3-([9-methylhexadecyl]oxy)propane-1,2-diol 2, 2,3-dihydro-2,3-dioxoaaptamine (3), indol-3-aldehyde (4), methyl indole-3-carboxylate (5) 4-hydroxy-5-(indole-3-yl)−5-oxo-pentan-2-one (6), and thymidine (7) by extensive analysis of HR-ESI-MS, 1D, and 2D NMR spectral data, as well as by comparison of the spectral data with those reported in the literature. In addition, the absolute configuration of 1 was determined from the experimental ECD spectrum and comparison of this with the theoretical ECD calculations using the TDDFT method. Compounds 1 and 2 were isolated from nature for the first time. Compound 3 induced cytotoxic activity against SK-LU-1, MCF-7, HepG2, and SK-Mel-2 cell lines with IC50 values of 41.27 ± 2.63, 40.70 ± 2.65, 34.31 ± 3.43, and 36.63 ± 1.40 µM, respectively.

Halo-phenolic metabolites and their in vitro antioxidant and cytotoxic activities from the Red Sea alga Avrainvillea amadelpha

2021 ◽  
Vol 76 (5-6) ◽  
pp. 213-218
Author(s):  
Usama W. Hawas ◽  
Lamia T. Abou El-Kassem ◽  
Radwan Al-farawati ◽  
Fekri M. Shaher
Keyword(s):  
2D Nmr ◽  
Cytotoxic Activities ◽  
Dpph Radical ◽  
Srb Assay ◽  
Phenolic Metabolites ◽  
2D Nmr Spectra ◽  
New Compounds ◽  
Benzaldehyde Derivatives ◽  
Mcf 7

Abstract From the green alga Avrainvillea amadelpha, two new naturally halo-benzaldehyde derivatives were isolated by various chromatographic methods along with 10 known metabolites of bromophenols, sulfonoglycolipid, and steroids. Based on the 1D and 2D NMR spectra as well as on MS data, the structures of the new compounds were identified as 5-bromo-2-(3-bromo-4-hydroxybenzyl)-3,4-dihydroxybenzaldehyde named avrainvilleal (1), and 3-iodo-4-hydroxy-benzaldehyde (2). Using SRB assay, both compounds showed mild and weak cytotoxic activity against HeLa and MCF-7 cancer cell lines, compared to the good activity of their extract (IC50 values 3.1 and 4.3 μg/mL, respectively). However, avrainvilleal (1) displayed an effective scavenged DPPH radical activity with IC50 value 3.5 μM, compared to the antioxidant quercetin with IC50 value 1.5 μM.

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