Nanoformulations of Coumarins and the Hybrid Molecules of Coumarins with Potential Anticancer Effects

2020 ◽  
Vol 20 (15) ◽  
pp. 1797-1816 ◽  
Author(s):  
Mukerrem Betul Yerer ◽  
Serkan Dayan ◽  
M. Ihsan Han ◽  
Ajay Sharma ◽  
Hardeep S. Tuli ◽  
...  
Keyword(s):  
Higher Plants ◽  
Biological Activities ◽  
Pharmaceutical Formulations ◽  
The Novel ◽  
Pyrone Ring ◽  
Anticancer Effects ◽  
Hybrid Molecules ◽  
Wide Range ◽  
Leaf Oil ◽  
Relationship Of

Coumarins are the secondary metabolites of some plants, fungi, and bacteria. Coumarins and the hybrid molecules of coumarins are the compounds which have been widely studied for their potential anticancer effects. They belong to benzopyrone chemical class, more precisely benzo-α-pyrones, where benzene ring is fused to pyrone ring. In nature, coumarins are found in higher plants like Rutaceae and Umbelliferae and some essential oils like cinnamon bark oil, cassia leaf oil and lavender oil are also rich in coumarins. The six main classes of coumarins are furanocoumarins, dihydrofuranocoumarins, pyrano coumarins, pyrone substituted coumarins, phenylcoumarins and bicoumarins. As well as their wide range of biological activities, coumarins and the hybrid molecules of coumarins are proven to have an important role in anticancer drug development due to the fact that many of its derivatives have shown an anticancer activity on various cell lines. Osthol, imperatorin, esculetin, scopoletin, umbelliprenin, angelicine, bergamottin, limettin, metoxhalen, aurapten and isopimpinellin are some of these coumarins. This review summarizes the anticancer effects of coumarins and their hybrid molecules including the novel pharmaceutical formulations adding further information on the topic for the last ten years and basically focusing on the structureactivity relationship of these compounds in cancer.

scholarly journals Ethyl (S)-2-Benzamido-5-[(4,6-dimethylpyrimidin-2-yl)amino]pentanoate

Molbank ◽  
10.3390/m1166 ◽  
2020 ◽  
Vol 2020 (4) ◽  
pp. M1166
Author(s):  
Mario Leyva-Acuña ◽  
Francisco Delgado-Vargas ◽  
Gabriela López-Angulo ◽  
Julio Montes-Avila
Keyword(s):  
Microwave Irradiation ◽  
Ethyl Ester ◽  
13C Nmr ◽  
Biological Activities ◽  
The Novel ◽  
Ester Hydrochloride ◽  
Pyrimidine Derivatives ◽  
Wide Range ◽  
Atr Spectroscopy ◽  
Moderate Yield

Pyrimidines are compounds with a wide range of biological activities, and the synthesis of pyrimidine derivatives—useful in chemical and medicinal applications—is important in medicinal chemistry. This work shows the synthesis under microwave irradiation of the novel compound ethyl (S)-2-benzamido-5-[(4,6-dimethylpyrimidin-2-yl)amino]pentanoate (3) from (S)-N-α-benzoyl-l-arginine ethyl ester hydrochloride (1) and acetylacetone (2). Compound 3 was easily purified, obtained in moderate yield (70%), and fully characterized by UV-Vis, FTIR-ATR spectroscopy, 1H-NMR, 13C-NMR, HRMS, and EI-MS.

scholarly journals Synthesis of Novel 2-(Pyridin-2-yl) Pyrimidine Derivatives and Study of Their Anti-Fibrosis Activity

Molecules ◽  
2020 ◽  
Vol 25 (22) ◽  
pp. 5226
Author(s):  
Yi-Fei Gu ◽  
Yue Zhang ◽  
Feng-li Yue ◽  
Shao-tong Li ◽  
Zhuo-qi Zhang ◽  
...  
Keyword(s):  
Biological Activities ◽  
Collagen Type I ◽  
Type I ◽  
The Novel ◽  
Pyrimidine Derivatives ◽  
Wide Range ◽  
Ic50 Values ◽  
Privileged Structures ◽  
Pyrimidine Moiety

A pyrimidine moiety exhibiting a wide range of pharmacological activities has been employed in the design of privileged structures in medicinal chemistry. To prepare libraries of novel heterocyclic compounds with potential biological activities, a series of novel 2-(pyridin-2-yl) pyrimidine derivatives were designed, synthesized and their biological activities were evaluated against immortalized rat hepatic stellate cells (HSC-T6). Fourteen compounds were found to present better anti-fibrotic activities than Pirfenidone and Bipy55′DC. Among them, compounds ethyl 6-(5-(p-tolylcarbamoyl)pyrimidin-2-yl)nicotinate (12m) and ethyl 6-(5-((3,4-difluorophenyl)carbamoyl)pyrimidin-2-yl)nicotinate (12q) show the best activities with IC50 values of 45.69 μM and 45.81 μM, respectively. Furthermore, the study of anti-fibrosis activity was evaluated by Picro-Sirius red staining, hydroxyproline assay and ELISA detection of Collagen type I alpha 1 (COL1A1) protein expression. Our study showed that compounds 12m and 12q effectively inhibited the expression of collagen, and the content of hydroxyproline in cell culture medium in vitro, indicating that compounds 12m and 12q might be developed the novel anti-fibrotic drugs.

Design, Synthesis and Biological Evaluation of the Novel Antitumor Agent Aurone Derivatives

2013 ◽  
Vol 781-784 ◽  
pp. 1235-1239
Author(s):  
Qian Nan Guo ◽  
Lei Lv ◽  
Yao Zhou ◽  
Peng Yu ◽  
Yuou Teng
Keyword(s):  
Biological Activities ◽  
Antitumor Agent ◽  
Biological Evaluation ◽  
The Novel ◽  
Pharmacological Activities ◽  
Design Synthesis ◽  
H Nmr ◽  
Wide Range ◽  
Inhibitory Activities ◽  
Synthesis And Biological Evaluation

Aurones belong to a class of heterocyclic flavonoids which contains a benzofuran element associated with a benzylidene linked in position 2. Aurones possess a wide range of pharmacological activities and biological activities, such as antitumor, antifungal, phytoalexin and so on. A novel series of 2-ayl-yl (5-methacrylate) aurone analogues were synthesized in six steps with the overall yield of 11%-13% and characterized by 1H NMR. Among the key intermediates and target compounds, 2-(2-furan-ylmethylene)-5-methacrylate-benzofuran-3(2H)-one (7a) and 2-(2-thienyl-ylmethylene)-5-methacrylate-benzofuran-3(2H)-one (7b) have never been reported before. Primary biological activities evaluation showed that 7a exhibited good inhibitory activities against K562 with an IC50 of 2.18 μM and against HepG2 with an IC50 of 3.95μM.

scholarly journals 2-Arylidene-1-indandiones as Pleiotropic Agents with Antioxidant and Inhibitory Enzymes Activities

Molecules ◽  
2019 ◽  
Vol 24 (23) ◽  
pp. 4411 ◽  
Author(s):  
Olympia Kouzi ◽  
Eleni Pontiki ◽  
Dimitra Hadjipavlou-Litina
Keyword(s):  
Antioxidant Activities ◽  
Biological Activities ◽  
Knoevenagel Reaction ◽  
The Novel ◽  
Hydrophobic Domain ◽  
Antioxidant Agents ◽  
Wide Range ◽  
Anti Inflammatory

Indandiones are a relatively new group of compounds presenting a wide range of biological activities. The synthesis of these compounds was performed via a Knoevenagel reaction between an aldehyde and 1,3-indandione and were obtained with a yield up to 54%. IR, 1H-Nucleic Magnetic Resonance (NMR), 13C-NMR, LC/MS ESI+ and elemental analysis were used for the confirmation of the structures of the novel derivatives. Lipophilicity values of compounds were calculated theoretically and experimentally by reversed chromatography method as values RM. The novel derivatives were studied through in vitro and in vivo experiments for their activity as anti-inflammatory and antioxidant agents and as inhibitors of lipoxygenase, trypsin, and thrombin. The inhibition of the carrageenin-induced paw edema (CPE) was also determined for representative structures. In the above series of experiments, we find that all the compounds showed moderate to satisfying interaction with the stable DPPH free radical in relation to the concentration and the time 2-arylidene-1-indandione (10) was the strongest. We observed moderate or very low antioxidant activities for selected compounds in the decolorization assay with ABTS+•. Most of the compounds showed high anti-lipid peroxidation of linoleic acid induced by AAPH.2-arylidene-1-indandione (7) showed a strongly inhibited soybean LOX. Only 2-arylidene-1-indandione (3) showed moderate scavenging activity of superoxide anion, whereas 2-arylidene-1-indandione (8) and 2-arylidene-1-indandione (9) showed very strong inhibition on proteolysis. 2-arylidene-1-indandione (8) highly inhibited serine protease thrombin. 2-arylidene-1-indandiones (7, 8 and 9) can be used as lead multifunctional molecules. The compounds were active for the inhibition of the CPE (30–57%) with 2-arylidene-1-indandione (1) being the most potent (57%). According to the predicted results a great number of the derivatives can cross the Blood–Brain Barrier (BBB), act in CNS and easily transported, diffused, and absorbed. Efforts are conducted a) to correlate quantitatively the in vitro/in vivo results with the most important physicochemical properties of the structural components of the molecules and b) to clarify the correlation of actions among them to propose a possible mechanism of action. Hydration energy as EHYDR and highest occupied molecular orbital (HOMO) better describe their antioxidant profile whereas the lipophilicity as RM values governs the in vivo anti-inflammatory activity. Docking studies are performed and showed that soybean LOX oxidation was prevented by blocking into the hydrophobic domain the substrates to the active site.

scholarly journals 5-(4H)-Oxazolones and Their Benzamides as Potential Bioactive Small Molecules

Molecules ◽  
2020 ◽  
Vol 25 (14) ◽  
pp. 3173
Author(s):  
Evangelos Mavridis ◽  
Eleftherios Bermperoglou ◽  
Eleni Pontiki ◽  
Dimitra Hadjipavlou-Litina
Keyword(s):  
Lipid Peroxidation ◽  
Biological Activities ◽  
Phenyl Group ◽  
Docking Studies ◽  
Nucleophilic Attack ◽  
The Novel ◽  
Lipoxygenase Inhibitor ◽  
Wide Range ◽  
Inhibit Lipid Peroxidation

The five membered heterocyclic oxazole group plays an important role in drug discovery. Oxazolones present a wide range of biological activities. In this article the synthesis of 4-substituted-2-phenyloxazol-5(4H)-ones from the appropriate substituted aldehydes via an Erlenmeyer–Plochl reaction is reported. Subsequently, the corresponding benzamides were produced via a nucleophilic attack of a secondary amine on the oxazolone ring applying microwave irradiation. The compounds are obtained in good yields up to 94% and their structures were confirmed using IR, 1H-NMR, 13C-NMR and LC/MS data. The in vitro anti-lipid peroxidation activity and inhibitory activity against lipoxygenase and trypsin induced proteolysis of the novel derivatives were studied. Inhibition of carrageenin-induced paw edema (CPE) and nociception was also determined for compounds 4a and 4c. Oxazolones 2a and 2c strongly inhibit lipid peroxidation, followed by oxazolones 2b and 2d with an average inhibition of 86.5%. The most potent lipoxygenase inhibitor was the bisbenzamide derivative 4c, with IC50 41 μM. The benzamides 3c, 4a–4e and 5c were strong inhibitors of proteolysis. The replacement of the thienyl moiety by a phenyl group does not favor the protection. Compound 4c inhibited nociception higher than 4a. The replacement of thienyl groups by phenyl ring led to reduced biological activity. Docking studies of the most potent LOX inhibitor highlight interactions through allosteric mechanism. All the potent derivatives present good oral bioavailability.

scholarly journals Microbial Ecology from the Himalayan Cryosphere Perspective

2020 ◽  
Vol 8 (2) ◽  
pp. 257 ◽  
Author(s):  
Kusum Dhakar ◽  
Anita Pandey
Keyword(s):  
Low Temperature ◽  
Microbial Ecology ◽  
Higher Plants ◽  
Biological Activities ◽  
Large Fraction ◽  
Polar Regions ◽  
Cold Environments ◽  
Wide Range ◽  
Extreme Cold ◽  
Ecological Importance

Cold-adapted microorganisms represent a large fraction of biomass on Earth because of the dominance of low-temperature environments. Extreme cold environments are mainly dependent on microbial activities because this climate restricts higher plants and animals. Himalaya is one of the most important cold environments on Earth as it shares climatic similarities with the polar regions. It includes a wide range of ecosystems, from temperate to extreme cold, distributed along the higher altitudes. These regions are characterized as stressful environments because of the heavy exposure to harmful rays, scarcity of nutrition, and freezing conditions. The microorganisms that colonize these regions are recognized as cold-tolerant (psychrotolerants) or/and cold-loving (psychrophiles) microorganisms. These microorganisms possess several structural and functional adaptations in order to perform normal life processes under the stressful low-temperature environments. Their biological activities maintain the nutrient flux in the environment and contribute to the global biogeochemical cycles. Limited culture-dependent and culture-independent studies have revealed their diversity in community structure and functional potential. Apart from the ecological importance, these microorganisms have been recognized as source of cold-active enzymes and novel bioactive compounds of industrial and biotechnological importance. Being an important part of the cryosphere, Himalaya needs to be explored at different dimensions related to the life of the inhabiting extremophiles. The present review discusses the distinct facts associated with microbial ecology from the Himalayan cryosphere perspective.

scholarly journals Evaluation of anti-microbial and anti-haemolytic activity of edible basidiomycetes mushroom fungi

2019 ◽  
Vol 9 (1) ◽  
pp. 132-135 ◽  
Author(s):  
Madhanraj R ◽  
Ravikumar K ◽  
Maya MR ◽  
Ramanaiah Illuri ◽  
Venkatakrishna K ◽  
...  
Keyword(s):  
Biological Activities ◽  
Cost Effective ◽  
Pharmaceutical Products ◽  
Hot Water ◽  
Haemolytic Activity ◽  
Pleurotus Pulmonarius ◽  
Nutritional Values ◽  
Anticancer Effects ◽  
Alternative Systems ◽  
Wide Range

Mushrooms are used for a variety of biotechnological applications, particularly for the production of food, enzymes, dietary supplements, pharmaceutical compounds, feed supplements. Basidiomycetes mushroom fungi have been known for their nutritional values they can be considered as functional foods which can provide health benefits beyond the traditional nutrients. Mushroom represents a major and untapped source of potent new pharmaceutical products. A wide range of activities including antitumour, cardiovascular and antimicrobial are reported in mushrooms. In developing countries like India mushroom progress is a boon in the field of food, medicine, and in generating employment. The alternative systems of medicine utilize the curative properties of mushrooms. They are also known to possess promising antioxidative, cardiovascular, hypercholesterolemia, antimicrobial, hepato-protective and anticancer effects. The present study aimed to evaluate antimicrobial and antihaemolytic activities of various extracts of Basidiomycetes mushroom fungi. Different Basidiomycetes mushroom fungi extracts (Hot water, Acetone and Hexane) were tested for antimicrobial and antihaemolytic activities. Among these different extracts of Basidiomycetes mushroom fungi the hexane extract of Pleurotus pulmonarius showed potential antimicrobial and antihaemolytic activity. The results of this study suggest the possibility of using Basidiomycetes mushroom fungi as natural sources for the pharmaceutical industry and could act as safe and cost-effective with potential biological activities. These findings encourage studying these fungal strains further for their potential biological applications.

scholarly journals Jasmonate Compounds and Their Derivatives in the Regulation of the Neoplastic Processes

Molecules ◽  
2021 ◽  
Vol 26 (10) ◽  
pp. 2901
Author(s):  
Iwona Jarocka-Karpowicz ◽  
Agnieszka Markowska
Keyword(s):  
Jasmonic Acid ◽  
Biological Activities ◽  
Active Form ◽  
Modern Medicine ◽  
Aging Effects ◽  
Neoplastic Processes ◽  
Wide Range ◽  
Anti Cancer ◽  
Mitogen Activated Protein ◽  
Relationship Of

Cancer is a serious problem in modern medicine, mainly due to the insufficient effectiveness of currently available therapies. There is a particular interest in compounds of natural origin, which can be used in the prophylaxis, as well as in the treatment and support of cancer treatment. One such compound is jasmonic acid (3-oxo-2-(pent-2’-enyl)cyclopentane acetic acid; isolated active form: trans-(-)-(3R,7R)- and cis-(+)-(3R,7S)-jasmonic acid) and its derivatives, which, due to their wide range of biological activities, are also proposed as potential therapeutic agents. Therefore, a review of literature data on the biological activity of jasmonates was prepared, with particular emphasis on the mechanisms of jasmonate action in neoplastic diseases. The anti-tumor activity of jasmonate compounds is based on altered cellular ATP levels; induction of re-differentiation through the action of Mitogen Activated Protein Kinases (MAPKs); the induction of the apoptosis by reactive oxygen species. Jasmonates can be used in anti-cancer therapy in combination with other known drugs, such as cisplatin, paclitaxel or doxorubicin, showing a synergistic effect. The structure–activity relationship of novel jasmonate derivatives with anti-tumor, anti-inflammatory and anti-aging effects is also shown.

scholarly journals (Z)-5-(3′,4′-Bis(benzyloxy)benzylidene)furan-2(5H)-one

Molbank ◽  
10.3390/m1193 ◽  
2021 ◽  
Vol 2021 (1) ◽  
pp. M1193
Author(s):  
Angelica Artasensi ◽  
Giovanna Baron ◽  
Giulio Vistoli ◽  
Giancarlo Aldini ◽  
Laura Fumagalli
Keyword(s):  
Natural Products ◽  
Secondary Metabolites ◽  
Good Yield ◽  
Biological Activities ◽  
The Novel ◽  
One Pot ◽  
Natural Form ◽  
Bioactive Natural Products ◽  
Beneficial Effects ◽  
Wide Range

Over the years secondary metabolites have been considered as lead molecules both in their natural form and as templates for medicinal chemistry. Some secondary metabolites such as polyphenols and flavan-3-ols exert beneficial effects after a modification by the microbiota. Synthetic precursors of some of these modified compounds, in turn, carried a γ-alkylidenebutenolide moiety which characterizes a large class of bioactive natural products endowed with a wide range of biological activities. For these reasons stereoselective preparation of γ-alkylidenebutenolide continues to be an important issue for organic chemists. Our objective is to synthetize the novel compound (Z)-5-(3′,4′-bis(benzyloxy)benzylidene)furan-2(5H)-one in a stereocontrolled-one-pot reaction. The product was obtained in good yield. Furthermore, the theoretical investigation of the transition states suggests a new procedure to achieve Z-isomer of β-unsubstituted γ-alkylidenebutenolide.

A Review: Synthesis and Pharmacological Profile of [1, 5]-Benzothiazepine

2021 ◽  
Vol 18 ◽  
Author(s):  
Shaik Khasimbi ◽  
Faraat Ali ◽  
Kumari Neha ◽  
Sharad Wakode ◽  
Garima Chauhan
Keyword(s):  
Anticancer Agents ◽  
Channel Blocker ◽  
Drug Research ◽  
Biological Activities ◽  
Synthetic Methods ◽  
Chemical Transformations ◽  
Lead Discovery ◽  
Structure Activity ◽  
Wide Range ◽  
Relationship Of

: The 1, 5-benzothiazepine derivatives are of particular interest for lead discovery since they have been found active against different families of targets.1,5-Benzothaizepines representatives of benzologs of 1,4-thiazepine and one of the three possible benzo-condensed derivatives, i.e. the 1,5-benzothiazepines are useful compounds in the drug research which has stimulated the invention of a wide range of synthetic methods for their preparation and chemical transformations. 1,5-Benzothiazepine and its derivatives exhibit diverse biological activities such as tranquilizer, antidepressant, antihypertensive, calcium channel blocker, antimicrobial, anticancer, antifungal, anthelmintic, anti-diabetic, amyloid imagining agents and anticancer agents. This review also discusses the structure-activity relationship of the most potent compounds. It can act as an important tool for medicinal chemists to develop newer compounds possessing 1, 5-benzothiazepines moiety that could be better agents in terms of efficacy and safety.

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