212.2472 | - Indole Building Blocks

Karar, Monaj et al. published their research in Journal of Molecular Liquids in 2021 | CAS: 442-51-3

7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Product Details of 442-51-3

Dual macrocyclic chemical input based highly protective molecular keypad lock using fluorescence in solution phase: A new type approach was written by Karar, Monaj;Paul, Provakar;Mistri, Rajib;Majumdar, Tapas;Mallick, Arabinda. And the article was included in Journal of Molecular Liquids in 2021.Product Details of 442-51-3 This article mentions the following:

Generally, the non-bonding interactions provide the stability to the host-guest complexes without affecting the mol. identity of macrocyclic host and guest (probe) mols. As a result, macrocyclic-based systems are far more deserving candidates over the ionic systems, as the chance of chem. bleaching is suitably dodged due to the weaker non-bonding interaction. The present article intends to highlight an unconventional and completely innovative designing strategy to validate the operation of a highly protective opto-chem. keypad lock driven by the macrocyclics. Herein, we have utilized the reversible photoswitching phenomenon between two prototropic forms (cationic and neutral) of Harmine (HM) regulated by the dual macrocyclic components, CTAB and 尾-CD. Most interestingly, methodol. provides the choice of the selection of emission detector one at a time between two available emission channels (416 and 365 nm), which have been considered as the “optical inputs”. Substantial emission intensities of the probe at the resp. emission channels have been treated as the “optical outputs”. On the basis of a cautious literature survey, we anticipate that, this kind of designing for a highly protective opto-chem. security device driven by the macrocyclic “chem. inputs” has never explored yet. In the experiment, the researchers used many compounds, for example, 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3Product Details of 442-51-3).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Huang, Guiting et al. published their research in International Journal of Pharmaceutics (Amsterdam, Netherlands) in 2021 | CAS: 442-51-3

7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Recommanded Product: 442-51-3

Nose-to-brain delivery of drug nanocrystals by using Ca²⁺ responsive deacetylated gellan gum based in situ-nanogel was written by Huang, Guiting;Xie, Jin;Shuai, Shuyuan;Wei, Shaofeng;Chen, Yingchong;Guan, Zhiyu;Zheng, Qin;Yue, Pengfei;Wang, Changhong. And the article was included in International Journal of Pharmaceutics (Amsterdam, Netherlands) in 2021.Recommanded Product: 442-51-3 This article mentions the following:

The objective of this study is to use a carbohydrate polymer deacetylated gellan gum (DGG) as matrix to design nanocrystals based intranasal in situ gel (IG) for nose-to -brain delivery of drug. The harmine nanocrystals (HAR-NC) as model drug were prepared by coupling homogenization and spray-drying technol. The HAR-NC was redispersed in the (DGG) solutions and formed the ionic-triggered harmine nanocrystals based in situ gel (HAR-NC-IG). The crystal state of HAR remained unchanged during the homogenization and spray-drying. And the HAR-NC-IG with 0.5% DGG exhibited excellent in situ-gelation ability, water retention property and in vitro release behavior. The bioavailability in brain of intranasal HAR-NC-IG were 25-fold higher than that of oral HAR-NC, which could be attributed to nanosizing effect of HAR-NC and bioadhesive property of DGG triggered by nasal fluid. And the HAR-NC-IG could significantly inhibit the expression of acetylcholinesterase (AchE) and increase the content of acetylcholin (ACh) in brain compared with those of reference formulations (p < 0.01). The DGG based nanocrystals-in situ gel was a promising carrier for nose-to-brain delivery of poorly soluble drug, which could prolong the residence time and improve the bioavailability of poorly soluble drugs in brain. In the experiment, the researchers used many compounds, for example, 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3Recommanded Product: 442-51-3).

Wang, Xixi et al. published their research in Nutrients in 2022 | CAS: 442-51-3

7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Synthetic Route of C13H12N2O

Physicochemical Properties of the Soluble Dietary Fiber from Laminaria japonica and Its Role in the Regulation of Type 2 Diabetes Mice was written by Wang, Xixi;Zhang, Liping;Qin, Ling;Wang, Yanfeng;Chen, Fushan;Qu, Changfeng;Miao, Jinlai. And the article was included in Nutrients in 2022.Synthetic Route of C13H12N2O This article mentions the following:

Laminaria japonica is a large marine brown alga that is annually highly productive. However, due to its underutilization, its potential value is substantially wasted. For example, a lot of Laminaria japonica cellulose remains unused during production of algin. The soluble dietary fiber (SDF) was prepared from the byproducts of Laminaria japonica, and its physicochem. properties were explored. SDF exhibits good water-holding, oil-holding, water-absorbing swelling, glucose and cholesterol absorption capacity, and inhibitory activity of 伪-amylase and 伪-glucosidase. In addition, the beneficial effects of SDF in diabetic mice include reduced body weight, lower blood glucose, and relieved insulin resistance. Finally, the intestinal flora and metabolomic products were analyzed from feces using 16S amplicon and LC-MS/MS, resp. SDF not only significantly changed the composition and structure of intestinal flora and intestinal metabolites, but also significantly increased the abundance of beneficial bacteria Akkermansia, Odoribacter and Bacteroides, decreased the abundance of harmful bacteria Staphylococcus, and increased the content of bioactive substances in intestinal tract, such as harmine, magnolol, arachidonic acid, prostaglandin E2, urimorelin and azelaic acid. Taken together, these findings suggest that dietary intake of SDF alleviates type 2 diabetes mellitus disease, and provides an important theor. basis for SDF to be used as a functional food. In the experiment, the researchers used many compounds, for example, 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3Synthetic Route of C13H12N2O).

7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Synthetic Route of C13H12N2O

Poje, Goran et al. published their research in International Journal of Molecular Sciences in 2022 | CAS: 442-51-3

7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Product Details of 442-51-3

Harmicens, Novel Harmine and Ferrocene Hybrids: Design, Synthesis and Biological Activity was written by Poje, Goran;Marinovic, Marina;Pavic, Kristina;Mioc, Marija;Kralj, Marijeta;de Carvalho, Lais Pessanha;Held, Jana;Perkovic, Ivana;Rajic, Zrinka. And the article was included in International Journal of Molecular Sciences in 2022.Product Details of 442-51-3 This article mentions the following:

Cancer and malaria are both global health threats. Due to the increase in the resistance to the known drugs, research on new active substances is a priority. Here, we present the design, synthesis, and evaluation of the biol. activity of harmicens, hybrids composed of covalently bound harmine/尾-carboline and ferrocene scaffolds. Structural diversity was achieved by varying the type and length of the linker between the 尾-carboline ring and ferrocene, as well as its position on the 尾-carboline ring. Triazole-type harmicens were prepared using Cu(I)-catalyzed azide-alkyne cycloaddition, while the synthesis of amide-type harmicens was carried out by applying a standard coupling reaction. The results of in vitro biol. assays showed that the harmicens exerted moderate antiplasmodial activity against the erythrocytic stage of P. falciparum (IC50 in submicromolar and low micromolar range) and significant and selective antiproliferative activity against the MCF-7 and HCT116 cell lines (IC50 in the single-digit micromolar range, SI > 5.9). Cell localization experiments showed different localizations of nonselective harmicene 36 and HCT116-selective compound 28, which clearly entered the nucleus. A cell cycle anal. revealed that selective harmicene 28 had already induced G1 cell cycle arrest after 24 h, followed by G2/M arrest with a concomitant drastic reduction in the percentage of cells in the S phase, whereas the effect of nonselective compound 36 on the cell cycle was much less pronounced, which agreed with their different localizations within the cell. In the experiment, the researchers used many compounds, for example, 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3Product Details of 442-51-3).

Poje, Goran et al. published their research in European Journal of Medicinal Chemistry in 2022 | CAS: 442-51-3

7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Application In Synthesis of 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole

Design and synthesis of harmiquins, harmine and chloroquine hybrids as potent antiplasmodial agents was written by Poje, Goran;Pessanha de Carvalho, Lais;Held, Jana;Moita, Diana;Prudencio, Miguel;Perkovic, Ivana;Tandaric, Tana;Vianello, Robert;Rajic, Zrinka. And the article was included in European Journal of Medicinal Chemistry in 2022.Application In Synthesis of 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole This article mentions the following:

Malaria remains one of the major health problems worldwide. The lack of an effective vaccine and the increasing resistance of Plasmodium to the approved antimalarial drugs demands the development of novel antiplasmodial agents that can effectively prevent and/or treat this disease. Harmiquins represent hybrids that combine two moieties with different mechanisms of antiplasmodial activity in one mol., i.e., a chloroquine (CQ) scaffold, known to inhibit heme polymerization and a 尾-carboline ring capable of binding to P. falciparum heat shock protein 90 (PfHsp90). Here we present their synthesis, evaluation of biol. activity and potential mechanism of action. The synthesized hybrids differed in the type of linker employed (triazole ring or amide bond) and in the position of the substitution on the 尾-carboline core of harmine. The antiplasmodial activity of harmiquins was evaluated against the erythrocytic stage of the Plasmodium life cycle, and their cytotoxic effect was tested on HepG2 cells. The results showed that harmiquins exerted remarkable activity against both CQ-sensitive (Pf3D7) and CQ-resistant (PfDd2, PfK1, and Pf7G8). P. falciparum strains. The most active compound, I, displayed single-digit nanomolar IC₅₀ value against Pf3D7 (IC₅₀ = 2.0 卤 0.3 nM). Importantly, it also showed significantly higher activity than CQ against the resistant Plasmodium strains and had a very high selectivity index (4450). Harmiquins may act through the inhibition of heme polymerization and binding to the ATP binding site of the PfHsp90, which would explain their increased activity against the CQ-resistant Plasmodium strains. These results establish harmiquins as valuable antiplasmodial hits for future optimization. In the experiment, the researchers used many compounds, for example, 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3Application In Synthesis of 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole).

Karar, Monaj et al. published their research in Journal of Molecular Liquids in 2021 | CAS: 442-51-3

Generally, the non-bonding interactions provide the stability to the host-guest complexes without affecting the mol. identity of macrocyclic host and guest (probe) mols. As a result, macrocyclic-based systems are far more deserving candidates over the ionic systems, as the chance of chem. bleaching is suitably dodged due to the weaker non-bonding interaction. The present article intends to highlight an unconventional and completely innovative designing strategy to validate the operation of a highly protective opto-chem. keypad lock driven by the macrocyclics. Herein, we have utilized the reversible photoswitching phenomenon between two prototropic forms (cationic and neutral) of Harmine (HM) regulated by the dual macrocyclic components, CTAB and β-CD. Most interestingly, methodol. provides the choice of the selection of emission detector one at a time between two available emission channels (416 and 365 nm), which have been considered as the “optical inputs”. Substantial emission intensities of the probe at the resp. emission channels have been treated as the “optical outputs”. On the basis of a cautious literature survey, we anticipate that, this kind of designing for a highly protective opto-chem. security device driven by the macrocyclic “chem. inputs” has never explored yet. In the experiment, the researchers used many compounds, for example, 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3Product Details of 442-51-3).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Huang, Guiting et al. published their research in International Journal of Pharmaceutics (Amsterdam, Netherlands) in 2021 | CAS: 442-51-3

Wang, Xixi et al. published their research in Nutrients in 2022 | CAS: 442-51-3

7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Synthetic Route of C13H12N2O

Laminaria japonica is a large marine brown alga that is annually highly productive. However, due to its underutilization, its potential value is substantially wasted. For example, a lot of Laminaria japonica cellulose remains unused during production of algin. The soluble dietary fiber (SDF) was prepared from the byproducts of Laminaria japonica, and its physicochem. properties were explored. SDF exhibits good water-holding, oil-holding, water-absorbing swelling, glucose and cholesterol absorption capacity, and inhibitory activity of α-amylase and α-glucosidase. In addition, the beneficial effects of SDF in diabetic mice include reduced body weight, lower blood glucose, and relieved insulin resistance. Finally, the intestinal flora and metabolomic products were analyzed from feces using 16S amplicon and LC-MS/MS, resp. SDF not only significantly changed the composition and structure of intestinal flora and intestinal metabolites, but also significantly increased the abundance of beneficial bacteria Akkermansia, Odoribacter and Bacteroides, decreased the abundance of harmful bacteria Staphylococcus, and increased the content of bioactive substances in intestinal tract, such as harmine, magnolol, arachidonic acid, prostaglandin E2, urimorelin and azelaic acid. Taken together, these findings suggest that dietary intake of SDF alleviates type 2 diabetes mellitus disease, and provides an important theor. basis for SDF to be used as a functional food. In the experiment, the researchers used many compounds, for example, 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3Synthetic Route of C13H12N2O).

7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Synthetic Route of C13H12N2O

Poje, Goran et al. published their research in International Journal of Molecular Sciences in 2022 | CAS: 442-51-3

Cancer and malaria are both global health threats. Due to the increase in the resistance to the known drugs, research on new active substances is a priority. Here, we present the design, synthesis, and evaluation of the biol. activity of harmicens, hybrids composed of covalently bound harmine/β-carboline and ferrocene scaffolds. Structural diversity was achieved by varying the type and length of the linker between the β-carboline ring and ferrocene, as well as its position on the β-carboline ring. Triazole-type harmicens were prepared using Cu(I)-catalyzed azide-alkyne cycloaddition, while the synthesis of amide-type harmicens was carried out by applying a standard coupling reaction. The results of in vitro biol. assays showed that the harmicens exerted moderate antiplasmodial activity against the erythrocytic stage of P. falciparum (IC50 in submicromolar and low micromolar range) and significant and selective antiproliferative activity against the MCF-7 and HCT116 cell lines (IC50 in the single-digit micromolar range, SI > 5.9). Cell localization experiments showed different localizations of nonselective harmicene 36 and HCT116-selective compound 28, which clearly entered the nucleus. A cell cycle anal. revealed that selective harmicene 28 had already induced G1 cell cycle arrest after 24 h, followed by G2/M arrest with a concomitant drastic reduction in the percentage of cells in the S phase, whereas the effect of nonselective compound 36 on the cell cycle was much less pronounced, which agreed with their different localizations within the cell. In the experiment, the researchers used many compounds, for example, 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3Product Details of 442-51-3).

Poje, Goran et al. published their research in European Journal of Medicinal Chemistry in 2022 | CAS: 442-51-3

Malaria remains one of the major health problems worldwide. The lack of an effective vaccine and the increasing resistance of Plasmodium to the approved antimalarial drugs demands the development of novel antiplasmodial agents that can effectively prevent and/or treat this disease. Harmiquins represent hybrids that combine two moieties with different mechanisms of antiplasmodial activity in one mol., i.e., a chloroquine (CQ) scaffold, known to inhibit heme polymerization and a β-carboline ring capable of binding to P. falciparum heat shock protein 90 (PfHsp90). Here we present their synthesis, evaluation of biol. activity and potential mechanism of action. The synthesized hybrids differed in the type of linker employed (triazole ring or amide bond) and in the position of the substitution on the β-carboline core of harmine. The antiplasmodial activity of harmiquins was evaluated against the erythrocytic stage of the Plasmodium life cycle, and their cytotoxic effect was tested on HepG2 cells. The results showed that harmiquins exerted remarkable activity against both CQ-sensitive (Pf3D7) and CQ-resistant (PfDd2, PfK1, and Pf7G8). P. falciparum strains. The most active compound, I, displayed single-digit nanomolar IC₅₀ value against Pf3D7 (IC₅₀ = 2.0 ± 0.3 nM). Importantly, it also showed significantly higher activity than CQ against the resistant Plasmodium strains and had a very high selectivity index (4450). Harmiquins may act through the inhibition of heme polymerization and binding to the ATP binding site of the PfHsp90, which would explain their increased activity against the CQ-resistant Plasmodium strains. These results establish harmiquins as valuable antiplasmodial hits for future optimization. In the experiment, the researchers used many compounds, for example, 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole (cas: 442-51-3Application In Synthesis of 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole).