M.W=200-250 | Page 8 of 25 | Heterocyclic Building Blocks-Benzoxazole

Caputo, Lucia’s team published research in Scientific Reports in 2022-12-31 | CAS: 483-76-1

Impact of drying methods on the yield and chemistry of Origanum vulgare L. essential oil. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

1. Trivial name: delta-Cadinene.
2. It’s mainly derived from flue-cured tobacco, burley tobacco and flavoured tobacco, it has a strong aroma and a good fixing effect, suitable for perfume, cosmetics, can also be used in wine, cigarettes, and toothpaste.
. Recommended Products is: 29350-73-0 and 51905-84-1.

Oregano (Origanum vulgare L.) is mainly cultivated, both as fresh and dried herb, for several purposes, such as ailments, drugs, and spices. To evaluate the influence of some drying methods on the chem. composition of the essential oil of oregano, its aerial parts were dehydrated by convective drying techniques (shade, static oven), microwave-assisted heating (three different treatments) and osmotic treatment. The oils were analyzed by GC-FID and GC-MS. The highest essential oil yield was achieved from microwave and shade drying methods. In total, 39 components were found, with carvacrol (ranging from 56.2 to 81.4%) being the main constituent; other compounds present in lower amounts were p-cymene (1.6-17.7%), ¦Ã-terpinene (0.8-14.2%), ¦Á-pinene (0.1-2.1%), thymol Me ether (0.4-1.8%) and thimoquinone (0.5-3.5%). The essential oil yields varied among the different treatments as well as the relative compositions The percentages of p-cymene, ¦Ã-terpinene and ¦Á-pinene decreased significantly in the dried sample compared with the fresh sample; on the other hand, carvacrol, isoborneol and linalool increased significantly in the dried materials. The choice of the drying method for obtaining the essential oil therefore appears crucial not only in relation to the higher yield but also and above all in reference to the percentage presence of components that can direct the essential oil toward an appropriate use.

Impact of drying methods on the yield and chemistry of Origanum vulgare L. essential oil. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Yuan, Yue’s team published research in Journal of Food Processing and Preservation in 2022-07-31 | CAS: 483-76-1

Chemical composition, antimicrobial activities, and microencapsulation by complex coacervation of tea tree essential oils. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

The chem. composition and antibacterial activities of five tea tree essential oils are analyzed. GC-MS anal. reveals that 1,8-cineole, terpinen-4-ol, p-cymene, ¦Á-terpineol, and ¦Á-pinene are the representative composition By comparison of the diameter of inhibition zone, oil of Melaleuca leucadendron Linn. (TTO1) shows the best antimicroorganism effects on Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. Subsequently, the coacervation between gelatin (GE) and gum Arabic (GA) for microencapsulation as functions of pH, GE-GA ratio, emulsifiers, homogenization speed and time, and microfluidization are investigated. The optimum parameters for the coacervation effectiveness of TTO1 and emulsifier S20 are emulsification at 10,000 rpm for 1 min, the ratio of GE-GA as 1:2 with a concentration of 1%, and pH of 4.0. The microcapsules have a particle size of 52.601¦Ìm, spherical multinuclear morphol., and strong phys. stability which show potential for their application in the controlled release of reactive materials and anticorrosion of cosmetics and foods. Novelty impact statement : The tea tree essential oils showed different antimicrobial potential toward the bacterial species tested. After microfluidization, tea tree essential oil microcapsules prepared by a complex coacervation method generated smaller particles with greater encapsulation efficiency. The microcapsules synthesized in this study can be utilized as a novel preservative in the food industry or used for the encapsulation of other bioactive compounds

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Tu, Yongliang’s team published research in Organic & Biomolecular Chemistry in 2021 | CAS: 145026-07-9

Visible light-induced C-C bond cleavage in a multicomponent reaction cascade allowing acylations of sulfoximines with ketones. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

1-Bromo-4-(S-methylsulfonimidoyl)benzene (BD336512) is a building block containing a sulfoximine group. Several CDK and ATR inhibitors have exemplified the utilization of the NH sulfoximine group as abioisostere for a sulfonamide group to overcome the main project hurdles of aqueous solubility, sulfonamide-mediated off-target activity and IP. Moreover, its NH group could be expediently further functionalized through Buchwald-Hartwig coupling reaction and multifarious nucleophilic reactions.. Recommended Products is: 4381-25-3 and 83730-53-4.

Visible light induces C-C-bond cleavage reactions of ketones, which can be utilized for N-acylations of sulfoximines. No (photo)catalyst is required, and the reactions occur at ambient temperature in air. The substrate scope is broad for both ketones and sulfoximines. For converting NH-sulfoximines, the presence of NBS is essential.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Wu, Shengming’s team published research in Advanced Functional Materials in 2021-08-02 | CAS: 83730-53-4

GSH-Depleted Nanozymes with Dual-Radicals Enzyme Activities for Tumor Synergic Therapy. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

(2S)-2-Amino-4-(butylsulfonimidoyl)butanoic acid (BD136012) is a building block containing a sulfoximine group. Several CDK and ATR inhibitors have exemplified the utilization of the NH sulfoximine group as abioisostere for a sulfonamide group to overcome the main project hurdles of aqueous solubility, sulfonamide-mediated off-target activity and IP. Moreover, its NH group could be expediently further functionalized through Buchwald-Hartwig coupling reaction and multifarious nucleophilic reactions.. Recommended Products is: 4381-25-3 and 1621962-30-8.

Although inspiring progress has been achieved in tumor nanocatalytic therapies based on tailor-made nanozymes for converting hydrogen peroxide into reactive oxygen species (ROS) efficiently, most cytotoxic hydroxyl radicals do not spread far enough within a cell to damage the primary organelles for effective tumor therapy due to their short half-life time (?1¦Ìs). Developing a novel nanocatalyst platform involving longer half-life time ROS is desired. To this end, Fe3O4-Schwertmannite nanocomposites (Fe3O4-Sch) with triple-effect tumor therapy are constructed through a facile method. The Schwertmannite shell converts the ¡¤OH produced by Fe3O4 via the Fenton reaction into sulfate radicals with a longer half-life time (30¦Ìs). Combination of dual radicals exhibits overwhelming tumor inhibition efficacy. The nanocomposites also show the multifunctionality of good photothermal efficiency (33.2%) and synergistic oxidative stress amplification upon glutathione biosynthesis (GSH) depletion by the L-buthionine sulfoximine (BSO) mols. loaded in the hollow Fe3O4 cores. The comprehensive properties of the nanoplatform including the dual-radical production, Fe3O4 nanocrystal mediated PTT, and the BSO mediated GSH depletion result in remarkable tumor inhibition both in vitro and in vivo, which may pave a way to constructing a synergic catalytic nanoplatform for efficient tumor therapy.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Li, Jiahao’s team published research in Industrial Crops and Products in 2022-11-15 | CAS: 483-76-1

Chemical compositions and anti-mosquito activity of essential oils from Pericarpium Citri Reticulataes of different aging years. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Mosquitoes are well-known vectors of malaria, dengue fever, chikungunya, yellow fever, Zika and many other diseases, and have become a great threat to public health. Nowadays, chem. insecticides are widely used for the control of mosquitoes. However, their widespread use has created some serious problems, such as insecticide resistance, environmental pollution, and toxicity to human beings. With the objectives to develop novel botanical and eco-friendly insecticides for mosquitoes, in this study we examined the chem. compositions of the essential oils (EOs) from different aging years of Pericarpium Citri Reticulatae (PCR, Guangchenpi in Chinese), and investigated their anti-mosquito activity in details. As a result, 39, 44, 48, and 40 main components were identified from the 1-, 5-, 10-, and 15-yr PCR EOs, resp. For each PCR EO, D-limonene (47.90-56.39%) and ¦Ã-terpinene (14.98-17.03%) were the major components. These PCR EOs showed potent larvicidal activity against Aedes albopictus (A. albopictus) larvae (LC50 = 54.50-68.23 ppm ppm), and some of the major components were also very active, including D-limonene (LC50 = 56.17 ppm), ¦Ã-terpinene (LC50 = 64.28 ppm), ¦Â-myrcene (LC50 = 54.51 ppm) and terpinolene (LC50 = 57.69 ppm). These PCR EOs exhibited similar larvicidal activity, and their insecticidal activity may be attributed to the major constituents such as D-limonene, ¦Ã-terpinene and terpinolene. In addition, thymol was found more effective against A. albopictus adults (LC50 = 96.82 ppm) than the other components, such as Me 2-(methylamino) benzoate (LC50 = 382.10 ppm) and ¦Á-terpineol (LC50 = 507.54 ppm), and this compound could be one of the active components responsible for the adulticidal activity. Enzyme inhibition assays suggested that the activity of acetylcholinesterase, mixed function oxidase and esterase were significantly inhibited, which may result in the mortality of A. albopictus larvae. The present findings clearly demonstrated that naturally-occurring PCR EOs and the functional components display potent insecticidal activity against A. albopictus larvae and adults, and therefore, strongly suggest that PCR EOs and the main components are exploitable as botanical insecticides for the control of mosquitoes.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Razmjoo, Fatemeh’s team published research in Journal of Food Processing and Preservation in 2022-10-31 | CAS: 483-76-1

Fabrication and application of functional active packaging material based on carbohydrate biopolymers formulated with Lemon verbena/Ferulago angulata extracts for the preservation of raw chicken meat. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

In this research using Zedo gum (ZG) and CM-cellulose (CMC) as well as Lemon and Ferulago extracts (LVE/FAE) new active packaging was designed. Biodegradable films with five various proportions of ZG to CMC were made by applying the casting process. The incorporation of LVE or FAE into CMC/ZG composite films significantly reduced moisture content (MC) and water vapor permeability (WVP). The tensile strength increased from 6.92 (MPa) for CMC/ZG film to 11.51 MPa for CMC/ZG/2.5¦Ìl LVE and FAE film; as well as elongation at break decreased from 24.21% for CMC/ZG film to 6.10% for CMC/ZG/2.5¦Ìl LVE and FAE film. In conclusion, the 20:80 proportion of ZG/CMC along with 2.5¦Ìl LVE and FAE can be used as the best ratio for mech. properties, moisture content, and permeability compared to the CMC/ZG film with individual FAE or LVE and can be a good source for making edible films. Novelty impact statement : The most important novelty is related to using of Lemon verbena and Ferulago angulata extracts in the combination of Zedo gum and CM-cellulose. Producing active packaging with Lemon verbena and Ferulago angulata extracts in polymer matric. Increasing the shelf life of compounds such as raw chicken meat with active packaging.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Zou, Ya’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2015 | CAS: 145026-07-9

Transition metal-free aroylation of NH-sulfoximines with methyl arenes. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

A novel protocol towards N-aroylated sulfoximines from NH-sulfoximines and Me arenes is demonstrated. The reaction took place in the presence of elemental iodine, requiring no external organic solvents, transition metal-catalysts or ligands. The aroylated products were obtained from the oxidative transformation in moderate to excellent yields (up to 94% yield) with a broad substrate scope through a radical pathway.

Transition metal-free aroylation of NH-sulfoximines with methyl arenes. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Han, Min’s team published research in Tetrahedron Letters in 2022-07-20 | CAS: 145026-07-9

Electrochemical oxidation chemoselective sulfimidation of thioether with sulfonamide via catalytic iodobenzene. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

Sulfilimines, the aza-analogs of sulfoxides, are valuable building blocks in organic synthesis and serve as important functional groups in medicinal chem. Herein authors reported an efficient and environmentally friendly method of preparing sulfilimines from readily available thioether and sulfonamide as substrate. The reaction proceeds via the in-situ produced hypervalent iodine from catalytic simple iodobenzene under electrooxidation conditions. A series of sulfilimines were obtained in moderate to good yields.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Liang, Lu’s team published research in LWT–Food Science and Technology in 2022-09-15 | CAS: 483-76-1

Untargeted metabolomics analysis based on HS-SPME-GC-MS and UPLC-Q-TOF/MS reveals the contribution of stem to the flavor of Cyclocarya paliurus herbal extract. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

The herbal tea made from the leaves and stems of Cyclocarya paliurus is thought to be more flavorful than those made from the leaves only. However, evidence supporting this view is not available yet. 53 VOCs and 54 non-VOCs were identified via HS-SPME-GC-MS and UPLC-Q-TOF/MS, resp., which were found to vary dramatically in three groups of samples (combination of stems and leaves, separated leaves, and separated stems). 11 VOCs and 18 non-VOCs potential markers are responsible for the change of metabolic effects through the biosynthesis of flavonoids, the synthesis of terpenoids, and the oxidation of fatty acids and carotenoids. In response, the stems were effective to enhance fatty odors, the initial astringency and bitterness and the aftertaste of sweetness of the leaves. Stems are conducive to increasing total phenolic content, total flavonoid content and antioxidant capacity of Cyclocarya paliurus herbal extract because of the increase in polyphenols. In addition, the stems have the potential to be used as raw materials for nerolidol and polyphenols extraction This study has been the first to determine the contribution of stem to the flavor of Cyclocarya paliurus herbal tea and these results provide the theor. basis for making Cyclocarya paliurus herbal tea with stems.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Cadavid Vargas, J. F.’s team published research in JBIC, Journal of Biological Inorganic Chemistry in 2022-04-30 | CAS: 83730-53-4

Enhanced antitumor effect of L-buthionine sulfoximine or ionizing radiation by copper complexes with 2,2-biquinoline and sulfonamides on A549 2D and 3D lung cancer cell models. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

Two ternary copper(II) complexes with 2,2-biquinoline (BQ) and with sulfonamides: sulfamethazine (SMT) or sulfaquinoxaline (SDQ) whose formulas are Cu(SMT)(BQ)Cl and Cu(SDQ)(BQ)Cl¡¤CH3OH, in what follows SMTCu and SDQCu, resp., induced oxidative stress by increasing ROS level from 1.0 ¦ÌM and the reduction potential of the couple GSSG/GSH2. The co-treatment with L-buthionine sulfoximine (BSO), which inhibits the production of GSH, enhanced the effect of copper complexes on tumor cell viability and on oxidative damage. Both complexes generated DNA strand breaks given by-at least partially-the oxidation of pyrimidine bases, which caused the arrest of the cell cycle in the G2/M phase. These phenomena triggered processes of apoptosis proven by activation of caspase 3 and externalization of phosphatidylserine and loss of cell integrity from 1.0 ¦ÌM. The combination with BSO induced a marked increase in the apoptotic population. On the other hand, an improved cell proliferation effect was observed when combining SDQCu with a radiation dose of 2 Gy from 1.0 ¦ÌM or with 6 Gy from 1.5 ¦ÌM. Finally, studies in multicellular spheroids demonstrated that even though copper(II) complexes did not inhibit cell invasion in collagen gels up to 48 h of treatment at the higher concentrations, multicellular resistance outperformed several drugs currently used in cancer treatment. Overall, our results reveal an antitumor effect of both complexes in monolayer and multicellular spheroids and an improvement with the addition of BSO. However, only SDQCu was the best adjuvant of ionizing radiation treatment.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem