91963-63-2

Upstream product

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 540-51-2 2-bromoethanol 
• 107-07-3 2-chloro-ethanol 
• 108-46-3 recorcinol 

Downstream Products

• 124246-69-1 2-<(4-methyl-2-oxo-2H-7-chromenyl)oxy>ethyl acrylate 
• 14159-13-8 5-methyl-7H-furan[3,2-g]benzopyran-7-one 

Relevant academic research and scientific papers

Disclosing the nature of thermo-responsiveness of poly(N-isopropyl acrylamide)-based polymeric micelles: Aggregation or fusion?

The apparent size increase of poly(N-isopropyl acrylamide) (PNIPAM)-based polymeric micelles upon heating was usually ascribed to their volume growth or aggregation in aqueous solution. Herein we designed a photo-cross-linkable PNIPAM-based copolymer and proposed another thermo-responsive behaviour-fusion, which is disclosed by transmission electron microscopy (TEM) after in situ fixing morphologies at desired temperatures.

Synthesis, characterization and physicochemical analysis of some mannofuranoside derivatives with potent antimicrobial activity

We have synthesized protected mannofuranose as a glycosyl donor and some heterocyclic moieties as glycosyl acceptor. Coupling of glycosyl donor and acceptor by glycosylation, results in the formation of mannofuranoside derivatives. Antimicrobial potential of synthesized compounds were tested against five different human pathogenic bacteria and two fungi by using microdilution method. Interestingly, all synthesized mannofuranoside derivatives gave antimicrobial activity. Cumulatively, inhibitory concentration (IC50) against bacteria were found to be in the range of 84.28-309.43 μg/ml, while, IC50 against fungus were in the range of 0.59-3.82 mg/ml. Ampicillin and Fluconazole were used as positive control. Further, physicochemical parameters of synthesized mannofuranoside derivatives were analyzed using in-silico approach. Fortunately, none of our synthesized mannofuranoside derivatives gave violation of Lipinski’s Rule of Five. Thus, we can safely state that these synthesized mannofuranoside derivatives could be considered as potential anti-microbial drug candidates.

Sugar-Breathing Glycopolymersomes for Regulating Glucose Level

Diabetes mellitus is a chronic, life-threatening illness that affects people of every age and ethnicity. It is a long-term pain for those who are affected and must regulate their blood glucose level by frequent subcutaneous injection of insulin every day. Herein, we propose a noninsulin and antidiabetic drug-free strategy for regulating blood glucose level by a nanosized "sugar sponge" which is a lectin-bound glycopolymersome capable of regulating glucose due to the dynamic recognition between the lectin and different carbohydrates. The glycopolymersome is self-assembled from poly(ethylene oxide)-block-poly[(7-(2-methacryloyloxyethoxy)-4-methylcoumarin)-stat-2-(diethylamino)ethyl methacrylate-stat-(α-d-glucopyranosyl)ethyl methacrylate] [PEO-b-P(CMA-stat-DEA-stat-GEMA)]. The lectin bound in the glycopolymersome has different affinity for the glucose in the blood and the glucosyl group in the glycopolymersome. Therefore, this sugar sponge functions as a glucose storage unit by dynamic sugar replacement: The lectin in the sugar sponge will bind and store the glucose from its surrounding solution when the glucose concentration is too high and will release the glucose when the glucose concentration is too low. In vitro, this sugar-breathing behavior is characterized by a remarkable size change of the sugar sponge due to the swelling/shrinkage at high/low glucose levels, which can be used for blood sugar monitoring. In vivo, this sugar sponge showed an excellent antidiabetic effect for type I diabetic mice within 2 days upon one dose, which is much longer than traditional long-acting insulin. Overall, this concept of "controlling sugar levels with sugar" opens new avenues for regulating the blood glucose level without the involvement of insulin or other antidiabetic drugs.

Coumarin-containing polymers for high density non-linear optical data storage

Optical data storage was performed with various thin polymer films containing coumarin-based derivatives and by using femtosecond laser pulses as well as two-photon absorption processes. Exploring the photodimerization attribute of coumarin derivatives and using appropriate irradiation wavelengths, recording/erasing processes could be carried out in the same area. Second harmonic generation microscopy was used to read the stored information.

Development of photoresponsive coumarin-modified ethylene-co-vinyl alcohol copolymers with antifouling behavior

In this work, the modification of ethylene-co-vinyl alcohol (EVOH) copolymer with a coumarin derivative, 7-(hydroxyethoxy)-4-methyl coumarin (HEOMC), has been performed through the incorporation of different reactive groups, p-nitrophenyl chloroformate, succinic anhydride and phthalic anhydride as different linkers between coumarin and EVOH with the aim to obtain photo-responsive materials with improved protein absorption resistance. After purification, the modification degree was calculated by nuclear magnetic resonance and ultraviolet-visible spectroscopy. The thermal properties revealed the crystallinity loss and higher maximum degradation temperatures when EVOH is modified with coumarin derivative. Copolymers were successfully photo-crosslinked through the photo-responsive behavior of coumarin moieties. The micro-hardness test shown an increase of the mechanical performance due to the coumarin presence. The water contact angle measurements revealed that while coumarin-modified EVOH copolymers present a higher hydrophilic behavior than EVOH, the photo-dimerization process mainly leads to slightly deviations on the surface wettability of neat EVOH. Finally, the absorption of bovine serum albumin onto the surface of the coumarin-modified materials revealed enhanced antifouling properties, particularly after the photo-crosslinked process. Therefore, the introduction of coumarin through different chain extenders leads to functional materials with tunable photo-responsive performance and protein absorption resistance.

Structural characterization of mono and dihydroxylated umbelliferone derivatives

Coumarin derivatives are a class of compounds with a pronounced wide range of applications, especially in biological activities, in the medicine, pharmacology, cosmetics, coatings and food industry. Their potential applications are highly dependent on the nature of the substituents attached to their nucleus. These substituents modulate their photochemical and photophysical properties, as well as their interactions in their crystalline form, which largely determines the final field of application. Therefore, in this work a series of mono and dihydroxylated coumarin derivatives with different chemical substituents were synthesized and characterized by UV-Visible spectroscopy, thermal analysis (differential scanning calorimetry (DSC) and TGA), 1H NMR and X-Ray Diffraction to identify limitations and possibilities as a function of the molecular structure for expanding their applications in polymer science.

Synthesis and Activity of New Schiff Bases of Furocoumarin

Furocoumarins, such as 8-MOP, are the most common medications used to relieve the symptoms of vitiligo clinically. Some furocoumarins also showed excellent performance in an anti-bacterial assay. This paper describes the synthesis of a series of novel Schiff bases (6a-6k), and their promotion in melanogenesis and anti-bacterial properties were studied in vitro. The pigment production of B16 cells and bacterial inhibition ring assay were applied for the bioactivity of 6a-6k. According to the results, a stronger promotion on pigment content was observed, when six compounds co-cultured with cells, compared with positive control (8-MOP). Significantly, compound 6k (237%) as the most active was found to increase the amount of melanin more than 1.7 times compared with 8-MOP activation rate (136%). All the compounds could moderately retard C. albicans growth. Interestingly, aldehyde 5, which possessed a broader antibacterial spectrum, showed the highest inhibition against C. albicans as well and much better than the positive control (Amphotericin B). Studies of 6k in animal models of vitiligo and related molecular mechanism are presently under way, with the aim of discovering an anti-vitiligo leading compound.

Spindle-like and telophase-like self-assemblies mediated by complementary nucleobase molecular recognition

Inspired by nature, supramolecular nanoparticles based on complementary nucleobase interactions have aroused wide interest. In our study, two kinds of fluorophores were conjugated at the end of nucleobase containing homopolymers, which can be used to conf

Novel furocoumarin derivatives stimulate melanogenesis in b16 melanoma cells by up-regulation of mitf and tyr family via Akt/GSK3β/β-catenin signaling pathways

The extracts of Ficuscarica L. and Psoralen corylifolia L. are traditional Uygur medicines for the treatment of vitiligo, and its active ingredients furocoumarins, were are found to be the most effective agents against this skin disorder nowadays. Therefore, a series of novel easter derivatives (8a–8p) of furocoumarin were designed and synthesized based on our previous research to improve this activity in the present study. The synthesized derivatives were biologically evaluated for melanin synthesis in murine B16 cells and the SAR (structure-activity relationship) was summarized. Eight derivatives were more potent than positive control (8-MOP, 8-methoxypsoralan), especially compounds 8n (200%) and 8o (197%), which were nearly 1.5-fold potency when compared with 8-MOP (136%). Furthermore, the signaling pathway by which 8n activates the melanin biosynthesis was defined. Our results showed that it not only elevated the melanin content, but also stimulated the activity of tyrosinasein a concentration-dependent manner. Increasing of phosphorylation of Akt (also named PKB, protein kinase B) and non-activated GSK3β (glycogen synthase kinase 3 beta), which inhibited the degradation of β-catenin were observed through Western blot analysis. The accumulation of β-catenin probably led to the activation of transcription of MITF (microphthalmia-associated transcription factor) and TYR (tyrosinase) family, as well as the subsequent induction of melanin synthesis.

Coumarin derivative and preparation and application thereof

The invention discloses a coumarin derivative and preparation and application thereof. 7-hydroxy-4-methyl coumarin as a raw material is subjected to substitution reactions with halogenated ethyl alcohol and 4-vinylbenzyl chloride in sequence, and then 7-[2-(4-vinyl benzyloxy)-ethyoxyl]-4-methyl coumarin is obtained. The method has the advantages that the operation is simple, the conditions are mild, the product is easy to purify, and the yield is high, the coumarin derivative synthesized by using the method has polymerizable double-bond elements, alkoxy flexible spacers and coumarin photosensitive groups, and when the coumarin derivative as a photosensitive monomer used for synthesis of a photostimulation response polymer material, the polymerization efficiency can be obviously improved. The water solubility and the degradability of the polymer material synthesized by using the counmarin derivative can be improved, the hydrophily and the hydrophobicity of the polymer material are moreeasily regulated and controlled, and therefore, in the use process of the polymer material as a drug carrier, the drug encapsulation and release rates can be better controlled.