37542-81-7

Upstream product

• 37542-81-7 (2E)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ol 
• 555-16-8 4-nitrobenzaldehdye 
• 1012-18-6 β,β-dimethyl-p-nitrostyrene 
• 58550-34-8 (E)-2-methyl-3-(4-nitrophenyl)acrylaldehyde 
• 53618-29-4 (E)-ethyl 2-methyl-3-(4-nitrophenyl)acrylate 
• 40277-76-7 methyl (E)-2-methyl-3-(4-nitrophenyl)acrylate 
• 13048-77-6 (E)-2-methyl-3-(4-nitrophenyl)acrylic acid 

Downstream Products

• 90874-91-2 3t-(4-amino-phenyl)-2-methyl-allyl alcohol 
• 37542-95-3 E-α-Methyl-p-nitrocinnamylchlorid 
• 37542-94-2 E-α-Methyl-p-nitrocinnamylbenzol 
• 58550-34-8 (E)-2-methyl-3-(4-nitrophenyl)acrylaldehyde 
• 22388-91-6 ethyl (2E,4E)-2,4-dimethyl-5-(4-nitrophenyl)penta-2,4-dienoate 
• 59488-84-5 (2E,4E)-2,4-dimethyl-5-(p-nitrophenyl)pentan-2,4-dienal 
• 59488-85-6 (2E,4E)-2,4-dimethyl-5-(4-nitrophenyl)penta-2,4-dienol 
• 78847-04-8 (2E,4E,6E)-2,4,6-trimethyl-7-(4-nitro-phenyl)-hepta-2,4,6-trienal 
• 648414-16-8 (2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)hepta-2,4,6-trien-1-ol 
• 476418-12-9 ethyl (2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)hepta-2,4,6-trienoate 
• 476418-18-5 (2E,4E,6E,8E)-4,6,8-trimethyl-9-(4-nitro-phenyl)-nona-2,4,6,8-tetraenoic acid methyl ester 
• 476418-14-1 (2E,4E,6E,8E)-4,6,8-trimethyl-9-(4-nitro-phenyl)-nona-2,4,6,8-tetraenoic acid ethyl ester 
• 627079-61-2 (2E,4E,6E,8E)-2,4,6,8-tetramethyl-9-(4-nitrophenyl)nona-2,4,6,8-tetraenal 
• 648414-22-6 (2E,4E,6E,8E)-2,4,6,8-Tetramethyl-9-(4-nitro-phenyl)-nona-2,4,6,8-tetraen-1-ol 

Relevant academic research and scientific papers

Discovery of a novel inhibitor of nitric oxide production with potential therapeutic effect on acute inflammation

Inflammation as a host's excessive immune response to stimulation, is involved in the development of numerous diseases. To discover novel anti-inflammatory agents and based on our previous synthetic work on marine natural product Chrysamide B, it and a series of derivatives were synthesized and evaluated for their anti-inflammatory activity on inhibition of LPS-induced NO production. Then the preliminary structure–activity relationships were conducted. Among them, Chrysamide B is the most potent anti-inflammatory agent with low cytotoxicity and strong inhibition on the production of NO (IC50 = 0.010 μM) and the activity of iNOS (IC50 = 0.082 μM) in LPS-stimulated RAW 264.7 cells. Primary studies suggested that the mechanism of action may be that it interfered the formation of active dimeric iNOS but not affected transcription and translation. Furthermore, its good performance of anti-inflammatory effect on LPS-induced multiple inflammatory cytokines production, carrageenan-induced paw edema, and endotoxin-induced septic mice, was observed. We believe that these findings would provide an idea for the further modification and research of these analogs in the future.

Design, synthesis and antitumor activity evaluation of Chrysamide B derivatives

Marine natural products derived from special or extreme environment provide an important source for the development of anti-tumor drugs due to their special skeletons and functional groups. In this study, based on our previous work on the total synthesis and structure revision of the novel marine natural product Chrysamide B, a group of its derivatives were designed, synthesized, and subsequently of which the anti-cancer activity, structure-activity relationships and cellular mechanism were explored for the first time. Compared with Chrysamide B, better anti-cancer performance of some derivatives against five human cancer cell lines (SGC-7901, MGC-803, HepG2, HCT-116, MCF-7) was observed, especially for compound b-9 on MGC-803 and SGC-7901 cells with the IC 50 values of 7.88 ± 0.81 and 10.08 ± 1.08 μM, respectively. Subsequently, cellular mechanism study suggested that compound b-9 treatment could inhibit the cellular proliferation, reduce the migration and invasion ability of cells, and induce mitochondrial-dependent apoptosis in gastric cancer MGC-803 and SGC-7901 cells. Furthermore, the mitochondrial-dependent apoptosis induced by compound b-9 is related with the JAK2/STAT3/Bcl-2 signaling pathway. To conclude, our results offer a new structure for the discovery of anti-tumor lead compounds from marine natural products.

Complex Polyheterocycles and the Stereochemical Reassignment of Pileamartine A via Aza-Heck Triggered Aryl C-H Functionalization Cascades

Structurally complex benzo- and spiro-fused N-polyheterocycles can be accessed via intramolecular Pd(0)-catalyzed alkene 1,2-aminoarylation reactions. The method uses N-(pentafluorobenzoyloxy)carbamates as the initiating motif, and this allows aza-Heck-type alkene amino-palladation in advance of C-H palladation of the aromatic component. The chemistry is showcased in the first total synthesis of the complex alkaloid (+)-pileamartine A, which has resulted in the reassignment of its absolute stereochemistry.

Novel piperazine compound as well as preparation method and application thereof

The structural general formula of a novel piperazine compound is shown in the specification. The invention aims to provide a novel anti-inflammatory drug with high efficiency and low side effect. Because typical marine characteristic skeleton molecules ri

Synthesis method for nitro group-containing natural product chrysamides B and diastereoisomer-compound thereof

The invention belongs to the technical fields of medicinal chemistry and organic synthesis, and relates to a synthesis method for a nitro group-containing natural product chrysamides B, a chrysamidesB diastereoisomer-compound and a synthesis method and application thereof. According to the invention, a convergent synthesis method is adopted to condense chiral epoxy carboxylic acid and chiral dimethylpiperazine ring, and thereby the nitro group-containing natural product chrysamides B with a symmetrical structure and the chrysamides B diastereoisomer-compound are easily and efficiently synthesized. By three-step continuous oxidation, chiral epoxy carboxylic acid is prepared from p-nitrobenzaldehyde which is easy to obtain commercially, and dimethylpiperazine ring is prepared by reduction after alanine dimerization. The compound shows inhibitory activity on pasteurella multocida. Such a convergent synthesis route can be applied to the chemical synthesis of compounds with the similar structure and related derivatives, opening up a broad development space for novel antibiotic drugs.

Total synthesis of chrysamide B

We report an efficient synthesis of the dimeric trans-epoxyamide chrysamide B, recently isolated from the deep-sea-derived fungus Penicillium chrysogenum SCSIO41001. Our synthetic strategy exploits a convergent approach using solid-phase peptide synthesis for the piperazine core and a Sharpless-Katsuki epoxidation to prepare the chiral epoxyacid. The double amidation final step provides chrysamide B that was thoroughly characterized with all spectra identical to those of the natural sample. The approach was devised to facilitate the preparation of a library of analogs of chrysamide B.

Multifactorial control of iteration events in a modular polyketide assembly line

Freedom and control: First insights into the rare programmed iteration of an individual polyketide synthase (PKS) module were obtained from the analysis and mutation of aureothin (1) synthase. The first ketosynthase (KS) domain primes the PKS, allowing intermediate retrotransfer. Addition of a designated loading module results in a complete loss of iteration. The downstream KS functions as a gatekeeper for correct chain length. Copyright

Interchenar retrotransfer of aureothin intermediates in an iterative polyketide synthase module

The course of the enigmatic iterative use of a polyketide synthase module was deduced from targeted domain inactivation in the aureothin assembly line. Mutational analyses revealed that the N-terminus of AurA is not involved in the iteration process, ruli

Biomimetic studies on polyenes.

The crispatenes and SNF4435 C&D are complex polypropionate derived natural products. The core structures of these compounds along with a complex unnatural structure can be easily prepared from a common polyene precursor simply by variation of the reaction conditions. The reaction pathways provide insight into the biosynthesis of these complex natural products.

Studies on the biomimetic synthesis of SNF4435 C and D

(equation Presented) The biomimetic synthesis of the bicyclic core of the novel immunosuppresants SNF4435C and SNF4435D is reported. The core framework was efficiently generated from the all-trans tetraene precursor in one step and in good yield.