Zhang, Hua’s team published research in Natural Product Research in 2020 | 2873-36-1

Natural Product Research published new progress about Diketopiperazines Role: BSU (Biological Study, Unclassified), NPO (Natural Product Occurrence), PAC (Pharmacological Activity), PRP (Properties), PUR (Purification or Recovery), BIOL (Biological Study), OCCU (Occurrence), PREP (Preparation). 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Safety of (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione.

Zhang, Hua; Lai, Wei; Guan, Zhuo-Bin; Liao, Xiao-Jian; Zhao, Bing-Xin; Xu, Shi-Hai published the artcile< A new thiodiketopiperzaine from the marine sponge Tedania sp.>, Safety of (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione, the main research area is diketopiperzaine isolation structure sponge; Sponge; Tedania sp.; thiodiketopiperzaine.

A new thiodiketopiperzaine, tedanizaine A (I), together with 6 known ones, were isolated from the marine sponge Tedania sp. Their structures were determined by spectroscopic analyses. The absolute configuration of I was established by ECD calculation I was the 2nd example of thiodiketopiperazine bearing a thiazolidine unit. Cytotoxic activities of I were also evaluated.

Natural Product Research published new progress about Diketopiperazines Role: BSU (Biological Study, Unclassified), NPO (Natural Product Occurrence), PAC (Pharmacological Activity), PRP (Properties), PUR (Purification or Recovery), BIOL (Biological Study), OCCU (Occurrence), PREP (Preparation). 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Safety of (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Jinendiran, Sekar’s team published research in Scientific Reports in 2020-12-31 | 2873-36-1

Scientific Reports published new progress about Apoptosis. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, COA of Formula: C11H18N2O2.

Jinendiran, Sekar; Teng, Weilin; Dahms, Hans-Uwe; Liu, Wangta; Ponnusamy, Vinoth Kumar; Chiu, Charles Chien-Chih; Kumar, B. S. Dileep; Sivakumar, Natesan published the artcile< Induction of mitochondria-mediated apoptosis and suppression of tumor growth in zebrafish xenograft model by cyclic dipeptides identified from Exiguobacterium acetylicum>, COA of Formula: C11H18N2O2, the main research area is mitochondria apoptosis tumor growth zebrafish xenograft dipeptide Exiguobacterium acetylicum.

Colorectal cancer is the most common type of gastrointestinal cancers with poor survival and limited therapeutic options. In this study, four structurally different cyclic dipeptides (or diketopiperazine) were isolated and identified as cyclo (L-Pro-L-Leu), cyclo (L-Pro-L-Val), cyclo (L-Pro-L-Phe) and cyclo (L-Pro-L-Tyr) from the Et acetate extract in the cell-free filtrate of Exiguobacterium acetylicum S01. The anticancer potential of identified DKPs on colorectal cancer HT-29 cells in vitro and in vivo zebrafish xenograft model was evaluated. The MTT (3-(4, 5-dimethylthiazol-2yl)-2, 5-diphenyltetrazolium bromide) assay showed that four DKPs exhibited significant inhibition of HT-29 cells viability in a dose-dependent manner whereas there were no cytotoxic effects on normal mouse fibroblast 3T3 cells. Also, we observed that all DKPs induce early and late apoptotic cell death in HT-29 cells. Moreover, the expression levels of apoptotic (cytochrome-c, caspase-3 and Bid) and anti-apoptotic (Bcl-2) markers were up- and down-regulated in HT-29 cells in response to DKPs treatments. Furthermore, these four DKPs remarkably inhibited the tumor progression in a zebrafish xenograft model within a nonlethal dose range. Overall, our findings suggest that cyclic dipeptides derived from E. acetylicum S01 could be promising chemopreventive/ therapeutic candidates against cancer.

Scientific Reports published new progress about Apoptosis. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, COA of Formula: C11H18N2O2.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Liu, Rui’s team published research in Chemistry of Natural Compounds in 2020-05-31 | 2873-36-1

Chemistry of Natural Compounds published new progress about Antitumor agents. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Safety of (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione.

Liu, Rui; Li, Hui; Yang, Junxia published the artcile< A 2,5-Diketopiperazines from Aspergillus sp., the Endophytic Fungus of Astragalus membranaceus and their Anticancer Assay>, Safety of (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione, the main research area is diketopiperazine anticancer Aspergillus endophytic fungus Astragalus cancer.

2,5-Diketopiperazines are cyclodipeptides obtained by the condensation of two α-amino acids. In our ongoing screening for biol. active secondary metabolites from endophytic fungi, we investigated metabolites produced by the endophytic fungus Aspergillus sp. isolated from roots of Astragalus membranaceus, a Chinese medicinal plant of the loess plateau of China. We have continued investigating endophytes from this biotope, since previous investigations have shown that a particularly high proportion of endophytes from plants from the Hengshan Mountains, China, were biol. active. This prompted us to carry out a secondary metabolites studies on this fungus, which resulted in the isolation of eight 2,5-diketopiperazines. We herein report on the isolation, structure, and anticancer properties of these compounds The fungal strain AR-17-2 was isolated from the roots of A. membranaceus collected in the Hengshan Mountains, China, on August, 2017. Subfraction B2 was further separated by HPLC with H2O-MeOH (2:5) to give compounds 1 (24.1 mg) and 2 (12.6 mg). Subfraction B3 was chromatographed on a Sephadex LH-20 column eluting with methanol to afford compound 3 (38 mg). Subfraction B4 was chromatographed over a silica gel column eluting with petroleum ether-Et acetate (50:1) and then subjected to PTLC to yield compound 4 (15.5 mg). The bioactive Fr. C was separated by column chromatog. on silica gel with a gradient of Et acetate in petroleum ether to give five subfractions (Subfrs. C1-5). Subfraction C2 that eluted with methanol was separated by semipreparative reversed-phase HPLC (H2O-MeOH, 1:4, 2.5 mL/min) to yield compounds 5 (9 mg), 6 (10.7 mg) and 7 (8.3 mg). Compound 8 (12 mg) were obtained from Subfr. C3 after separation with Sephadex LH-20 by MeOH-CHCl3 (1:1). These eight compounds were elucidated resp. as cyclo-(Pro-Gly) (1), cyclo-(Pro-Leu) (2), cyclo-(Pro-Ile) (3), cyclo-(Pro-Vla) (4), cyclo-(Phe-Gly) (5), cyclo-(Phe-Ala) (6), cyclo-(Phe-Tyr) (7), and cyclo-(Phe-Pro) (8) by comparison of their spectral data with the reported data in the literature.

Chemistry of Natural Compounds published new progress about Antitumor agents. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Safety of (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Bai, Meng’s team published research in Chemistry of Natural Compounds in 2022-03-31 | 2873-36-1

Chemistry of Natural Compounds published new progress about Antibacterial agents. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Quality Control of 2873-36-1.

Bai, Meng; He, Jia-Li; Gao, Cheng-Hai; Xiong, Fei-Xiang; Yang, Ya; Yang, Wei-Chan; Liu, Yong-Hong; Zhang, Wen-Fei published the artcile< Secondary Metabolites from Bacillus thuringiensis HS66>, Quality Control of 2873-36-1, the main research area is Bacillus Helicoverpa larva secondary metabolite.

In order to search for the bioactive chem. constituents from the B. thuringiensis, 12 compounds were isolated from the EtOAc extract of the B. thuringiensis. The isolated compoundswere identified as cyclo(L-Pro-L-Tyr) (1) [6], cyclo(Pro-Phe) (2) [7], cyclo(L-Pro-L-Phe) (3) [8], cyclo(Pro-Val) (4) [9], cyclo(L-Pro-L-Met) (5) [10], cyclo((S)-Pro-(R)-Ile) (6) [11], cyclo(L-Pro-L-Leu) (7) [12], N-(2-hydroxyphenyl)acetamide (8) [13], uracil (9) [13], 2-phenylacetamide (10) [14], anthranilic acid (11) [15], and S-(4-hydroxyphenyl)lactic acid (12) [16]. The growth inhibition activity against newly hatched larvae of Helicoverpa armigera Hubner was tested. Compounds 1-3, 6, 7, and 10 showed growth inhibition activity against newly hatched larvae of Helicoverpa armigera Hubner with IC 50 values ranging from 50 to 200 μg/mL. Azadirachtin was used as pos. control with the IC50 value of 25 μg/mL.

Chemistry of Natural Compounds published new progress about Antibacterial agents. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Quality Control of 2873-36-1.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Huang, Dan-Yu’s team published research in Natural Product Research in 2022 | 2873-36-1

Natural Product Research published new progress about Antimicrobial agents. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Product Details of C11H18N2O2.

Huang, Dan-Yu; Nong, Xu-Hua; Zhang, Yu-Qin; Xu, Wei; Sun, Long-Yu; Zhang, Tao; Chen, Guang-Ying; Han, Chang-Ri published the artcile< Two new 2,5-diketopiperazine derivatives from mangrove-derived endophytic fungus Nigrospora camelliae-sinensis S30>, Product Details of C11H18N2O2, the main research area is diketopiperazine derivative antimicrobial neuroprotective agent Nigrospora; Mangrove-derived fungus; Nigrospora camelliae-sinensis; antimicrobial activity; diketopiperazines; neuroprotective activity.

Two new 2,5-diketopiperazines derivatives, together with eight known analogs, were isolated from a culture broth of an endophytic fungus Nigrospora camelliae-sinensis S30, derived from mangrove Lumnitzera littorea. Their complete structures were determined by a detailed anal. of spectroscopic data and ECD calculations The antimicrobial activity and neuroprotective activity of these isolated compounds were also evaluated.

Natural Product Research published new progress about Antimicrobial agents. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Product Details of C11H18N2O2.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Yang, Yin-He’s team published research in Journal of Antibiotics in 2019-10-31 | 2873-36-1

Journal of Antibiotics published new progress about Antibacterial agents. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, SDS of cas: 2873-36-1.

Yang, Yin-He; Yang, Da-Song; Li, Guo-Hong; Pu, Xue-Juan; Mo, Ming-He; Zhao, Pei-Ji published the artcile< Antibacterial diketopiperazines from an endophytic fungus Bionectria sp. Y1085>, SDS of cas: 2873-36-1, the main research area is diketopiperazine isolation structure antibacterial activity Bionectria.

Two new diketopiperazines, 1 new polyprenol, together with 19 known compounds were obtained from the EtOAc extract of Bionectria sp. Y1085, an endophytic fungus isolated from the plant Huperzia serrata. Their structures were elucidated by extensive NMR and MS anal. Bionectin D (I) is a rare diketopiperazine with a single methylthio substitution at the α-carbon of cyclized amino acid residue. The antibacterial activity of compounds was assayed against Escherichia coli, Staphylococcus aureus, and Salmonella typhimurium ATCC 6539, and some metabolites exhibited evident antibacterial activity.

Journal of Antibiotics published new progress about Antibacterial agents. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, SDS of cas: 2873-36-1.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Chauhan, Priyanka’s team published research in Archives of Microbiology in 2022-05-31 | 2873-36-1

Archives of Microbiology published new progress about Bacillus subtilis. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Synthetic Route of 2873-36-1.

Chauhan, Priyanka; Bhattacharya, Arpita; Giri, Ved Prakash; Singh, Satyendra Pratap; Gupta, Sateesh Chandra; Verma, Pratibha; Dwivedi, Ashish; Rajput, Laxman Singh; Mishra, Aradhana published the artcile< Bacillus subtilis suppresses the charcoal rot disease by inducing defence responses and physiological attributes in soybean>, Synthetic Route of 2873-36-1, the main research area is Bacillus subtilis soybean charcoal rot disease physiol; Bacillus subtilis; Charcoal rot disease; GC–MS profiles; Macrophomina phaseolina; Secondary metabolites; Soybean.

Endophytes can induce the defense responses and modulates physiol. attributes in host plants during pathogen attacks. In the present study, 127 bacterial endophytes (BEs) were isolated from different parts of healthy soybean plant. Among them, two BEs (M-2 and M-4) resulted a significant antagonistic property against Macrophomina phaseolina, causes charcoal rot disease in soybean. The antagonistic potential was evaluated through dual culture plate assay, where M-4 expressed higher antifungal activity than M-2 against M. phaseolina. The M-4 produces cell wall degrading enzymes viz. cellulase (145.71 ± 1.34 μgmL-1), chitinase (0.168 ± 0.0009 unitmL-1) and β,1-3 endoglucanase (162.14 ± 2.5 μgmL-1), which helps in cell wall disintegration of pathogens. Addnl., M-4 also can produce siderophores, indole-3-acetic acid (IAA) (17.03 ± 1.10 μgmL-1) and had a phosphate solubilization potential (19.89 ± 0.26 μgmL-1). Further, GC-MS profiling of M-4 has been carried out to demonstrate the production of lipophilic secondary metabolites which efficiently suppress the M. phaseolina defensive compounds under co-culture conditions. Bio-efficacy study of M-4 strain shown a significant reduction in disease incidence around 60 and 80% in resistant and susceptible varieties of soybean, resp. The inoculation of M-4 potentially enhances the physiol. attributes and triggers various defense responsive enzymes viz. superoxide dismutase (SOD), phenol peroxidase (PPO), peroxidase (PO) and catalase (CAT). The histopathol. study also confirmed that M-4 can reduce the persistence of microsclerotia in root and shoot tissue. Conclusively, M-4 revealed as an efficient biocontrol agent that can uses multifaceted measures for charcoal rot disease management, by suppress the M. phaseolina infection and enhance the physiol. attributes of soybean.

Archives of Microbiology published new progress about Bacillus subtilis. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Synthetic Route of 2873-36-1.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Johnson, Shelby L’s team published research in Chemistry of Natural Compounds in 2021-05-31 | 2873-36-1

Chemistry of Natural Compounds published new progress about Homo sapiens. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, SDS of cas: 2873-36-1.

Johnson, Shelby L.; Lu, Yu; Ma, Hang; Seeram, Navindra P.; Yuan, Tao published the artcile< Compounds from Mucuna pruriens Seeds and their Neuroprotective Effects>, SDS of cas: 2873-36-1, the main research area is Mucuna seed neuroprotective effect.

Mucuna pruriens (L.) DC., belonging to the family Fabaceae and commonly known as Mucuna or velvet bean, is a medicinal plant that in nature contains levodopa. The seeds of this medicinal plant have been used traditionally to treat brain disorders associated with Parkinson’s disease (PD) in the Indian traditional system of medicine Ayurveda. His study reports the isolation and identification of eight compounds from M. pruriens Et acetate seed extract

Chemistry of Natural Compounds published new progress about Homo sapiens. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, SDS of cas: 2873-36-1.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Zhou, Peng’s team published research in Fitoterapia in 2021-04-30 | 2873-36-1

Fitoterapia published new progress about Circular dichroism. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Application of C11H18N2O2.

Zhou, Peng; Yan, Shan; Lu, Yuanyuan; Li, Xiao-Nian; Zhang, Mi; Li, Qin; Chen, Xia; Wang, Jianping; Zhu, Hucheng; Chen, Chunmei; Zhang, Yonghui published the artcile< Five new secondary metabolites from the fungus Phomopsis asparagi>, Application of C11H18N2O2, the main research area is analysis secondary metabolite Phomopsis spectroscopy Xray crystallog; A-glucosidase inhibition; Diketopiperazine; Diphenylcyclopentenone; Phomopsis asparagi.

Five new compounds, including a pair of diphenylcyclopentenone enantiomers (±)-phomopsisin A (1), a sesquiterpenoid 15-hydroxylithocarin A (2), a new diketopiperazine alkaloid prenylcyclotryprostatin A (3) and 7-hydroxy-cis-L(-)-3,6-dibenzyl-2,5-dioxopiperazine (6), along with five known compounds were isolated from the fungus Phomopsis asparagi. Their structures were elucidated on the basis of spectroscopic analyses (1D and 2D NMR), theor. electronic CD (ECD) calculation, modified Mosher method, and X-ray crystallog. The racemates of (±)-phomopsisin A showed inhibition on α-glucosidase with IC50 of 30.07 ± 0.75 μM (pos. control acarbose, 121 ± 2.7 μM).

Fitoterapia published new progress about Circular dichroism. 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Application of C11H18N2O2.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Stepien, Magdalena’s team published research in International Journal of Cancer in 2021-02-01 | 2873-36-1

International Journal of Cancer published new progress about Amino acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Recommanded Product: (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione.

Stepien, Magdalena; Keski-Rahkonen, Pekka; Kiss, Agneta; Robinot, Nivonirina; Duarte-Salles, Talita; Murphy, Neil; Perlemuter, Gabriel; Viallon, Vivian; Tjoenneland, Anne; Rostgaard-Hansen, Agnetha Linn; Dahm, Christina C.; Overvad, Kim; Boutron-Ruault, Marie-Christine; Mancini, Francesca Romana; Mahamat-Saleh, Yahya; Aleksandrova, Krasimira; Kaaks, Rudolf; Kuehn, Tilman; Trichopoulou, Antonia; Karakatsani, Anna; Panico, Salvatore; Tumino, Rosario; Palli, Domenico; Tagliabue, Giovanna; Naccarati, Alessio; Vermeulen, Roel C. H.; Bueno-de-Mesquita, Hendrik Bastiaan; Weiderpass, Elisabete; Skeie, Guri; Ramon Quiros, Jose; Ardanaz, Eva; Mokoroa, Olatz; Sala, Nuria; Sanchez, Maria-Jose; Huerta, Jose Maria; Winkvist, Anna; Harlid, Sophia; Ohlsson, Bodil; Sjoeberg, Klas; Schmidt, Julie A.; Wareham, Nick; Khaw, Kay-Tee; Ferrari, Pietro; Rothwell, Joseph A.; Gunter, Marc; Riboli, Elio; Scalbert, Augustin; Jenab, Mazda published the artcile< Metabolic perturbations prior to hepatocellular carcinoma diagnosis: Findings from a prospective observational cohort study>, Recommanded Product: (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione, the main research area is metabolic perturbation hepatocellular carcinoma diagnosis; hepatocellular carcinoma; prospective observational cohort; untargeted metabolomics.

Hepatocellular carcinoma (HCC) development entails changes in liver metabolism Current knowledge on metabolic perturbations in HCC is derived mostly from case-control designs, with sparse information from prospective cohorts. Our objective was to apply comprehensive metabolite profiling to detect metabolites whose serum concentrations are associated with HCC development, using biol. samples from within the prospective European Prospective Investigation into Cancer and Nutrition (EPIC) cohort (>520 000 participants), where we identified 129 HCC cases matched 1:1 to controls. We conducted high-resolution untargeted liquid chromatog.-mass spectrometry-based metabolomics on serum samples collected at recruitment prior to cancer diagnosis. Multivariable conditional logistic regression was applied controlling for dietary habits, alc. consumption, smoking, body size, hepatitis infection and liver dysfunction. Corrections for multiple comparisons were applied. Of 9206 mol. features detected, 220 discriminated HCC cases from controls. Detailed feature annotation revealed 92 metabolites associated with HCC risk, of which 14 were unambiguously identified using pure reference standards Pos. HCC-risk associations were observed for N1-acetylspermidine, isatin, p-hydroxyphenyllactic acid, tyrosine, sphingosine, L,L-cyclo(leucylprolyl), glycochenodeoxycholic acid, glycocholic acid and 7-methylguanine. Inverse risk associations were observed for retinol, dehydroepiandrosterone sulfate, glycerophosphocholine, γ-carboxyethyl hydroxychroman and creatine. Discernible differences for these metabolites were observed between cases and controls up to 10 years prior to diagnosis. Our observations highlight the diversity of metabolic perturbations involved in HCC development and replicate previous observations (metabolism of bile acids, amino acids and phospholipids) made in Asian and Scandinavian populations. These findings emphasize the role of metabolic pathways associated with steroid metabolism and immunity and specific dietary and environmental exposures in HCC development.

International Journal of Cancer published new progress about Amino acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 2873-36-1 belongs to class pyrazines, and the molecular formula is C11H18N2O2, Recommanded Product: (3S,8aS)-3-Isobutylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione.

Referemce:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem