Month: September 2022

To, Kenneth K. W.;Wang, Xinning;Yu, Chun Wing;Ho, Yee-Ping;Au-Yeung, Steve C. F. published 《Protein phosphatase 2A inhibition and circumvention of cisplatin cross-resistance by novel TCM-platinum anticancer agents containing demethylcantharidin》. The research results were published in《Bioorganic & Medicinal Chemistry》 in 2004.COA of Formula: C9H10O3 The article conveys some information:

Novel TCM-platinum compounds [Pt(C₈H₈O₅)(NH₂R)₂], derived from integrating demethylcantharidin, a modified component from a traditional Chinese medicine (TCM) with a platinum moiety, possess anticancer and protein phosphatase 2A (PP2A) inhibition properties. The compounds are able to circumvent cisplatin resistance by apparently targeting the DNA repair mechanism. Novel isosteric analogs [Pt(C₉H₁₀O₄)(NH₂R)₂], devoid of PP2A-inhibitory activity, were found to suffer from an enhanced DNA repair and were cross-resistant to cisplatin. The results advocate a well-defined structure-activity requirement associating the PP2A-inhibiting demethylcantharidin with the circumvention of cisplatin cross-resistance demonstrated by TCM-Pt compounds(3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) were involved in the experimental procedure.

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.COA of Formula: C9H10O3 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

COA of Formula: C9H10O3《Cantharidin analogs and their attractancy for ceratopogonid flies (Diptera: Ceratopogonidae)》 was published in 1992. The authors were Frenzel, M.;Dettner, K.;Wirth, D.;Waibel, J.;Boland, W., and the article was included in《Experientia》. The author mentioned the following in the article:

Several ceratopogonid flies are attracted to cantharidin and ingest it from both cantharidin-baits and from meloid beetles, one of the few known natural sources for cantharidin. Because meloids are absent in northern Bavaria, and certain canthariphilous flies of the genus Atrichopogon are temporarily associated with certain plants (Apiaceae, Aristolochiaceae), it was suggested that canthariphilous ceratopogonids might be generally attracted by chem. similar plant-derived compounds At first the seasonal fluctuating attractancy, sex ratio, and behavior of A. oedemerarum was studied at cantharidin baits. Synthetic cantharidin analogs exhibited an attractancy for A. oedemerarum if the exo,exo-7-oxabicyclo[2.2.1]heptane skeleton of cantharidin was associated with a 2,3-dicarboxylic anhydride or a 2,3-γ-lactone. According to the structure-activity studies, the analogs seem to fit best into the active site of the receptor if the carbonyl function of the γ-lactone is in the exo- and 2-position. This is the first report indicating that mols. other than cantharidin are attractive for canthariphilous insects. To complete the study, the researchers used (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.COA of Formula: C9H10O3 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Synthetic Route of C13H18O9《Thio-Linked UDP-Peptide Conjugates as O-GlcNAc Transferase Inhibitors》 was published in 2018. The authors were Rafie, Karim;Gorelik, Andrii;Trapannone, Riccardo;Borodkin, Vladimir S.;van Aalten, Daan M. F., and the article was included in《Bioconjugate Chemistry》. The author mentioned the following in the article:

O-GlcNAc transferase (OGT) is an essential glycosyltransferase that installs the O-GlcNAc post-translational modification on the nucleocytoplasmic proteome. We report the development of S-linked UDP-peptide conjugates as potent bisubstrate OGT inhibitors. These compounds were assembled in a modular fashion by photoinitiated thiol-ene conjugation of allyl-UDP and optimal acceptor peptides in which the acceptor serine was replaced with cysteine. The conjugate VTPVC(S-propyl-UDP)TA (K_i = 1.3 μM) inhibits the OGT activity in HeLa cell lysates. Linear fusions of this conjugate with cell penetrating peptides were explored as prototypes of cell-penetrant OGT inhibitors. A crystal structure of human OGT with the inhibitor revealed mimicry of the interactions seen in the pseudo-Michaelis complex. Furthermore, a fluorophore-tagged derivative of the inhibitor works as a high affinity probe in a fluorescence polarimetry hOGT assay. To complete the study, the researchers used (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (cas: 144490-03-9) .

(2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate(cas:144490-03-9 Synthetic Route of C13H18O9) is an isomer of 1,2,3,5-Tetra-O-acetyl β-D-Ribofuranose (T283100) which is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Chen, Yao;Ran, Xu;Zhang, Jiancun;Fu, Lei published 《Preparation of L-nucleosides with benzyl as protecting group》 in 2008. The article was appeared in 《Huaxue Yanjiu Yu Yingyong》. They have made some progress in their research.Formula: C13H18O9 The article mentions the following:

A method for the synthesis of the title compounds is reported here. 3-Benzyl-L-uridine [i.e., 1-(β-L-ribofuranosyl)-2,4(1H,3H)-Pyrimidinedione] and 6-benzyl-L-adenosine [i.e., N-(phenylmethyl)-9-β-L-ribofuranosyl-9H-purin-6-amine] were synthesized as intermediates for L-nucleoside compounds with potential antiviral activity (no data). The synthetic procedures used β-L-Ribofuranose tetraacetate as starting material. The structures were confirmed by NMR, elemental anal. and optical rotation. To complete the study, the researchers used (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (cas: 144490-03-9) .

(2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate(cas:144490-03-9 Formula: C13H18O9) is an isomer of 1,2,3,5-Tetra-O-acetyl β-D-Ribofuranose (T283100) which is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem