2-Carbethoxymethyl-4H-3,1-benzoxazin-4-one. 4. Reaction with anilines

In a solution of DMF, 2-carbethoxymethyl-4H-3,1-benzoxazin-4-one reacts with primarily aromatic amines basically with the formation of the corresponding 2-carbethoxymetlzyl-3-arylquinazolin-4(3H)-ones. Possible mechanisms of these chemical transformations are reported and discussed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 225–228, February, 1994. Original article submitted June 28, 1993.     

Electron-impact mass spectra of natural phenylethanoids

The electron-impact mass spectra of a number of phenylpropanoids and iridoid glycosides containing a phenylethanoid fragment in their structure have been studied. This has revealed features of the formation of fragments of 4-hydroxyphenylethyl and 3,4-dihydroxyphenylethyl alcohols and also of fragments of phenylethylamine and indolylethylamine derivatives present in the structures of the compounds investigated.     

Isolation of phospholipase A2 from the venom of the green toadBufo viridis

Phospholipase A₂ has been isolated fromthe venom of he Central Asian green toad Bufo viridis in the electroophoretically homogeneous state for the first time by biospecific absorption chromatography. The affinity sorbent used was Affi-Gel 10 with covalently bound phosphatidylserine (PDS). The chemical inertness of the bound PDS to the hydrolytic action of phospholipase A2 and its high tendency to form biospecific complexes have been shown. Some biochemical characteristics of the enzyme isolated have been studied: influence of the pH and of the Ca²⁺ concentration and dependence of activity on substrate concentration.A. S. Sadykov Institute of Bioorganic Chemistry, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax 627071. Tashkent State University, fax 462472. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 105–109, January–February, 1994.     

An investigation of the membranotropic properties of the plant toxin thionin isolated fromPyrularia pubera

It has been shown by the ESR of spin probes that thionin initially interacts with with negatively charged membranes electrostatically and then passes into the membranes to a depth comparable with the length of the hydrophobic sections of the protein loops.Institute of Bioorganic Chemistry, Academy of Sciences of the Republic of Uzbekistan, Tashkent. Brigham Young University, Provo, Utah, USA. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 594–597, July–August, 1993.     

Nitrostyrene Derivatives of Adenosine 5′-Glutarates Modified with an Alkyl Spacer and their inhibitory activity on epidermal growth factor receptor protein tyrosine kinase

β-Nitrostyrene derivatives of adenosine 5′-glutarates are potent and selective bisubstrate-type inhibitors of the epidermal growth factor receptor protein tyrosine kinase (EGF-R PTK). In an attempt to improve the inhibitory activity, this type of compounds was modified with alkyl spacers of varying length between the nitrostyrene and the glutaryl units. The spacers consisted of 1, 3, 4, and 5 atoms to give compounds of the benzyl, oxyethyl, oxypropyl, and oxybutyl series, respectively (Schemes 1 and 2). Adenosine 5′-esters were prepared in the benzyl and oxypropyl series only. Compared to the compounds in the parent series without spacer (IC₅₀ = 0.7–12 μM ), most of the modified compounds inhibited the EGF-R PTK only marginally or were inactive (IC₅₀ ≥ 100 μM ). The only exceptions were the free acids 19 and 20 with IC₅₀ values of ca. 5 μM . It is noteworthy that esterification of these two hydrogen glutarates with either MeOH or adenosine yielded inactive compounds, which is in contrast to the corresponding substances without spacers.