Protection of L-cells by thiols against the toxicity of sulfur mustard

I. G. Walker; J. F. Smith

doi:10.1139/y69-025

Protection of L-cells by thiols against the toxicity of sulfur mustard

Canadian Journal of Physiology and Pharmacology ◽

10.1139/y69-025 ◽

1969 ◽

Vol 47 (2) ◽

pp. 143-151 ◽

Cited By ~ 14

Author(s):

I. G. Walker ◽

J. F. Smith

Keyword(s):

Nitrogen Mustard ◽

Sulfur Mustard ◽

Lethal Effect ◽

Protective Mechanism ◽

Protective Activity ◽

L Cells ◽

Alkyl Derivatives ◽

Cellular Dna ◽

Derivatives Of

The lethal effect of sulfur mustard on L-cells was reduced by pretreating the cells with dithiothreitol (DTT), aminoethylisothiuronium bromide, mercaptoethylamine, and some alkyl derivatives of this compound. The disulfides of these agents were without protective activity. The protective mechanism by which DTT operated involved a simple inactivation of the sulfur mustard. This deduction was based on the finding that alkylation by mustard of cellular DNA, RNA, and protein was reduced by DTT treatment in parallel with the reduction in toxicity of the mustard. DTT at a tolerated dose of 100 mg/kg provided scant protection to mice against the nitrogen mustard HN2.

7-O-Alkyl derivatives of daunomycinone

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19840313 ◽

1984 ◽

Vol 49 (1) ◽

pp. 313-319 ◽

Cited By ~ 4

Author(s):

Věra Přikrylová ◽

Petr Sedmera ◽

Josef V. Jizba ◽

Jindřich Vokoun ◽

Helena Lipavská ◽

...

Keyword(s):

H Nmr ◽

Toluenesulfonic Acid ◽

Alkyl Derivatives ◽

Derivatives Of

Reaction of daunomycinone (I) with alcohols and p-toluenesulfonic acid produces a mixture (~3 : 1) of its (7S)- and (7R)-O-alkyl derivatives II-IX. According to the 1H NMR evidence, the alicyclic ring exists in the 9H8 conformation in (7R)-O-alkyl derivatives, on the contrary to (7S)-epimers and 7-epi-daunomycinone that adopt the 8H9 conformation.

Polarized fluorescense of alkyl derivatives of fluorescein, MitoFluo and C8-Fl, in solutions with liposomes

2020 International Conference Laser Optics (ICLO) ◽

10.1109/iclo48556.2020.9285751 ◽

2020 ◽

Author(s):

D.M. Beltukova ◽

V.P. Belik ◽

Y.N. Antonenko ◽

A.A. Bogdanov ◽

G.A. Korshunova ◽

...

Keyword(s):

Alkyl Derivatives ◽

Derivatives Of

Synthesis and reactivity of halide, hydride, and alkyl derivatives of (pentamethylcyclopentadienyl)(bisphosphine)iron(II)

Organometallics ◽

10.1021/om00115a038 ◽

1990 ◽

Vol 9 (1) ◽

pp. 260-265 ◽

Cited By ~ 20

Author(s):

Rocco A. Paciello ◽

Juan M. Manriquez ◽

John E. Bercaw

Keyword(s):

Alkyl Derivatives ◽

Derivatives Of

Cellular DNA and protein synthesis in reovirus-infected L cells

Virology ◽

10.1016/0042-6822(69)90062-2 ◽

1969 ◽

Vol 39 (2) ◽

pp. 357-360 ◽

Cited By ~ 28

Author(s):

William D. Ensminger ◽

Igor Tamm

Keyword(s):

Protein Synthesis ◽

L Cells ◽

Dna And Protein Synthesis ◽

Cellular Dna

The Synthesis of Some Aryl Nitrogen Mustard Derivatives of Estrogens

Journal of Medicinal Chemistry ◽

10.1021/jm00314a030 ◽

1967 ◽

Vol 10 (2) ◽

pp. 255-257 ◽

Cited By ~ 4

Author(s):

C. R. Walk ◽

T. C. Chou ◽

Hsi Hu. Lin

Keyword(s):

Nitrogen Mustard ◽

Derivatives Of

The Alkyl Derivatives of Halogen Phenols and their Bactericidal Action. II. Bromophenols

Journal of the American Chemical Society ◽

10.1021/ja01338a057 ◽

1933 ◽

Vol 55 (11) ◽

pp. 4657-4662 ◽

Cited By ~ 21

Author(s):

Emil Klarmann ◽

Louis W. Gates ◽

Vladimir A. Shternov ◽

Philip H. Cox

Keyword(s):

Bactericidal Action ◽

Alkyl Derivatives ◽

Derivatives Of

570. Compounds of potential pharmacological interest. Part IV. Aryl and alkyl derivatives of 1-aminoindane

Journal of the Chemical Society (Resumed) ◽

10.1039/jr9560002928 ◽

1956 ◽

pp. 2928 ◽

Cited By ~ 8

Author(s):

J. A. Barltrop ◽

R. M. Acheson ◽

P. G. Philpott ◽

K. E. MacPhee ◽

J. S. Hunt

Keyword(s):

Alkyl Derivatives ◽

Pharmacological Interest ◽

Derivatives Of

Studies on Carcinostatic Substances. XXXIII. Preparation of Derivatives of Nitrogen Mustard of Strongly Basic Character.

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.9.343 ◽

1961 ◽

Vol 9 (5) ◽

pp. 343-351

Author(s):

Isao AIKO

Keyword(s):

Nitrogen Mustard ◽

Basic Character ◽

Derivatives Of

Biosynthesis and urinary excretion of methyl sulfonium derivatives of the sulfur mustard analog, 2‐chloroethyl ethyl sulfide, and other thioethers

The FASEB Journal ◽

10.1096/fasebj.4.15.2253846 ◽

1990 ◽

Vol 4 (15) ◽

pp. 3329-3333 ◽

Cited By ~ 19

Author(s):

Ned M. Mozier ◽

Jerald L. Hoffman

Keyword(s):

Urinary Excretion ◽

Sulfur Mustard ◽

Derivatives Of

CHEMISTRY AND SYNTHESIS OF SOME DIHYDRO-2H-l,4-BENZOTHIAZINE DERIVATIVES

Canadian Journal of Chemistry ◽

10.1139/v66-186 ◽

1966 ◽

Vol 44 (11) ◽

pp. 1247-1258 ◽

Cited By ~ 15

Author(s):

Raj Nandan Prasad ◽

Karin Tietje

Keyword(s):

Alkyl Halides ◽

Reduction Product ◽

Alkyl Derivatives ◽

Reaction Proceeds ◽

Thiazine Ring ◽

Derivatives Of ◽

Compound Xviii ◽

Acyl Derivatives

The formation of 3-oxo-3,4-dihydro-2H-1,4-benzothiazine (IIIa) by cyclization of alkyl 2-haloacetamidophenyl sulfides (I) was investigated; it is proposed that the reaction proceeds via a six-membered sulfonium halide. The preparation of 4-alkyl derivatives of IIIa and of 4-alkyl and 4-acyl derivatives of its reduction product 3,4-dihydro-2H-1,4-benzothiazine (Va) is described. Acylation of Va was shown to proceed without opening of the thiazine ring. Preparation of the O-benzoyl, N-benzoyl, and O,N-dibenzoyl derivatives of 2-(β-hydroxyethyl-mercapto)aniline (VIII) has permitted clarification of the confusion in the literature with respect to the derivatives of Va and VIII. Compound XVIII, the 1,1-dioxide of IIIa, undergoes C-alkylation at the 2-position when treated with alkyl halides, rather than O-alkylation as previously suggested.