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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 4, Number 2
BKCSDE 4(2)
February 20, 1983 

 
Title
Synthesis of Nucleophilic Adducts of Thiols (Ⅳ). Addition of Glutathione to β-Nitrostyrene Derivatives
Author
Tae-Rin Kim, Sung-Yong Choi, Won-Sik Choi
Keywords
Abstract
The addition products of glutathione to β -nitrostyrene derivatives were synthesized. β -Nitrostyrene (1a), p-methyl-β-nitrostyrene (1b), 3,4,5-trimethoxy-β-nitrostyrene (1c), o-, m- and p-chloro-β-nitrostyrene (1e, 1f, 1g) and o-, m- and p-methoxy-β-nitrostyrene (1h, 1i, 1j) undergo addition reactions with glutathione to form S-(2-nitro-1-phenylethyl)-L-glutathione (5a), S-[2-nitro-1-(p-methyl)phenylethyl]-L-glutatione (5b), S-[2-nitro-1-(3', 4', 5'-trimethoxy)phenylethyl]-L-glutathione (5c), S-[2-nitro-1-(o-chloro)phenylethyl]-L-glutathione (5e), S-[2-nitro-1-(m-choro)phenylethyl]-L-glutathione (5f), S-[2-nitro-1-(p-chloro)phenylethyl]-L-glutathione (5g), S-[2-nitro-x-(o-methoxy)-phenylethyl]-L-glutathion e(5h), S-[2-nitro-x-(m-methoxy)phenylethyl]-L-glutathion e (5i), and S-[2-nitro-1-(p-methoxy)phenylethy])-L-glutathione (5j), respectively. The structure of adducts were identified by UV and IR-spectra, molecular weight measurement, and elemental analysis.
Page
92 - 95
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