TY - JOUR
T1 - Sporidesmins. Part XII. Isolation and structure of sporidesmin G, a naturally-occurring 3,6-epitetrathiopiperazine-2,5-dione
AU - Francis, E.
AU - Rahman, R.
AU - Safe, S.
AU - Taylor, A.
N1 - Copyright:
Copyright 2007 Elsevier B.V., All rights reserved.
PY - 1972
Y1 - 1972
N2 - When the tail fractions from chromatograms of sporidesmin E(I; n = 3) were rechromatographed, a new crystalline metabolite of Pithomyces chartarum was isolated with molecular formula C18H20ClN 3O6S4. The new compound, named, sporidesmin G (I; n = 4), gave sporidesmin (I; n = 2) on irradiation or treatment with triphenylphosphine, and sporidesmin D (V) after reduction and methylation. It was shown that the model compound, 1,4-dimethyl-3,6-epidithiopiperazine-2,5- dione, gave the cyclic tetrasulphide on treatment with dihydrogen disulphide. Similarly, sporidesmin and sporidesmin E when treated with dihydrogen disulphide gave the new metabolite.
AB - When the tail fractions from chromatograms of sporidesmin E(I; n = 3) were rechromatographed, a new crystalline metabolite of Pithomyces chartarum was isolated with molecular formula C18H20ClN 3O6S4. The new compound, named, sporidesmin G (I; n = 4), gave sporidesmin (I; n = 2) on irradiation or treatment with triphenylphosphine, and sporidesmin D (V) after reduction and methylation. It was shown that the model compound, 1,4-dimethyl-3,6-epidithiopiperazine-2,5- dione, gave the cyclic tetrasulphide on treatment with dihydrogen disulphide. Similarly, sporidesmin and sporidesmin E when treated with dihydrogen disulphide gave the new metabolite.
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U2 - 10.1039/P19720000470
DO - 10.1039/P19720000470
M3 - Article
C2 - 5066071
AN - SCOPUS:0015267713
SN - 1470-4358
SP - 470
EP - 472
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
ER -