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Structural revision of aspirochlorine (=antibiotic A30641), a novel epidithiopiperazine-2, 5-dione produced byaspergillus SPP.

✍ Scribed by Kanzo Sakata; Masato Maruyama; Jun Uzawa; Akira Sakurai; Helen S.M. Lu; Jon Clardy


Book ID
104228086
Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
252 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis


The structure of aspirochlorine has been revised to the novel epidithiopiperazine-2,5-dione 1 on the basis of chemical, spectroscopic, and x-ray crystallographic experiments.

Aspirochlorine (=antibiotic A30641) was isolated' over a decade ago from the fungus Aspergihs flaws.

Among its more interesting biological properties was the induction of spherical hyphal swellings in the phytopathogenic fungal genus Phytophthora. 2 Aspirochlorine was also the true antimicrobial constituent of the antibiotic oryzachlorin produced by A. oryzae. 3 Earlier chemical and spectral studies had suggested formulation 2 for aspirochlorine, but in this paper we wish to report revised structure 1 for aspirochlorine and assign its absolute stereochemistry.