Isolation, chemical structure, acute toxicity, and some physicochemical properties of territrem B' from Aspergillus terreus.
We have isolated a metabolite of territrem, designated territrem B', from the chloroform extract of a rice culture of Aspergillus terreus 23-1 by using the same isolation procedure as that for territrems A, B, and C. The present isolation procedure gave about 10 mg of territrem B' from 4 kg of rice culture per batch. Analysis of the high-resolution mass spectrum showed that the molecular composition of territrem B' is C29H34O10 (found, 542.2167; required, 542.200). Some results of physicochemical and acute tests are presented in this paper. Single-crystal X-ray diffractometry of territrem B' indicated that the three-dimensional structure of territrem B' has not changed significantly from that of territrem B except for the insertion of one oxygen atom into territrem B to make an additional pyron ring in the E ring. The tremorgenic activity of territrem B' is greatly reduced as tested by intraperitoneal injection in mice.
D000818:Animals; D001230:Aspergillus / Q000032:analysis*; D055598:Chemical Phenomena; D002621:Chemistry; D051379:Mice; D008968:Molecular Conformation; D009183:Mycotoxins / Q000302:isolation & purification* / Q000633:toxicity; D011714:Pyrans / Q000302:isolation & purification* / Q000633:toxicity
D009183:Mycotoxins; D011714:Pyrans; C040405:territrem B