35 Emericella heterothallicaの産生する新規エピポリチオジオキソピペラジン誘導体およびその関連化合物(口頭発表の部)  [in Japanese] 35 NOVEL EPIPOLYTHIODIOXOPIPERAZINE DERIVATIVES AND THEIR RELATED COMPOUNDS FROM EMERICELLA HETEROTHALLICA  [in Japanese]

Emericella heterothallica is a typical heterothallic fungus. From the mycelial extract of E. heterothallica, strain ATCC 16847 (mating type A), novel epidithiodioxopiperazines, emethallicin A (1) as the major metabolite, and emethallicins E (5) and F (6) as the minor components, were isolated along with ergosterol. On the other hand, novel epitetrathiodioxopiperazines, emethallicins B (2) and C (3), and an epitrithiodioxopiperazine, emethallicin D (4), were isolated from the mycelial extract of E. heterothallica, strain ATCC 16824 (mating type a). The structures of 1-6 were determined on the basis of the spectroscopic and chemical investigation of themselves and their derivatives. It is interesting that dibenzyldioxopiperazine derivatives (13-18) were also isolated from the extract of the culture filtrate of the above two strains. Emethallicins A-F (1-6) have the same basic skeleton as apoaranotin (9), aranotin (12), or their related novel basic skeleton. Emethallicins are the first exaples of isolation of mandelic acid, as a free acid and/or its ester, from fungi. Emethallicins A-F (1-6) have the potent inhibitory activity against compound 48/80-induced histamine release from mast cells, and are also 5-lipoxygenase inhibitors.