Fujimoto H, Sumino M, Nagano J, Natori H, Okuyama E, Yamazaki M
Faculty of Pharmaceutical Sciences, Chiba University, Japan.
Chem Pharm Bull (Tokyo). 1999 Jan;47(1):71-6. doi: 10.1248/cpb.47.71.
Three new 2-pyrones (2H-pyran-2-ones) called multiforisins G (3), H (1), and I (4), and a known hexaketide sordarial (2) have been isolated from an Ascomycete Gelasinospora heterospora. Among them, 1, 2, and 3 have been proved to be the immunosuppressive components of the fungus. Compounds 1, 3, and 4 have also been isolated from G. multiforis together with multiforisin A (5), which was formerly isolated from this fungus as its main immunosuppressive feature, and 1-5 have also been isolated from G. longispora. The absolute stereostructure of 2, which was not previously certain, has finally been determined to be (3'R,4'S). It has been found that the multiforisins 1, 3, and 5 in which one of the two substituents at positions 3 and 5 is a hydroxymethyl group and the other is a formyl or an acetoxymethyl group, show high immunosuppressive activity; the immunosuppressive activity of 3 does not seem to be due to inhibition of interleukin 2 (IL-2) production.
从子囊菌异形胶孢霉（Gelasinospora heterospora）中分离出了三种新的2-吡喃酮（2H-吡喃-2-酮），分别命名为多弗菌素G（3）、H（1）和I（4），以及一种已知的六酮类索德菌素（2）。其中，1、2和3已被证明是该真菌的免疫抑制成分。化合物1、3和4还与多弗菌素A（5）一起从多弗胶孢霉（G. multiforis）中分离得到，多弗菌素A（5）以前从该真菌中分离出来时被视为其主要免疫抑制特性，并且1-5也从长孢胶孢霉（G. longispora）中分离得到。之前不确定的2的绝对立体结构最终确定为(3'R,4'S)。已发现，在3和5位上两个取代基之一为羟甲基且另一个为甲酰基或乙酰氧基甲基的多弗菌素1、3和5表现出高免疫抑制活性；3的免疫抑制活性似乎不是由于抑制白细胞介素2（IL-2）的产生。
