Soejima Y, Hashiguchi A, Izumiya N
Laboratory of Biochemistry, Faculty of Engineering, Kyushu Sangyo University, Fukuoka, Japan.
Biosci Biotechnol Biochem. 1994 May;58(5):826-9. doi: 10.1271/bbb.58.826.
A gramicidin S analog ([Orn1,1']GS.4HCl) containing L-ornithine in place of L-valine at the 1,1' positions was synthesized by the conventional solution method in order to examine whether this analog had antibacterial activity toward Gram-negative bacteria. In the synthesis of [Orn1,1']GS.4HCl, two intermediate analogs ([Orn1,1', Orn(For)2,2']GS.2HCl and [Orn(Z)1,1']GS.2HCl) were obtained. [Orn1,1']GS.4HCl and [Orn1,1', Orn(For)2,2']GS.2HCl showed no activity toward either Gram-negative or Gram-positive bacteria, whereas [Orn(Z)1,1']GS.2HCl showed appreciable activity toward only Gram-positive bacteria.
合成了一种短杆菌肽S类似物（[Orn1,1']GS.4HCl），其在1,1'位用L-鸟氨酸取代了L-缬氨酸，采用传统溶液法合成该类似物是为了检测其对革兰氏阴性菌是否具有抗菌活性。在[Orn1,1']GS.4HCl的合成过程中，得到了两种中间类似物（[Orn1,1', Orn(For)2,2']GS.2HCl和[Orn(Z)1,1']GS.2HCl）。[Orn1,1']GS.4HCl和[Orn1,1', Orn(For)2,2']GS.2HCl对革兰氏阴性菌和革兰氏阳性菌均无活性，而[Orn(Z)1,1']GS.2HCl仅对革兰氏阳性菌表现出明显活性。
