Numao N, Iwahori A, Hirota Y, Sasatsu M, Kondo I, Onimura K, Sampe R, Yamane S, Itoh S, Katoh T, Kobayashi S
Sagami Chemical Research Center, Kanagawa, Japan.
Biol Pharm Bull. 1997 Jul;20(7):800-4. doi: 10.1248/bpb.20.800.
Based on the antibacterial activity of 9-phenylnonylamine (pC9a) against Escherichia coli (ATCC29522) and Staphylococcus aureus (ATCC25923), we have further tested the inhibitory ability of the growth of the bacteria by (+/-)1-(4-aminobutyl)-6-benzylindane (PM2) and (+/-)1-benzyl-6-(4-aminobutyl) indane (PM3), that is, two kinds of 1,6-disubstituted indanes. In an in vitro assay, they showed almost the same antibacterial activities against the bacteria as pC9a, as well as that of magainin 2 analogs (i.e., the peptides MSI-78 and 87-ISM), except in the case of 87-ISM against S. aureus. At the MIC (minimum inhibitory concentration) values, however, their killing rate of E. coli is actually quicker than pC9a. This indicates that an indane scaffold, used as a template to mimic a part of the alpha-helical structure of magainin 2, can accelerate the killing rate. At present, however, it is unknown whether either the hydrophobicity or the alpha-helical structure, or both, of the indane scaffold is involved in accelerating the rate. Moreover, these two indanes also showed stronger antibacterial activity against two strains of Helicobacter pylori (ATCC43526, ATCC43579) than either pC9a or magainin 2 related peptides.
基于9-苯基壬胺（pC9a）对大肠杆菌（ATCC29522）和金黄色葡萄球菌（ATCC25923）的抗菌活性，我们进一步测试了（±）1-（4-氨基丁基）-6-苄基茚满（PM2）和（±）1-苄基-6-（4-氨基丁基）茚满（PM3），即两种1,6-二取代茚满对细菌生长的抑制能力。在体外试验中，它们对这些细菌显示出与pC9a几乎相同的抗菌活性，以及与马盖宁2类似物（即肽MSI-78和87-ISM）相同的抗菌活性，但87-ISM对金黄色葡萄球菌的情况除外。然而，在最低抑菌浓度（MIC）值时，它们对大肠杆菌的杀灭率实际上比pC9a更快。这表明用作模拟马盖宁2α-螺旋结构一部分的模板的茚满支架可以加快杀灭率。然而，目前尚不清楚茚满支架的疏水性或α-螺旋结构，或两者是否参与了加快杀灭率的过程。此外，这两种茚满对两株幽门螺杆菌（ATCC43526、ATCC43579）也显示出比pC9a或马盖宁2相关肽更强的抗菌活性。
