Otaka A, Tamamura H, Terakawa Y, Masuda M, Koide T, Murakami T, Nakashima H, Matsuzaki K, Miyajima K, Ibuka T
Faculty of Phamaceutical Sciences, Kyoto University, Japan.
Biol Pharm Bull. 1994 Dec;17(12):1669-72. doi: 10.1248/bpb.17.1669.
T22 ([Tyr5,12, Lys7]-polyphemusin II) was found to exhibit strong anti-human immunodeficiency virus (HIV) activity and exert its effects on a virus-cell fusion process. In the present study, the all-D enantiomer of T22 and its related compounds were synthesized to examine the molecular parameters required for the interaction of T22 with membrane components of cells or viruses in order to exert this anti-HIV activity. The anti-HIV activity of these analogs was investigated in comparison with their membrane permeability with aspect to large unilamellar vesicles (LUVs). The all-D enantiomer of T22 exhibited a 20-fold lower anti-HIV activity compared with T22, whereas they both showed the same membrane permeability. No positive correlation between anti-HIV activity and membrane permeability was observed. These results suggest that the anti-HIV activity of T22 is mediated through the interaction with chiral component(s) of the cell or virus.
T22（[酪氨酸5,12，赖氨酸7] - 海胆精蛋白II）被发现具有很强的抗人类免疫缺陷病毒（HIV）活性，并对病毒 - 细胞融合过程产生作用。在本研究中，合成了T22的全D型对映体及其相关化合物，以研究T22与细胞或病毒膜成分相互作用从而发挥这种抗HIV活性所需的分子参数。与它们对大单层囊泡（LUVs）的膜通透性相比，研究了这些类似物的抗HIV活性。T22的全D型对映体与T22相比，抗HIV活性低20倍，而它们的膜通透性相同。未观察到抗HIV活性与膜通透性之间的正相关。这些结果表明，T22的抗HIV活性是通过与细胞或病毒的手性成分相互作用介导的。
