Tunçbilek Meral, Ateş-Alagöz Zeynep, Altanlar Nurten, Karayel Arzu, Ozbey Süheyla
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University, Tandoğan, Ankara, Turkey.
Bioorg Med Chem. 2009 Feb 15;17(4):1693-700. doi: 10.1016/j.bmc.2008.12.050. Epub 2008 Dec 29.
A series of 8,9-disubstituted adenines (4, 5, 8), 6-substituted aminopurines (10-13) and 9-(p-fluorobenzyl/cyclopentyl)-6-substituted aminopurines (16, 17, 19-30) have been prepared and the antimicrobial activities of these compounds against Staphylococcus aureus, methicillin-resistant S. aureus (MRSA, standard and clinical isolate), Bacillus subtilis, Escherichia coli and Candida albicans were evaluated. 6-[(N-phenylaminoethyl)amino]-9H-purine (12) which has no substitution at N-9 position and 9-cyclopentyl-6-[(4-fluorobenzyl)amino]-9H-purine (24) exhibited excellent activity against C. albicans with MIC 3.12 microg/mL. These compounds displayed better antifungal activity than that of standard oxiconazole. Furthermore, compound 22 carrying 4-chlorobenzylamino group at the 6-position of the purine moiety exhibited comparable antibacterial activity with that of the standard ciprofloxacin against both of the drug-resistant bacteria (MRSA, standard and clinical isolate).
已制备了一系列8,9-二取代腺嘌呤（4、5、8）、6-取代氨基嘌呤（10 - 13）和9-（对氟苄基/环戊基）-6-取代氨基嘌呤（16、17、19 - 30），并评估了这些化合物对金黄色葡萄球菌、耐甲氧西林金黄色葡萄球菌（MRSA，标准菌株和临床分离株）、枯草芽孢杆菌、大肠杆菌和白色念珠菌的抗菌活性。在N-9位无取代的6-[(N-苯基氨基乙基)氨基]-9H-嘌呤（12）和9-环戊基-6-[(4-氟苄基)氨基]-9H-嘌呤（24）对白色念珠菌表现出优异的活性，最低抑菌浓度（MIC）为3.12μg/mL。这些化合物显示出比标准药物奥昔康唑更好的抗真菌活性。此外，在嘌呤部分6位带有4-氯苄基氨基的化合物22对耐药细菌（MRSA，标准菌株和临床分离株）表现出与标准药物环丙沙星相当 的抗菌活性。
