Moustafa Ahmed H, Said Said A, Haikal Abd-El Fattah Z, Abu-El-Halawa Rajab, Abd-El Kader Rimaa T
a Department of Chemistry, Faculty of Science , Zagazig University , Zagazig , Egypt.
Nucleosides Nucleotides Nucleic Acids. 2014;33(3):111-28. doi: 10.1080/15257770.2014.880473.
Hydroquinoline acyclonucleosides 2, 4, 6a,b, 8a,b, 9a,b, and their corresponding N-alkyl derivatives (10-12) were obtained by the reaction of 1a,b with acetoxybutylbromide, (2-acetoxyethoxy)methyl bromide, 3-chloropropanol, 1,3-dichloro-2-propanol, epichlorohydrin, propargyl/allyl bromides in the presence of K(2)CO(3) in dry dimethylformamide (DMF). In a similar manner, reaction of 1a,b with glycosyl/galactosyl and lactosyl bromide afforded the corresponding N-nucloside derivatives 13a,b, 15a,b, and 17, respectively. Deacetylation of the N-nucleosides derivatives in the presence of Et(3)N/MeOH and few drops of water gave the deprotected derivatives 3, 5, 7a,b, 14a,b, 16a,b, and 18 in good yields, respectively. All the newly synthesized compounds are elucidated by infrared, (1)H, (13)C NMR and elemental analyses. Some of these compounds were screened for antimicrobial activities.
通过1a,b与乙酰氧基丁基溴、（2-乙酰氧基乙氧基）甲基溴、3-氯丙醇、1,3-二氯-2-丙醇、环氧氯丙烷、炔丙基/烯丙基溴在碳酸钾存在下于干燥二甲基甲酰胺（DMF）中反应，得到了氢喹啉无环核苷2、4、6a,b、8a,b、9a,b及其相应的N-烷基衍生物（10-12）。以类似方式，1a,b与糖基/半乳糖基及乳糖基溴反应分别得到了相应的N-核苷衍生物13a,b、15a,b和17。在三乙胺/甲醇和几滴水中对N-核苷衍生物进行脱乙酰化反应，分别以良好产率得到了脱保护衍生物3、5、7a,b、14a,b、16a,b和18。所有新合成的化合物均通过红外光谱、1H、13C核磁共振和元素分析进行了表征。对其中一些化合物进行了抗菌活性筛选。
