Ahn Seong Ae, Hyun Myung Ho
Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, Busan, Republic of Korea.
Chirality. 2015 Mar;27(3):268-73. doi: 10.1002/chir.22424. Epub 2015 Jan 27.
Valacyclovir, a potential prodrug for the treatment of patients with herpes simplex and herpes zoster, and its analogs were resolved on two chiral stationary phases (CSPs) based on (3,3'-diphenyl-1,1'-binaphthyl)-20-crown-6 covalently bonded to silica gel. In order to find out an appropriate mobile phase condition, various mobile phases consisting of various organic modifiers in water containing various acidic modifiers were applied to the resolution of valacyclovir and its analogs. When 30% acetonitrile in water containing any of 0.05 M, 0.10 M, or 0.15 M perchloric acid was used as a mobile phase, valacyclovir and its analogs were resolved quite well on the two CSPs with the separation factors (α) in the range of 2.49 ~ 6.35 and resolutions (RS ) in the range of 2.95 ~ 12.21. Between the two CSPs, the CSP containing residual silanol protecting n-octyl groups on the silica surface was found to be better than the CSP containing residual silanol groups.
伐昔洛韦是一种用于治疗单纯疱疹和带状疱疹患者的潜在前体药物，其类似物在基于共价键合到硅胶上的(3,3'-二苯基-1,1'-联萘基)-20-冠-6的两种手性固定相（CSP）上进行拆分。为了找出合适的流动相条件，将由含有各种酸性改性剂的水中的各种有机改性剂组成的各种流动相应用于伐昔洛韦及其类似物的拆分。当含有0.05 M、0.10 M或0.15 M高氯酸的水中30%乙腈用作流动相时，伐昔洛韦及其类似物在两种CSP上拆分效果良好，分离因子（α）在2.49至6.35范围内，分离度（Rs）在2.95至12.21范围内。在两种CSP之间，发现硅胶表面含有残留硅烷醇保护正辛基的CSP比含有残留硅烷醇基团的CSP更好。
