Synthesis and biological evaluation of new peroxo-bridged diosgenin derivatives  

作　　者：tian-xin xie fu-hao chu wen-qiang yan bing xu jing chen rui zhao yu-zhong zhang peng-long wang hai-min lei Tian-xin Xiea, Fu-hao Chua, Wen-qiang Yana, Bing Xua, Jing Chenb, Rui Zhaoa, Yu-zhong Zhangc, Peng-long Wanga, Hai-min Leia,(a School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing 100102, China; b .School of Education, Tibetan Traditional Medical College, Lhasa 850000, China ;c .Department of Pathology, Beijing University of Chinese Medicine, Beijing 100102, Chin)

机构地区：[1]school of chinese materia medica,beijing university of chinese medicine,Beijing 100102,China [2]school of education,tibetan traditional medical college,lhasa 850000,china [3]department of pathology,beijing university of chinese medicine,Beijing 100102,China

出　　处：《Chinese Herbal Medicines》2018年第1期54-58,共5页中草药（英文版）

基　　金：Beijing Key Laboratory for Basic and Development Research on Chinese Medicine,(Beijing,100102);National Science and Technology Major Projects for "Major New Drugs Innovation and Development (No.2009ZX09103-356);the Innovation Team Project Foundation of Beijing University of Chinese Medicine (Lead Compound Discovering and Developing Innovation Team Project Foundation,2011-CXTD-15)

摘　　要：Objective： In order to find lead compound with anti-HBV activity from peroxo-bridged diosgenin deriva- tives obtained with Eosin Y as the photosensitizer. Method： Eosin Y was used as the photosensitizer to activate the oxygen in the air to synthesize novel diosgenin derivatives with peroxo-bridge. The structures of synthesized compounds were identified by NMR and HR-MS. Their cytotoxicity and antihepatitis B activity were evaluated via MTS assay and ELISA method, respectively. Results： Six diosgenin derivatives were synthesized, three of which contained peroxo-bridge, and their structures were confirmed by spectroscopy. It showed that 5a,8a-peroxo-6-alkenyl-diosgenin （7） could suppress the production of HBsAg on transfected HepG2.2.15 cells at low-toxic concentration and the in- hibition rate on HepG2.2.15 cells was 18.28% at 12.50 μg/mL, better than that of 3TC （7.30% at 12.50 μg/mL） and others. Conclusion： Due to its lower cytotoxicity and potential anti-hepatitis B activity, compound 7 could be developed as the promising candidate of anti-hepatitis B drug. It also indicated that the peroxo-bridged derivatives had potential biological values for developing clinical agents.Objective： In order to find lead compound with anti-HBV activity from peroxo-bridged diosgenin deriva- tives obtained with Eosin Y as the photosensitizer. Method： Eosin Y was used as the photosensitizer to activate the oxygen in the air to synthesize novel diosgenin derivatives with peroxo-bridge. The structures of synthesized compounds were identified by NMR and HR-MS. Their cytotoxicity and antihepatitis B activity were evaluated via MTS assay and ELISA method, respectively. Results： Six diosgenin derivatives were synthesized, three of which contained peroxo-bridge, and their structures were confirmed by spectroscopy. It showed that 5a,8a-peroxo-6-alkenyl-diosgenin （7） could suppress the production of HBsAg on transfected HepG2.2.15 cells at low-toxic concentration and the in- hibition rate on HepG2.2.15 cells was 18.28% at 12.50 μg/mL, better than that of 3TC （7.30% at 12.50 μg/mL） and others. Conclusion： Due to its lower cytotoxicity and potential anti-hepatitis B activity, compound 7 could be developed as the promising candidate of anti-hepatitis B drug. It also indicated that the peroxo-bridged derivatives had potential biological values for developing clinical agents.

关 键 词：anti-hepatitis B DIOSGENIN Eosin Y Peroxo-bridged derivatives 

分 类 号：R284[医药卫生—中药学] R285[医药卫生—中医学]