Hypersampsones S-W, new polycyclic polyprenylated acylphloroglucinols from Hypericum sampsonii

被引：19
|
作者：
Tian, Wen-Jing [1 ,3 ]
Qiu, Yu-Qin [2 ]
Jin, Xiao-Jie [4 ]
Chen, Hai-Feng [1 ]
Yao, Xiao-Jun [4 ,5 ]
Dai, Yi [2 ]
Yao, Xin-Sheng [2 ,3 ]
机构：
[1] Xiamen Univ, Sch Pharmaceut Sci, Xiamen 361005, Peoples R China
[2] Jinan Univ, Inst Tradit Chinese Med & Nat Prod, Guangzhou 510632, Guangdong, Peoples R China
[3] Shenyang Pharmaceut Univ, Coll Tradit Chinese Mat Med, Shenyang 110016, Peoples R China
[4] Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China
[5] Macau Univ Sci & Technol, Macau Inst Appl Res Med & Hlth, State Key Lab Qual Res Chinese Med, Taipa, Macau, Peoples R China
来源：
RSC ADVANCES | 2016年 / 6卷 / 56期
关键词：
POLYISOPRENYLATED BENZOYLPHLOROGLUCINOL DERIVATIVES; BENZOPHENONE DERIVATIVES; SKELETON; CORES;
D O I：
10.1039/c5ra26332h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Five new polycyclic polyprenylated acylphloroglucinols (1-5) with a bicyclo[3.3.1] nonane skeleton, along with five known analogues (6-10), were isolated from the aerial parts of Hypericum sampsonii. Their structures, including the absolute configurations of 1-5, were elucidated by spectroscopic analysis, modified Mosher's method, ECD calculations and in situ dimolybdenum CD method. Besides, all the compounds were evaluated for RXR alpha transcriptional-inhibitory activities and cytotoxicity against HeLa cells.
引用
收藏
页码：50887 / 50894
页数：8
相关论文
共 36 条
  • [21] Chiral separation and absolute configurations of two pairs of racemic polyprenylated benzophenones from Hypericum sampsonii
    Tian, Wen-Jing
    Qiu, Yu-Qin
    Chen, Hai-Feng
    Jin, Xiao-Jie
    Yao, Xiao-Jun
    Dai, Yi
    Yao, Xin-Sheng
    FITOTERAPIA, 2017, 116 : 39 - 44
  • [22] Hyperhexanone A, a crucial intermediate from bicyclo[3.3.1]- to cyclohexanone monocyclic-polycyclic polyprenylated acylphloroglucinols
    Zhu, Hucheng
    Chen, Chunmei
    Yang, Jing
    Li, Dongyan
    Zhang, Jinwen
    Guo, Yi
    Wang, Jianping
    Luo, Zengwei
    Xue, Yongbo
    Zhang, Yonghui
    TETRAHEDRON, 2016, 72 (31) : 4655 - 4659
  • [23] Hypersonins A-D, Polycyclic Polyprenylated Acylphloroglucinols with a 1,2-seco-Homoadamantane Architecture from Hypericum wilsonii
    Xie, Shuangshuang
    Tan, Xiaosheng
    Liu, Yaping
    Duan, Yulin
    Chen, Gang
    Feng, Hao
    Sun, Lingjuan
    Huang, Yingying
    Guo, Yi
    Shi, Zhengyi
    Zhou, Yuan
    Qi, Changxing
    Zhang, Yonghui
    JOURNAL OF NATURAL PRODUCTS, 2020, 83 (06): : 1804 - 1809
  • [24] Polycyclic polyprenylated acylphloroglucinol derivatives from Hypericum pseudohenryi
    Sun, Haoran
    Wang, Jiajia
    Zhen, Bo
    Wang, Xue
    Suo, Xinyue
    Lin, Mingbao
    Jiang, Jiandong
    Ji, Tengfei
    PHYTOCHEMISTRY, 2021, 187
  • [25] Unusual adamantane type polyprenylated acylphloroglucinols with an oxirane unit and their structural transformation from Hypericum hookerianum
    Ye, Ye
    Yang, Xing-Wei
    Xu, Gang
    TETRAHEDRON, 2016, 72 (22) : 3057 - 3062
  • [26] 1,9-seco-Bicyclic Polyprenylated Acylphloroglucinols from Hypericum uralum
    Zhang, Jing-Jing
    Yang, Xing-Wei
    Liu, Xia
    Ma, Jun-Zeng
    Liao, Yang
    Xu, Gang
    JOURNAL OF NATURAL PRODUCTS, 2015, 78 (12): : 3075 - 3079
  • [27] Polycyclic polyprenylated acylphloroglucinol derivatives from Hypericum scabrum
    Hu, Jiawen
    Gao, Wan
    Xu, Fang
    Wei, Canjing
    Shi, Mengjiao
    Sun, Hua
    Zhen, Bo
    Wang, Jiajia
    Ji, Tengfei
    Jiang, Jiandong
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (21) : 4932 - 4936
  • [28] Hyperisampsins N and O, two new benzoylated phloroglucinol derivatives from Hypericum sampsonii
    Zhu, Hu-Cheng
    Chen, Chun-Mei
    Zhang, Jin-Wen
    Guo, Yi
    Tan, Dong-Dong
    Wei, Guang-Zheng
    Yang, Jing
    Wang, Jian-Ping
    Luo, Zeng-Wei
    Xue, Yong-Bo
    Zhang, Yong-Hui
    CHINESE CHEMICAL LETTERS, 2017, 28 (05) : 986 - 990
  • [29] Hypersubones A and B, New Polycyclic Acylphloroglucinols with Intriguing Adamantane Type Cores from Hypericum subsessile
    Liao, Yang
    Liu, Xia
    Yang, Jing
    Lao, Yuan-Zhi
    Yang, Xing-Wei
    Li, Xiao-Nian
    Zhang, Jing-Jing
    Ding, Zhi-jie
    Xu, Hong-Xi
    Xu, Gang
    ORGANIC LETTERS, 2015, 17 (05) : 1172 - 1175
  • [30] Hypseudohenrins I - K: three new polycyclic polyprenylated acylphloroglucinol derivatives from Hypericum pseudohenryi
    Sun, Hao-Ran
    Wang, Jia-Jia
    Zhen, Bo
    Wang, Xue
    Suo, Xin-Yue
    Lin, Ming-Bao
    Jiang, Jian-Dong
    Ji, Teng-Fei
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2021, 23 (06) : 536 - 544
1234