Two new steroidal compounds from starfish Asterias amurensis Lutken

被引:16
|
作者
Liu, Hong-Wei [1 ,2 ]
Li, Jian-Kuan [3 ,4 ]
Zhang, Da-Wei [4 ,5 ]
Zhang, Jing-Chao [6 ]
Wang, Nai-Li [4 ,5 ]
Cai, Guo-Ping [2 ]
Yao, Xin-Sheng [4 ,5 ]
机构
[1] Capital Med Univ, Sch Chem Biol & Pharmaceut Sci, Beijing 100069, Peoples R China
[2] Tsinghua Univ, Grad Sch Shenzhen, Div Life Sci, Shenzhen 518057, Peoples R China
[3] Shanxi Med Univ, Sch Pharmaceut Sci, Taiyuan 030001, Peoples R China
[4] Shenyang Pharmaceut Univ, Dept Nat Product Chem, Shenyang 110016, Peoples R China
[5] Tsinghua Univ Shenzhen, Key Iab Res & Dev Tradit Chinese Med & Nat Prod, Res Inst, Shenzhen 518057, Peoples R China
[6] Hebei Univ, Coll Chem Envirom Sci, Baoding 071002, Peoples R China
基金
中国博士后科学基金;
关键词
starfish; Asteria amurensis; steroid; UMR106 cell proliferation;
D O I
10.1080/10286020801966674
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Two new sulfated steroidal compounds (1 and 2), along with three known steroidal saponins (3, 4, and 5) were isolated from the starfish Asterias amurensis Lutken. The structures of new compounds were elucidated as 3 beta-O-sulfated-cholest-5-ene-7 alpha-ol (1) and (E) 25-O-beta-D-xylopyranosyl-26, 27-dinor-24(S)-methyl-22-ene-15 alpha-O-sulfated-5 alpha-cholest-3 beta,6 alpha-ol (2) by extensive NMR experiments and chemical evidence. Their effects on UMR106 cell proliferation were screened by MTT method. The results indicated that compounds 2 and 2a (0.01-100 mu M) significantly promoted the osteoblastic proliferation. The initial structure activity relationship analysis suggests that the sugar moiety is the necessary group for the activity.
引用
收藏
页码:521 / 529
页数:9
相关论文
共 50 条
  • [41] Steroidal monoglycosides from the Far Eastern starfish Hippasteria kurilensis and hypothetic pathways of polyhydroxysteroid biosynthesis in starfish
    Kicha, Alla A.
    Ivanchina, Natalia V.
    Kalinovsky, Anatoly I.
    Dmitrenok, Pavel S.
    Stonik, Valentin A.
    STEROIDS, 2009, 74 (02) : 238 - 244
  • [42] Bioactive Steroidal Sulfates from the Ambulakrums of the Pacific Starfish Lysastrosoma anthosticta
    Levina, Eleonora V.
    Kalinovsky, Anatoly I.
    Dmitrenok, Pavel S.
    Aminin, Dmitry L.
    NATURAL PRODUCT COMMUNICATIONS, 2009, 4 (08) : 1041 - 1046
  • [43] Two New Asterosaponins from the Far Eastern Starfish Lethasterias fusca
    Ivanchina, Natalia V.
    Kalinovsky, Anatoly I.
    Kicha, Alla A.
    Malyarenko, Timofey V.
    Dmitrenok, Pavel S.
    Ermakova, Svetlana P.
    Stonik, Valentin A.
    NATURAL PRODUCT COMMUNICATIONS, 2012, 7 (07) : 853 - 858
  • [44] Chemical and structural characterization of α-N-acetylgalactosaminidase I and II from starfish, asterina amurensis
    Rashid, Md. Harun-Or
    Sadik, Golam
    Alam, A. H. M. Khurshid
    Tanaka, Toshihisa
    BMC BIOCHEMISTRY, 2017, 18
  • [45] Minor Steroidal Triglycoside Planciside D from the Tropical Starfish Acanthaster planci
    Kicha, A. A.
    Kalinovskii, A. I.
    Ivanchina, N. V.
    Malyarenko, T. V.
    Popov, R. S.
    Long, F. K.
    Hung, N. A.
    CHEMISTRY OF NATURAL COMPOUNDS, 2014, 50 (06) : 1032 - 1036
  • [46] Minor steroidal glycosides from the far-east starfish Aphelasterias japonica
    R. S. Popov
    N. V. Ivanchina
    A. A. Kicha
    T. B. Malyarenko
    A. I. Kalinovskii
    P. S. Dmitrenok
    Chemistry of Natural Compounds, 2013, 49 : 286 - 290
  • [47] Minor steroidal glycosides from the far-east starfish Aphelasterias japonica
    Popov, R. S.
    Ivanchina, N. V.
    Kicha, A. A.
    Malyarenko, T. B.
    Kalinovskii, A. I.
    Dmitrenok, P. S.
    CHEMISTRY OF NATURAL COMPOUNDS, 2013, 49 (02) : 286 - 290
  • [48] Two New Steroid Glycosides from the Far East Starfish Hippasteria kurilensis
    Kicha, A. A.
    Ivanchina, N. V.
    Kalinovsky, A. I.
    Dmitrenok, P. S.
    Smirnov, A. V.
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2009, 35 (04) : 504 - 509
  • [49] Two new steroid glycosides from the Far East starfish Hippasteria kurilensis
    A. A. Kicha
    N. V. Ivanchina
    A. I. Kalinovsky
    P. S. Dmitrenok
    A. V. Smirnov
    Russian Journal of Bioorganic Chemistry, 2009, 35 : 504 - 509
  • [50] Two New Steroidal Monoglycosides, Anthenosides A1 and A2, and Revision of the Structure of Known Anthenoside A with Unusual Monosaccharide Residue from the Starfish Anthenea aspera
    Malyarenko, Timofey V.
    Ivanchina, Natalia V.
    Malyarenko, Olesya S.
    Kalinovsky, Anatoly I.
    Dmitrenok, Pavel S.
    Evtushenko, Evgeny V.
    Minh, Chau Van
    Kicha, Alla A.
    MOLECULES, 2018, 23 (05):