Symbiopolyol, a VCAM-1 Inhibitor from a Symbiotic Dinoflagellate of the Jellyfish Mastigias papna

被引:25
|
作者
Hanif, Novriyandi [1 ]
Ohno, Osamu [1 ]
Kitamura, Makoto [1 ]
Yamada, Kaoru [1 ]
Uemura, Daisuke [1 ]
机构
[1] Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
来源
JOURNAL OF NATURAL PRODUCTS | 2010年 / 73卷 / 07期
关键词
MARINE DINOFLAGELLATE; CONFIGURATION ANALYSIS; CHEMICAL-STRUCTURES; AMPHIDINOL; HALICHLORINE; ANTIFUNGAL; EXPRESSION;
D O I
10.1021/np100221k
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
A super-carbon-chain compound, symbiopolyol (1a), was isolated from a symbiotic dinoflagellate of the jellyfish Mastigias papua. Although a direct comparison between symbiopolyol (1a) and lineshuiol B has not been completed, symbiopolyol (1a) is suggested to be the enantiomer of lingshuiol B. The structure of la, including its partial relative configuration, was elucidated on the basis of interpretation of spectroscopic data and chemical transformations. This compound exhibited significant inhibitory activity against the expression of VCAM-1 in human umbilical vein endothelial cells (HUVEC).
引用
收藏
页码:1318 / 1322
页数:5
相关论文
共 50 条
  • [1] Total synthesis of (+)-halichlorine: An inhibitor of VCAM-1 expression
    Trauner, D
    Schwarz, JB
    Danishefsky, SJ
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1999, 38 (23) : 3542 - 3545
  • [2] Absolute stereochemistry of halichlorine; A potent inhibitor of VCAM-1 induction
    Arimoto, H
    Hayakawa, I
    Kuramoto, M
    Uemura, D
    TETRAHEDRON LETTERS, 1998, 39 (08) : 861 - 862
  • [3] Absolute stereochemistry of halichlorine; a potent inhibitor of VCAM-1 induction
    Arimoto, H.
    Hayakawa, I.
    Kuramoto, M.
    Uemura, D.
    Tetrahedron Letters, 39 (08):
  • [4] Halichlorine, an Inhibitor of VCAM-1 Induction from the Marine Sponge Halichondria okadai Kadota
    Kuramoto, M.
    Tong, C.
    Yamada, K.
    Chiba, T.
    Tetrahedron Letters, 37 (22):
  • [5] Halichlorine, an inhibitor of VCAM-1 induction from the marine sponge Halichondria okadai Kadota
    Kuramoto, M
    Tong, C
    Yamada, K
    Chiba, T
    Hayashi, Y
    Uemura, D
    TETRAHEDRON LETTERS, 1996, 37 (22) : 3867 - 3870
  • [6] Design and synthesis of cyclophanes related to the VCAM-1 expression inhibitor HUN-7293.
    Schreiner, EP
    Godin, G
    Broutin, PE
    Foster, CA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U661 - U661
  • [7] AGI-1067.: Treatment of atherosclerosis, VCAM-1 and MCP-1 expression inhibitor, antioxidant
    Sorbera, LA
    Castañer, J
    DRUGS OF THE FUTURE, 2003, 28 (05) : 421 - 424
  • [8] IAP inhibitor, Embelin increases VCAM-1 levels on the endothelium, producing lymphocytic infiltration and antitumor immunity
    Nakajima, Kosei
    Ino, Yoshinori
    Yamazaki-Itoh, Rie
    Naito, Chie
    Shimasaki, Mari
    Takahashi, Mami
    Esaki, Minoru
    Nara, Satoshi
    Kishi, Yoji
    Shimada, Kazuaki
    Hiraoka, Nobuyoshi
    ONCOIMMUNOLOGY, 2020, 9 (01):
  • [9] An inhibitor of VCAM-1 decreases retinal neovascularization and capillary non-perfusion in a model of ischemic retinopathy.
    Liang, X
    Ando, A
    Takahashi, K
    Shaikh, A
    Brazell, K
    Oberhauser, B
    Foster, CA
    Campochiaro, PA
    INVESTIGATIVE OPHTHALMOLOGY & VISUAL SCIENCE, 2001, 42 (04) : S89 - S89
  • [10] VCAM-1 Expression on Bone Marrow Stromal Cells from Patients with Myelodysplastic Syndromes
    O. N. Lubkova
    N. V. Tzvetaeva
    K. S. Momotyuk
    V. M. Belkin
    T. E. Manakova
    Bulletin of Experimental Biology and Medicine, 2011, 151 : 13 - 15