Halichlorine, an inhibitor of VCAM-1 induction from the marine sponge Halichondria okadai Kadota

被引：144

作者：

Kuramoto, M

Tong, C

Yamada, K

Chiba, T

Hayashi, Y

Uemura, D

机构：

[1] SHIZUOKA UNIV,FAC SCI,DEPT CHEM,SHIZUOKA 422,JAPAN

[2] SAGAMI CHEM RES CTR,SAGAMIHARA,KANAGAWA 229,JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 22期

关键词：

D O I：

10.1016/0040-4039(96)00703-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The novel alkaloid halichlorine was isolated from Halichondria okadai Kadota and its structure was elucidated by spectroscopic analysis. The relative stereochemistry was clarified by a detailed analysis of coupling constants and the NOESY spectrum. Halichlorine significantly inhibits VCAM-1 induction in cultured HUVE (human umbilical vein endothelial) cells. Copyright (C) 1996 Elsevier Science Ltd

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页码：3867 / 3870

页数：4

相关论文

共 10 条

[1]

[Anonymous], BIOORGANIC MARINE CH

[2] LUPINEN-ALKALOIDE .8. ZUR KONFIGURATIONSBESTIMMUNG VON CHINOLIZIDIN-DERIVATEN [J].

BOHLMANN, F .

CHEMISCHE BERICHTE-RECUEIL, 1958, 91 (10) :2157-2167

[3] INHIBITION OF E-SELECTIN-MEDIATED, ICAM-1-MEDIATED, AND VCAM-1-MEDIATED CELL-ADHESION BY BENZO[B]THIOPHENE-CARBOXAMIDES, BENZOFURAN-CARBOXAMIDES, INDOLE-, AND NAPHTHALENE-2-CARBOXAMIDES - IDENTIFICATION OF PD-144795 AS AN ANTIINFLAMMATORY AGENT [J].

BOSCHELLI, DH ;

KRAMER, JB ;

KHATANA, SS ;

SORENSON, RJ ;

CONNOR, DT ;

FERIN, MA ;

WRIGHT, CD ;

LESCH, ME ;

IMRE, K ;

OKONKWO, GC ;

SCHRIER, DJ ;

CONROY, MC ;

FERGUSON, E ;

WOELLE, J ;

SAXENA, U .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (22) :4597-4614

[4]

BREITMAIER E, 1990, CARBON 13 NMR SPECTR, P198

[5]

KOCK AE, 1995, NATURE, V376, P517

[6]

NIKON A, 1957, J AM CHEM SOC, V79, P243

[7] DIRECT EXPRESSION CLONING OF VASCULAR CELL-ADHESION MOLECULE-1, A CYTOKINE-INDUCED ENDOTHELIAL PROTEIN THAT BINDS TO LYMPHOCYTES [J].

OSBORN, L ;

HESSION, C ;

TIZARD, R ;

VASSALLO, C ;

LUHOWSKYJ, S ;

CHIROSSO, G ;

LOBB, R .

CELL, 1989, 59 (06) :1203-1211

[8]

Uemura D., 1989, Studies in Natural Products Chemistry, V5, P377

[9] PINNATOXIN-A - A TOXIC AMPHOTERIC MACROCYCLE FROM THE OKINAWAN BIVALVE PINNA-MURICATA [J].

UEMURA, D ;

CHOU, T ;

HAINO, T ;

NAGATSU, A ;

FUKUZAWA, S ;

ZHENG, SZ ;

CHEN, HS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (03) :1155-1156

[10] NORHALICHONDRIN-A - AN ANTITUMOR POLYETHER MACROLIDE FROM A MARINE SPONGE [J].

UEMURA, D ;

TAKAHASHI, K ;

YAMAMOTO, T ;

KATAYAMA, C ;

TANAKA, J ;

OKUMURA, Y ;

HIRATA, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (16) :4796-4798