MAPPING THE MELATONIN RECEPTOR .2. SYNTHESIS AND BIOLOGICAL-ACTIVITY OF INDOLE DERIVED MELATONIN ANALOGS WITH RESTRICTED CONFORMATIONS OF THE C-3 AMIDOETHANE SIDE-CHAIN

被引：59
|
作者：
GARRATT, PJ
VONHOFF, S
ROWE, SJ
SUGDEN, D
机构：
[1] UNIV LONDON UNIV COLL,DEPT ANAT & DEV BIOL,LONDON WC1E 6BT,ENGLAND
[2] KINGS COLL LONDON,DIV BIOMED SCI,PHYSIOL GRP,LONDON W8 7AH,ENGLAND
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1994年 / 4卷 / 13期
关键词：
D O I：
10.1016/S0960-894X(01)80566-7
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A number of indole derived melatonin analogues have been prepared with the C-3 amidoethane side chain partially constrained by incorporation in a ring. The biological activity has been correlated with the conformation of the ''side chain'', the nature of the N-acylating group, and the spatial distance between the methoxyl and amide functions.
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页码：1559 / 1564
页数：6
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  • [1] Indole melatonin agonists and antagonists derived by shifting the melatonin side chain from the C-3 to the N-1 or to the C-2 indole position
    Tarzia, G
    Diamantini, G
    Spadoni, G
    [J]. BIOLOGICAL SIGNALS AND RECEPTORS, 1999, 8 (1-2): : 24 - 31
  • [2] NOVEL CEPHALOSPORINS HAVING A BENZOTHIOPYRAN GROUP .2. SYNTHESIS AND BIOLOGICAL-ACTIVITY OF CATECHOLIC BENZOTHIOPYRAN GROUP AT THE C-3 SIDE-CHAIN
    OBI, K
    SAITO, T
    KOJIMA, A
    FUKUDA, H
    HIRAI, K
    SUZUE, S
    [J]. JOURNAL OF ANTIBIOTICS, 1995, 48 (03): : 278 - 281
  • [3] THE SYNTHESIS AND ACTIVITY OF C-3'N-ACYL SIDE-CHAIN ANALOGS OF 9-DIHYDROTAXOL
    GRAMPOVNIK, DJ
    MARING, CJ
    KLEIN, LL
    LI, LP
    THOMAS, SA
    YEUNG, CM
    PLATTNER, JJ
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1994, 207 : 102 - MEDI
  • [4] SYNTHESIS OF CARBAPENEMS WITH A SULFONYL GROUP IN THE C-6 SIDE-CHAIN AND THEIR BIOLOGICAL-ACTIVITY
    TAMURA, N
    NATSUGARI, H
    KAWANO, Y
    MATSUSHITA, Y
    YOSHIOKA, K
    OCHIAI, M
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1987, 35 (03) : 996 - 1015
  • [5] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF METHOTREXATE ANALOGS WITH 2 ACID GROUPS AND A HYDROPHOBIC AROMATIC RING IN THE SIDE-CHAIN .43.
    ROSOWSKY, A
    BADER, H
    FREISHEIM, JH
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (02) : 574 - 579
  • [6] MAPPING THE MELATONIN RECEPTOR .3. DESIGN AND SYNTHESIS OF MELATONIN AGONISTS AND ANTAGONISTS DERIVED FROM 2-PHENYLTRYPTAMINES
    GARRATT, PJ
    JONES, R
    TOCHER, DA
    SUGDEN, D
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (07) : 1132 - 1139
  • [7] SYNTHESIS AND INVITRO BIOLOGICAL-ACTIVITY OF NEW DEAZA ANALOGS OF FOLIC-ACID, AMINOPTERIN, AND METHOTREXATE WITH AN L-ORNITHINE SIDE-CHAIN
    ROSOWSKY, A
    FORSCH, RA
    BADER, H
    FREISHEIM, JH
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (04) : 1447 - 1454
  • [8] SYNTHETIC APPROACHES TO MYCORRHIZIN-A AND GILMICOLIN .2. EARLY INTRODUCTION OF A C-3 SIDE-CHAIN INTO A BENZOFURANOL PRECURSOR
    BROWN, RFC
    EDWARDS, GL
    JONES, CM
    RAE, ID
    TEO, PYT
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1983, 36 (06) : 1263 - 1273
  • [9] ANALOGS OF METHOTREXATE AND AMINOPTERIN WITH GAMMA-METHYLENE AND GAMMA-CYANO SUBSTITUTION OF THE GLUTAMATE SIDE-CHAIN .40. SYNTHESIS AND INVITRO BIOLOGICAL-ACTIVITY
    ROSOWSKY, A
    BADER, H
    FREISHEIM, JH
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (01) : 203 - 208
  • [10] 1,2,3,4-TETRAHYDROQUINOLINONES AND OPEN-CHAIN ANALOGS - SYNTHESIS AND BIOLOGICAL-ACTIVITY IN MICE
    DARUWALA, A
    GEARIEN, JE
    DUNN, W
    BENOIT, P
    BAUER, L
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1973, (AUG26): : 24 - 24
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