ライフサイエンスコーパス: carboline

1 ith norharman, but also with carboline and 5-carboline.

2 l phosphoric acid to give an asymmetric beta-carboline.

3 esis of a variety of 1,4-disubstituted gamma-carbolines.

4 oxygen-substituted tetrahydrocarbolines and carbolines.

5 the directing group than N9 in C1-aryl-beta-carbolines.

6 n employed in a unified approach to all four carbolines.

7 hich is known as the sulfur analogue of beta-carbolines.

8 eric regulatory site of benzodiazepines/beta-carbolines.

9 tion of 1,2,3-trisubstituted tetrahydro-beta-carbolines.

10 e 1-methyl-6-hydroxy-1,2,3,4-tetrahydro-beta-carboline (1), known to be formed at elevated levels in

11 t is itself readily aromatized to give alpha-carboline (1).

12 tetrahydro-beta-carbolines (tetrahydro-beta-carboline, 1-methyltetrahydro-beta-carboline and pinolin

13 Treatment of tetrahydro-beta-carboline-1-thione with 2-bromooct-7-enoyl chloride foll

14 -b]indole (5-methyl-1,2,3,4-tetrahydro-gamma-carboline; 1) binds at murine 5-HT(5A) receptors, prelim

15 model carcinogen N-pivaloyloxy-2-amino-alpha-carboline, 2.

16 a vinylogous Mannich reaction to prepare the carboline 22, which has the absolute stereochemistry at

17 r with the BDZ inverse agonist n-methyl-beta-carboline-3-carboxamide (beta-CC), and a seizure rating

18 ceptor partial inverse agonist N-methyl-beta-carboline-3-carboxamide (FG-7142).

19 enge with the anxiogenic drug, N-methyl-beta-carboline-3-carboxamide (FG-7142; a partial inverse agon

20 te ethyl ester (beta-CCE), and N-methyl-beta-carboline-3-carboxamide (FG7142), but not including any

21 ing GABA(A) tone with FG-7142 (N-methyl-beta-carboline-3-carboxamide) improved DMTP at low but not hi

22 y 1 muM diazepam, 30 mM EtOH, and 1 muM beta-carboline-3-carboxy ethyl ester (but not 1 muM Zn(2+) bl

23 eated with methyl 6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate (1 microgram) and simply restrai

24 ure threshold, a beta carboline [methyl-beta-carboline-3-carboxylate (beta-CCM)]-induced model of gen

25 Z agonist, methyl 6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate (DMCM; 1 or 10 microM), failed t

26 (EC50 = 75 nM), and dimethoxyl-4-ethyl-beta-carboline-3-carboxylate (IC50 = 60 nM).

27 , whereas methyl-6, 7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate inhibited GABAR currents.

28 zenil, and methyl-6,7-dimethoxy-4 ethyl-beta-carboline-3-carboxylate were inactive.

29 n zinc and methyl-6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate, and differences in enhancement

30 S-9895 and methyl-6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate, had qualitatively similar effec

31 ainst PTZ, methyl-6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate, picrotoxin, and amygdala-kindle

32 with the exception of dimethoxy-4-ethyl-beta-carboline-3-carboxylate, which behaved as a partial inve

33 -carboline methyl-6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate.

34 esis of 6-(propyloxy)-4-(methoxymethyl)-beta-carboline-3-carboxylic acid ethyl ester (6-PBC, 24, IC50

35 Tetrahydro-beta-carboline-3-carboxylic acids were active against the hyd

36 ization model studies on the tetrahydro beta-carboline (35).

37 l pH yields 1-methyl-1,2,3,4-tetrahydro-beta-carboline-5,6-dione (8) that reacts avidly with free glu

38 lutathionyl-1-methyl-1,2,3,4-tetrahydro-beta-carboline-5,6-dione (9A and 9B).

39 te carcinogenic metabolites of 2-amino-alpha-carboline (AalphaC), a food-derived heterocyclic amine m

40 n approach has been developed utilizing beta-carboline alkaloids as the directing group.

41 A number of tremorogenic beta-carboline alkaloids have been found in common plant-deri

42 Thus, comutagenicity of beta-carboline alkaloids with aromatic amines is shown to occ

43 utagen norharman along with two related beta-carboline alkaloids, carboline, and 5-carboline, which w

44 nthesis of two biologically interesting beta-carboline alkaloids, ZK93423 and abecarnil (ZK112119).

45 structurally related 1,2,3,4-tetrahydro-beta-carbolines also bind at 5-HT(5A) receptors, and (d) that

46 The versatility of beta-carboline amides as directing groups is evidenced by oth

47 We report here beta-carboline amides as intrinsic directing groups for C(sp(

48 The highest content of the beta-carbolines among the traditional raw materials was recor

49 ersal of the behavioural phenotype with beta-carboline, an anxiogenic inverse benzodiazepine receptor

50 mines not only with norharman, but also with carboline and 5-carboline.

51 ydro-beta-carboline, 1-methyltetrahydro-beta-carboline and pinoline) were good OH radical scavengers

52 or the synthesis of a diverse class of gamma-carbolines and benzofuro[3,2-c]pyridines using correspon

53 eaction between substituted 1-formyl-9H-beta-carbolines and terminal alkynes in the presence of catal

54 g with two related beta-carboline alkaloids, carboline, and 5-carboline, which were reported the firs

55 thridine, quinazoline, phthalazine, and beta-carboline, and electrophiles included acetyl chloride, m

56 These high-affinity tetrahydro-beta-carboline antagonists are able to discriminate among the

57 ced receptor affinity, these tetrahydro-beta-carboline antagonists are useful tools for elucidating t

58 lard reaction could be used to generate beta-carboline antioxidants.

59 -quinolinediols, and 1-methyl-3-carboxy-beta-carboline are described.

60 emGPS-NP, we found that the more active beta-carbolines are all more lipophilic and larger than the l

61 beta-Carbolines are bioactive pyridoindole alkaloids occurrin

62 contain a tetrahydro-beta-carboline or beta-carboline backbone, respectively.

63 class of substituted 7,8-dichloro-1-oxo-beta-carbolines based on the distinct structural features of

64 ramolecular cyclization of a tetrahydro-beta-carboline-based dipeptide has been developed to prepare

65 A series of novel beta-carboline-based N-heterocyclic carbenes was prepared via

66 on at the 2-position of both beta- and gamma-carbolines being optimal for HDAC6 activity and selectiv

67 -butylimines and cyclized to beta- and gamma-carbolines by either copper-catalyzed or thermal process

68 ready incorporation of functionality at the carboline C-4 position in an efficient one-pot protocol.

69 Substitutions to the carboline cap group were well-tolerated with substitutio

70 The beta-carboline compounds norharman and harman exhibit neuroac

71 ory coffee has proved to be a source of beta-carboline compounds.

72 e design, synthesis, and evaluation of gamma-carboline-containing compounds as a new class of small-m

73 Harmaline, a beta-carboline derivative thought to induce tremor by facilit

74 Harmaline, a beta-carboline derivative, is known to produce tremor through

75 Library of biologically relevant new beta-carboline derivatives and isolation of its cycloruthenat

76 versatile precursor to different fused beta-carboline derivatives via simple synthetic transformatio

77 lar iminoannulation, affording various gamma-carboline derivatives with an additional ring fused acro

78 to determine blood levels of two major beta-carboline derivatives, harmane and harmine.

79 Various 6-methoxytetrahydro-beta-carboline derivatives, namely BEN (6-methoxy-1-phenyl-2,

80 acologically investigated 37 tetrahydro-beta-carboline derivatives.

81 the stereochemistry of such 1,4-additions to carboline-derived, unsaturated lactams was sensitive to

82 ine core structure were functionalized using carboline-directed delta-C(sp(2))-H alkynylations.

83 achieved via a convergent strategy involving carboline disaccharide 3 and hydroxy enediyne thioacetat

84 These novel beta-carbolines display similar growth inhibitory activity in

85 Homobivalent gamma-carbolines displayed similar structure-activity relation

86 e [3-carbomethoxy-4-ethyl-6,7-dimethoxy-beta-carboline (DMCM)] BZD ligands.

87 e agonist, methyl-6,7-dimethoxy-4-ethyl-beta-carboline (DMCM, 10(-2)M).

88 receptors is blocked by flumazenil and beta-carboline-ethyl ester (beta-CCE).

89 The anxiogenic beta-carboline, FG 7142 (20 mg/kg) significantly increased gl

90 mpounds, which combine in one molecule gamma-carboline fragment of dimebon and phenothiazine core of

91 tetrahydroisoquinolines and tetrahydro-beta-carbolines frequently with 99% ee's.

92 oxy-beta-carbolines, whereas tetrahydro-beta-carbolines gave oxidative and degradation products.

93 ng extract allowed the isolation of the beta-carbolines harmane and harmalan as confirmed by ESMS, (1

94 We therefore propose that the beta-carbolines harmane and harmalan represent active compone

95 The naturally occurring beta-carboline, harmane, has been implicated in various physi

96 tified several alkaloids, including the beta-carboline harmine and the isoquinoline berberine, that a

97 zyl-3-ethoxycarbonyl-1,2,3,4-tetrahydro-beta-carbolines has been synthesized via the Pictet-Spengler

98 A variety of substituted beta- and gamma-carbolines have been prepared in moderate to excellent y

99 A variety of 3-substituted beta- and gamma-carbolines have been synthesized from N-substituted 3-io

100 accomplish this, we developed 3-propoxy-beta-carboline hydrochloride (3-PBC), a mixed agonist-antagon

101 moiety to a carbazole (e.g., 34, 36) or beta-carboline (i.e., 37), result in reduced affinity and/or

102 tophan and 1-carboxy-1-methyltetrahydro-beta-carboline in the active CDS extract.

103 The methodology affords various substituted carbolines in good to excellent yields.

104 anilines to obtain various substituted alpha-carbolines in moderate to excellent yields.

105 vious literature indicates that certain beta-carbolines including harmane modulate central monoamine

106 of cis-1,2,3-trisubstituted tetrahydro-beta-carbolines into the trans isomers via a potential carboc

107 In contrast, beta-carboline inverse-agonism was unaltered in chimeric rece

108 o subunits differ in sensitivity to the beta-carboline methyl-6,7-dimethoxy-4-ethyl-beta-carboline-3-

109 ual differences in seizure threshold, a beta carboline [methyl-beta-carboline-3-carboxylate (beta-CCM

110 Further, intra-DRN administration of a beta-carboline mimicked the effects of IS, because rats treat

111 strated by the three-step synthesis of gamma-carboline N-methyl ingenine B.

112 e basis of IC50 and reaction rates (k), beta-carbolines (norharman and harman), and tetrahydro-beta-c

113 The tetrahydro-beta-carboline of strictosidine aglycone is converted into ak

114 pengler reaction, which yields either a beta-carboline or a tetrahydroquinoline product from an aroma

115 oid harmine, which contain a tetrahydro-beta-carboline or beta-carboline backbone, respectively.

116 The tricycle carboline P3 unit was discovered by hypothesis-based des

117 echanism for enzymatic catalysis of the beta-carboline product is proposed from these data.

118 zing the stereoselective synthesis of a beta-carboline product.

119 erization of substituted carbazoles and beta-carbolines, providing entry into seldom explored chemica

120 beta-Carbolines reacted with hydroxyl radicals (OH) affording

121 general synthetic route to prepare all four carboline regioisomers by photostimulated cyclization of

122 omatic functionalized 1-aryl-4-hydroxy-gamma-carbolines resulted.

123 construction of the bridged tetrahydro-beta-carboline ring system 5 has been developed that features

124 (b) that an intact 1,2,3,4-tetrahydro-gamma-carboline ring system seems optimal and an N(2)-(3-(subs

125 and synthesized approximately 50 novel beta-carbolines structurally related to harmine.

126 ld stress can be mimicked by anxiogenic beta-carbolines such as FG7142.

127 d the two isomers of 1,2,3,4-tetrahydro-beta-carboline (Tca)9 Modifications in the cyclic template re

128 (norharman and harman), and tetrahydro-beta-carbolines (tetrahydro-beta-carboline, 1-methyltetrahydr

129 conditions to give 6,7,8,9-tetrahydro-alpha-carboline that is itself readily aromatized to give alph

130 for the synthesis of 1,2,3,4-tetrahydro-beta-carbolines (THBCs) relying on a ruthenium hydride/Bronst

131 In the case of alpha-carbolines, the S(RN)1 methodology complements previousl

132 first report on the synthesis of spiro-beta-carbolines through a multicatalytic cascade process.

133 ts were designed as hybrid molecules of beta-carboline (topoisomerase inhibition moiety) and bis(hydr

134 both laboratory and clinical studies of beta-carboline toxicities.

135 A one-pot synthesis of alpha-carbolines via a palladium-catalyzed aryl amination foll

136 cted to the action of high temperature, beta-carboline was not detected.

137 Synthesis of substituted beta-carbolines was accomplished by utilizing the catalytic e

138 up tolerance for C1-phenyl/thienyl/PAHs-beta-carbolines was demonstrated.

139 prepare 1-substituted N-Boc-tetrahydro-beta-carbolines was developed by lithiation followed by elect

140 1-phenyl-substituted 1,2,3,4-tetrahydro-beta-carbolines was investigated via a Hammett study.

141 These and other related beta-carbolines were also examined in five recombinant GABAA

142 icity properties of 6-methoxytetrahydro-beta-carbolines were demonstrated for the first time.

143 the 3-amino ligands 40 and 41, all the beta-carbolines were found to exhibit high binding affinity a

144 beta-Carbolines were scavengers of OH in the three assays and

145 ydroxyl radicals (OH) affording hydroxy-beta-carbolines, whereas tetrahydro-beta-carbolines gave oxid

146 The latter undergoes rearrangement to a beta-carboline, which upon brominative oxidation undergoes fu

147 d beta-carboline alkaloids, carboline, and 5-carboline, which were reported the first time in surface

148 1,2,3-trisubstituted 1,2,3,4-tetrahydro-beta-carbolines, while the olefinic mechanism had been ruled

149 of various 1,4-disubstituted tetrahydro-beta-carbolines with excellent stereoselectivity (de, ee up t

150 both cis- and trans-1,2,3,4-tetrahydro-beta-carbolines, with the trans isomer predominating.