ライフサイエンスコーパス: sulfamate

1 lfatase inhibitors, most notably estrone-3-O-sulfamate.

2 ers of magnitude, from 1.3 to 600 microM for sulfamate.

3 , 1,3-enynes, and imines to give homoallylic sulfamates.

4 me-catalyzed hydrolysis of aryl sulfates and sulfamates.

5 inhibitors of CA-II than their corresponding sulfamates.

6 The hydrolysis of N-methyl O-phenyl sulfamate (1) has been studied as a model for steroid su

7 onditions are presented for detection of the sulfamate (1)H NMR resonances in aqueous solution.

8 Boc anhydride provided the activated cyclic sulfamates 13 and 14.

9 l (2-MeOE2), 2-methoxyestradiol-3,17-O,O-bis-sulfamate (2-MeOE2bisMATE), has shown potent antiprolife

10 ated estrone derivative 2-methoxyestrone-3-O-sulfamate (2-MeOEMATE) induced G2-M cell cycle arrest an

11 X-ray analysis of the major diastereomer of sulfamate 21a.

12 gents, 2-ethylestrone and 2-ethylestrone-3-O-sulfamate (2EtEMATE).

13 r as an STS inhibitor compared to parent bis-sulfamate 3.

14 2-ethylestradiol-3,17-O,O-bis-sulfamate 4 GI(50) = 0.21 microM).

15 , comparable to letrozole), whereas the ( S)-sulfamate, ( 40b) inhibited STS most potently (IC 50 = 5

16 d 2-ethyl derivative 7, and the related 3- O-sulfamates 8 and 15 display potent antiproliferative eff

17 lective allylic C-H oxidation of unsaturated sulfamates, a property not observed with other dirhodium

18 chanism-based pan-E1 inhibitor, adenosine 5'-sulfamate (ADS), reacted with the Uba5 approximately Ufm

19 MLN4924 is an adenosine sulfamate analogue that was identified as a selective, m

20 ion of human UAE (Ube1) by another adenosine sulfamate analogue, 5'-O-sulfamoyl-N(6)-[(1S)-2,3-dihydr

21 e substrate-assisted inhibition by adenosine sulfamate analogues represents a promising strategy to d

22 s the relative effectiveness of bioisosteric sulfamate and sulfamide derivatives for inhibition of hu

23 paper examines the relative effectiveness of sulfamate and sulfamide groups for the inhibition of car

24 e, an indolo[3,2-a]carbazole also possessing sulfamate and sulfate groups, was isolated from two sepa

25 es A-C and bis-ancorinolate B, which contain sulfamate and sulfate groups, were isolated from the aqu

26 ki-Miyaura coupling reactions involving aryl sulfamates and boronic acids, which operates at a signif

27 A IX-mimic in complex with selected glucosyl sulfamates and structurally rationalize mechanisms for h

28 a sizable difference in potency between the sulfamates and sulfamides, with the sulfamides being muc

29 reaction and was inhibited by sulfonamides, sulfamates, and sulfamides with K(I) in the nanomolar to

30 pileptic drug topiramate (1), a unique sugar sulfamate anticonvulsant that was discovered in our labo

31 (ii) the catalytic intermediate (dppf)Ni(Ar)(sulfamate) (Ar = aryl) undergoes comproportionation with

32 xide, sulfone, oxazolidinone, carbamate, and sulfamate--are found to engage in this reaction to give

33 ew class of CA IX inhibitors that comprise a sulfamate as the zinc binding group, a variable linker,

34 r diamination of acrylates is reported using sulfamates as nitrogen sources.

35 accessible phenolic derivatives such as aryl sulfamates, as the sulfamate moiety can act as a directi

36 sts, we examined the reaction of N-neopentyl sulfamate at elevated temperatures and found it to under

37 erocyclic strained cyclooctynes containing a sulfamate backbone (SNO-OCTs) were prepared under mild c

38 general method of stabilizing and delivering sulfamate-based drugs in vivo.

39 e pyrophosphate and the terminal ribose by a sulfamate-based group leads to a weak antagonist, a lead

40 le aryl chlorides, mesylates, tosylates, and sulfamates can be used to yield the same branched produc

41 l of compounds belonging to the underexposed sulfamate class of carbonic anhydrase (CA, EC 4.2.1.1) i

42 CA inhibitors of the sulfamate class specifically targeting the tumor-associa

43 r these bioisosteric pairs, 1/4 and 6/5, the sulfamate compound was markedly more potent than its sul

44 nates with aryl and heteroaryl mesylates and sulfamates containing both electron-donating and electro

45 fferent types of binding particularly in the sulfamate-containing aromatic ring and the opposite geom

46 recently been implicated in the delivery of sulfamate-containing drugs.

47 Both biphenyls share a para-sulfamate-containing ring B and a ring A, which contains

48 h nucleophilic ring-opening reactions of the sulfamate core.

49 Inhibitory activity of the sulfamate derivatives against steroid sulfatase and carb

50 figured 2,3-diamino carboxylates as bicyclic sulfamate derivatives.

51 gues of 2-substituted estradiol-3,17-O,O-bis-sulfamates (E2bisMATEs) are discussed.

52 rocycles are prepared through intramolecular sulfamate ester C-H insertion with a Rh(2+)-carboxylate

53 The interaction of a sulfamate ester derived metallonitrene with an allene ge

54 Specifically, we determine that sulfamate ester derived nitrogen-centered radicals media

55 The reaction of a sulfamate ester derived rhodium nitrenoid species with a

56 modification to both the nitrogen source, a sulfamate ester, and substrate are shown to impact isome

57 odel has informed the development of a novel sulfamate ester, which affords the highest benzylic-to-t

58 lyzed C-H insertion of hydroxylamine-derived sulfamate esters makes possible the synthesis of unique

59 sulfatase PaAstA catalyzes the hydrolysis of sulfamate esters with catalytic rate accelerations of ~1

60 es and cycloalkane/linear alkane moieties in sulfamate esters, such as those derived from menthane an

61 allylic C-H amination with bis(homoallylic) sulfamate esters.

62 asymmetric, intramolecular C-H amination of sulfamate esters.

63 The efficiency of mesylates, sulfamates, esters, carbonates, carbamates, and methyl e

64 The sulfamate group (1)H and (15)N chemical shifts of six GA

65 parinux demonstrate the broad utility of the sulfamate group (1)H chemical shifts to reflect differen

66 tance of several molecular features: (1) the sulfamate group (6-8, 22-25, 27, 84), (2) the linker bet

67 , 22-25, 27, 84), (2) the linker between the sulfamate group and the pyran ring (9, 10, 21a,b), (3) t

68 id sulfatase inhibitors (DASIs) containing a sulfamate group are now being developed.

69 he sulfamide group is less suitable than the sulfamate group for obtaining potent inhibition of CA-II

70 nucleophilic attack of UAE thioester by the sulfamate group of Compound I after completion of step 2

71 t remove two rotatable bonds and the ionized sulfamate group on the basis of computational and struct

72 nthetically versatile aryl O-carbamate and O-sulfamate groups are described.

73 oylated 2-alkylestradiol-17-O-carbamates and sulfamates have considerable potential as anticancer age

74 Type I sulfatases are inactivated by aryl sulfamates in a time-dependent, irreversible, and active

75 ereby illustrating the higher versatility of sulfamates in these cycloadditions.

76 nates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature.

77 bilities of various proposed end-products of sulfamate-induced sulfatase inactivation highlights that

78 Estradiol-3,17-O,O-bis-sulfamates inhibit steroid sulfatase (STS), carbonic anh

79 Recently, the use of glucosyl sulfamate inhibitors has shown promise as selective inhi

80 duction sequence converts simple homoallenic sulfamates into densely functionalized aminated cyclohep

81 laboratory, it was reported that estrone-3-O-sulfamate irreversibly inhibits a new potential hormone-

82 oss-couplings of carbamates, carbonates, and sulfamates is described.

83 iridination of silyl-substituted homoallenic sulfamates is readily diverted to the distal double bond

84 nd an inhibition study with sulfonamides and sulfamates led to the detection of a large number of low

85 x (unmetabolized plus the N2-glucuronide and sulfamate metabolites) excreted in the 0-12 h urine was

86 x (unmetabolized plus the N2-glucuronide and sulfamate metabolites) in urine was associated with high

87 loride, sulfate, nitrate, nitrite, chlorate, sulfamate, methanesulfonate, and fluoride, which can be

88 The sulfamate microenvironments characterized in this study

89 idazoles incorporating sulfonamide/sulfamide/sulfamate moieties were designed and synthesized as radi

90 derivatives such as aryl sulfamates, as the sulfamate moiety can act as a directing group for the pr

91 ydrolysis by an S(N)2 mechanism whereas aryl sulfamate monoanions follow an S(N)1 pathway with SO2NH

92 of the (1)H and (15)N chemical shifts of the sulfamate NH groups for the structural characterization

93 Sulfamate (NHSO(3)(-)) groups are critically important s

94 e to the active site zinc(II) atom via their sulfamate nitrogen, while the rest of the molecule is co

95 The oxidative addition with carbamates or sulfamates occurs via a five-centered transition state,

96 rozole derivatives were prepared bearing bis-sulfamates or mono-sulfamates with or without adjacent s

97 Thioxolone lacks sulfonamide, sulfamate, or hydroxamate functional groups that are typ

98 The aryl sulfamate pharmacophore is highly versatile, operating v

99 ts were initiated to develop the core aryl O-sulfamate pharmacophore that, over some 20 years, have l

100 The sulfamate protons also provide an efficient route for de

101 C-2 Substitution and 17-sulfamate replacement of the estradiol-3,17-O,O-bis-sulf

102 ples with N-ethylmaleinimide and/or ammonium sulfamate, respectively.

103 as well as in the subsequent opening of the sulfamate ring once it has been installed in the polymer

104 4-(3'-(3'',5''-dimethylphenyl)ureido)phenyl sulfamate (S4), was taken forward into the orthotopic MD

105 In the sulfamate series a number of permutations of linker and

106 tegy relies on the use of proximal halide or sulfamate substituents to perturb pyridyne distortion, w

107 ference in potency was also observed for the sulfamate/sulfamide pairs 14/15 and 16/17.

108 Compounds 1-10, which represent five cognate sulfamate/sulfamide pairs, were studied by ThermoFluor t

109 lation, and an efficient cyclotryptamine-C3a-sulfamate synthesis by either a new silver-promoted nucl

110 With the exception of mesylates and sulfamates the efficiency of all other 2-naphthyl C-O el

111 th the two C-O electrophiles, mesylates, and sulfamates was compared.

112 te replacement of the estradiol-3,17-O,O-bis-sulfamates were explored with efficient and practical sy

113 = 0.38 microM) as the most active novel bis-sulfamate, while 2-ethyl-17-carbamate derivative 52 (GI(

114 were prepared bearing bis-sulfamates or mono-sulfamates with or without adjacent substituents.

115 amination-oxidation sequence or to hydrazine sulfamate zwitterions by an unusual N-amination.