The application of sulfur-containing peptides in drug discovery

Zhao, Jiaoyan; Jiang, Xuefeng

doi:10.1016/j.cclet.2018.05.026

Cited by 75 publications

(30 citation statements)

References 78 publications

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“…CÀS/NÀSb onds are abundanti nb ioactive natural products, [1] marketed pharmaceuticals, [2][3][4] and functional materials, [5] thus making the rapid construction of CÀS/NÀSb onds gain considerable attentions in recent years. [6][7][8] Accompanied with the advance of organometallic chemistry,s ignificant progress has been made in the domain of CÀS/NÀSb ond formation through transition-metal-catalyzed C/NÀHb ondf unctionalization or cross-coupling reactions, [9][10][11][12] and visible-light-promoted thiolation of CÀHb ond.…”

Section: Introductionmentioning

confidence: 99%

Recent Advances in Iodine‐Promoted C−S/N−S Bonds Formation

Zhang

Wang

Jiang

et al. 2020

Chemistry A European J

106

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Sulfur-containing scaffold, as aubiquitous structural motif, has been frequently used in natural products, bioactive chemicals and pharmaceuticals, particularly CÀS/NÀS bonds are indispensable in many biological importantc ompounds and pharmaceuticals. Development of mild and general methods for CÀS/NÀSb onds formation hasg reat significance in modern research. Iodine and its derivativesh ave been recognizeda si nexpensive,e nvironmentally benign and easy-handled catalysts or reagents to promote the construction of CÀS/NÀSb onds under mild reactionc onditions, with good regioselectivities andb road substrate scope.E specially based on this, severaln ew strategies, such as oxidation relay strategy,havebeen greatlydeveloped and accelerated the advancement of this field. This review focuses on recent advances in iodine and its derivatives promoted hybridized CÀS/NÀSbonds formation.The features and mechanisms of corresponding reactions are summarized and the results of some cases are compared with those of previous reports. In addition, the future of this domain is discussed.

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Section: Introductionmentioning

confidence: 99%

Recent Advances in Iodine‐Promoted C−S/N−S Bonds Formation

Zhang

Wang

Jiang

et al. 2020

Chemistry A European J

106

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show abstract

“…It can be found in many secondary metabolites in living organisms, and exits also in many bio-active compounds ( Fig. 1) with broaden biological activities, [7][8][9][10][11][12][13][14] especially using for anticancer, [15][16][17][18] anti-HIV, 19,20 and treating acid-related disorder, 21 and also using for the inhibitors of topoisomerase 1, 22 anhydrase II, 23 mutated B-Raf, 24,25 cyclooxygenase-2. 26,27 Particularly, compounds containing thioether, sulfone or sulfoxide moieties could exhibit signicantly anti-bacterial, [28][29][30][31][32] anti-fungal, 33,34 herbicidal 35 and insecticidal 36,37 activities for crop protection.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological activities of novel trifluoromethylpyridine amide derivatives containing sulfur moieties

Guo

Dai

et al. 2020

RSC Adv.

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“… 22 Besides that, the C(sp 3 )–S bond can also be found in the natural amino acid, such as cysteine, and facilitate the metabolism process of the related protein in the organism. 23 Then, we introduce a sulfur-containing nucleophilic reagent, which could directly assemble the C(sp 3 )–S bond through direct C–N difunctionalization. Relevant optimization efforts utilizing 1-phenylpyrrolidine ( 1d ), BrCF 2 COOEt ( 3 ), and thiol 9 as model substrates (see the SI for details) concluded the optimal conditions herewith: Na 2 CO 3 as the base and KBr as an additive in CH 3 CN at 90 °C for a 10 h reaction.…”

Section: Resultsmentioning

confidence: 99%

Deconstructive Functionalizations of Unstrained Carbon–Nitrogen Cleavage Enabled by Difluorocarbene

et al. 2020

ACS Cent. Sci.

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Transition-metal- or oxidant-promoted deconstructive functionalizations of noncyclic carbon–nitrogen bonds are well established, usually only leaving one moiety functionalized toward the final product. In contrast, concomitant C- and N-functionalizations via the unstrained C(sp 3 )–N bond under metal- and oxidant-free conditions are very rare, which would favorably confer versatility and product diversity. Disclosed herein is the first difluorocarbene-induced deconstructive functionalizations embodying successive C(sp 3 )–N bond cleavage of cyclic amines and synchronous functionalization of both constituent atoms which would be preserved in the eventual molecular outputs under transition-metal-free and oxidant-free conditions. Correspondent access to deuterated formamides with ample isotopic incorporation was demonstrated by a switch to heavy water which is conceivably useful in pharmaceutical sciences. The current strategy remarkably administers a very convenient, operationally simple and novel method toward molecular diversity from readily available starting materials. Therefore, we project that these findings would be of broad interest to research endeavors encompassing fluorine chemistry, carbene chemistry, C–N bond activation, as well as medicinal chemistry.

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The application of sulfur-containing peptides in drug discovery

Cited by 75 publications

References 78 publications

Recent Advances in Iodine‐Promoted C−S/N−S Bonds Formation

Recent Advances in Iodine‐Promoted C−S/N−S Bonds Formation

Synthesis and biological activities of novel trifluoromethylpyridine amide derivatives containing sulfur moieties

Deconstructive Functionalizations of Unstrained Carbon–Nitrogen Cleavage Enabled by Difluorocarbene

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