Synthesis, Conformational Studies and Biological Profiles of Tetrahydrofuran Amino-Acid-Containing Cationic Antitubercular Peptides

被引：3

作者：

Pal, Sudip ^{[1
]}

Ghosh, Uttam ^{[2
]}

Singh, Gajendra ^{[3
,6
]}

Alam, Faiyaz ^{[3
,6
]}

Singh, Shyam ^{[4
]}

Chopra, Sidharth ^{[5
]}

Sinha, Sudhir ^{[4
]}

Ampapathi, Ravi Sankar ^{[3
,6
]}

Chakraborty, Tushar Kanti ^{[1
,2
]}

机构：

[1] CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India

[2] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

[3] CSIR Cent Drug Res Inst, NMR Res Ctr, Div SAIF, Lucknow 226031, Uttar Pradesh, India

[4] CSIR Cent Drug Res Inst, Biochem Div, Lucknow 226031, Uttar Pradesh, India

[5] CSIR Cent Drug Res Inst, Microbiol Div, Lucknow 226031, Uttar Pradesh, India

[6] Acad Sci & Innovat Res, New Delhi 110001, India

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 6卷 / 09期

关键词：

antimicrobial agents; antitubercular agents; cationic peptides; conformational studies; tetrahydrofuran amino acid; GRAMICIDIN-S ANALOGS; MYCOBACTERIUM-TUBERCULOSIS; ANTIMICROBIAL PEPTIDES; BUILDING-BLOCKS; N-GLYCOSYLATION; INHIBITORS; DESIGN; PEPTIDOMIMETICS; COMPENDIUM; PREDICTION;

D O I：

10.1002/ajoc.201700183

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Linear cationic tetra- and octapeptides containing a tetrahydrofuran amino acid were synthesised, a conformational analysis performed, and their structure-activity relationships explored by evaluating their antibacterial, antitubercular and cytotoxic properties. Only the octapeptides showed activities, which was weak to moderate against Gram-positive and Gram-negative bacteria for only two peptides, but was very significant against Mycobacterium tuberculosis, and peptides were devoid of toxicity towards mammalian Vero cells. N-Terminus-deprotected esters showed the best results with excellent selectivity for M.tuberculosis and these peptides promise to be potential leads.

引用

页码：1240 / 1249

页数：10

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