Synthesis and antimicrobial activities of His(2-aryl)Arg and Trp-His(2-aryl) classes of dipeptidomimetics

被引：26
|
作者：
Mahindra, Amit [1 ]
Sharma, Krishna K. [1 ]
Rathore, Dinesh [1 ]
Khan, Shabana. I. [2 ]
Jacob, Melissa R. [2 ]
Jain, Rahul [1 ]
机构：
[1] Natl Inst Pharmaceut Educ & Res, Dept Med Chem, Sas Nagar 160062, Punjab, India
[2] Univ Mississippi, Sch Pharm, Natl Ctr Nat Prod Res, University, MS 38677 USA
来源：
MEDCHEMCOMM | 2014年 / 5卷 / 05期
关键词：
CRYPTOCOCCAL MENINGITIS; ANTIFUNGAL AGENTS; FUNGAL-INFECTIONS; PEPTIDE-SYNTHESIS; AMPHOTERICIN-B; ECHINOCANDINS; BURDEN; YEASTS; ACIDS;
D O I：
10.1039/c4md00041b
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
In this communication, we report the design, synthesis and in vitro antimicrobial activity of ultra short peptidomimetics. Besides producing promising antibacterial activities against Staphylococcus aureus and methicillin-resistant S. aureus (MRSA), the dipeptidomimetics exhibited high antifungal activity against C. neoformans with IC50 values in the range of 0.16-19 mu g mL(-1). The most potent analogs exhibited 4-fold higher activity than the currently used drug amphotericin B, with no apparent cytotoxicity in a panel of mammalian cell lines.
引用
收藏
页码：671 / 676
页数：6
相关论文
共 50 条
  • [1] Discovery of Trp-His and His-Arg Analogues as New Structural Classes of Short Antimicrobial Peptides
    Sharma, Rohit K.
    Reddy, Ravi P.
    Tegge, Werner
    Jain, Rahul
    JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (23) : 7421 - 7431
  • [2] DESIGN AND SYNTHESIS OF TRIPEPTIDES BASED ON TRP-HIS AND HIS-ARG CLASSES OF ANTIMICROBAIL PEPTIDES
    Mittal, S.
    Jain, R.
    Sharma, R. K.
    JOURNAL OF PEPTIDE SCIENCE, 2014, 20 : S266 - S266
  • [3] Discovery of 2-aryl and 2-pyridinylbenzothiazoles endowed with antimicrobial and aryl hydrocarbon receptor agonistic activities
    Goya-Jorge, Elizabeth
    Abdmouleh, Fatma
    Carpio, Laureano E.
    Giner, Rosa M.
    Veitia, Maite Sylla-Iyarreta
    EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2020, 151
  • [4] Efficient synthesis of a chiral 2-aryl Pyrrolidine
    Piper, Jared L.
    Kolis, Stanley P.
    Xie, Chaoyu
    Bertrand, Martial
    Boquel, Pascal
    CHIMICA OGGI-CHEMISTRY TODAY, 2012, 30 (04) : 38 - 40
  • [5] Synthesis of novel 2-aryl AICAR derivatives
    Kohyama, N
    Katashima, T
    Yamamoto, Y
    SYNTHESIS-STUTTGART, 2004, (17): : 2799 - 2804
  • [6] A Rapid Synthesis of 2-Aryl Polyhydroxylated Pyrrolidines
    Su, Jia-Kun
    Jia, Yue-Mei
    He, Ruirui
    Rui, Pei-Xin
    Han, Nanyin
    He, Xihui
    Xiang, Junfeng
    Chen, Xin
    Zhu, Jinghua
    Yu, Chu-Yi
    SYNLETT, 2010, (11) : 1609 - 1616
  • [7] SYNTHESIS OF 2-ARYL DERIVATIVES OF PENTABORANE(9)
    HEPPERT, JA
    GAINES, DF
    INORGANIC CHEMISTRY, 1982, 21 (12) : 4117 - 4121
  • [8] Catalytic enantioselective synthesis of 2-aryl chromenes
    Zeng, Bi-Shun
    Scheidt, Karl
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
  • [9] A novel approach to the synthesis of 2-aryl propionates
    Patil, DV
    Wadia, NS
    SYNTHETIC COMMUNICATIONS, 2002, 32 (18) : 2821 - 2827
  • [10] Regio- and Stereoselective Ring Opening of Enantiomerically Enriched 2-Aryl Oxetanes and 2-Aryl Azetidines with Aryl Borates
    Bertolini, Ferruccio
    Crotti, Stefano
    Di Bussolo, Valeria
    Macchia, Franco
    Pineschi, Mauro
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (22): : 8998 - 9007
12345