Synthesis, structural aspects, antimicrobial activity and ion transport investigation of five new [1+1] condensed cycloheterophane peptides

Zaim, Ömer; Agh-Atabay, Naz M.; Gürbüz, Mustafa Ulvi; Baydar, Çağlar; Dülger, Başaran

doi:10.1007/s10847-012-0282-x

Cited by 9 publications

(11 citation statements)

References 29 publications

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“…In medicinal chemistry, we encounter the biomimetic synthesis of cyclic peptide analogues and marvelous new macrocyclic derivatives that are selective antimicrobials, new therapeutic, and more resistant agents to proteolytic degradation and fluorescent . Another important aspect of these macrocyclic compounds is that these compounds are carrier for biologically important ions, neutral molecules, or catalysts …”

Section: Introductionmentioning

confidence: 99%

Synthesis, antimicrobial activity, and ion transportation investigation of four new [1 + 1] condensed furan and thiophene‐based cycloheterophane amides

Erkuş

Özcan

Zaim

2020

Journal of Heterocyclic Chem

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Four new macrocyclic compounds with thiophene (L1 and L2) and furan (L3 and L4) rings were synthesized and characterized by IR, 1 H NMR, 13 C NMR, and Q-TOF spectral data. Macrocyclic amides (L1, L2, L3, and L4) were tested for ion transportation with Na + and K + ions, and also, antimicrobial activities were investigated against the Gram-negative Escherichia coli ATCC 25922, Grampositive Staphylococcus aureus ATCC 25923, Gram-negative Listeria monocytogenes ATCC 19115, Gram-negative Salmonella typhimurium ATCC 14028, Bacillus cereus bacteria, and Candida albicans ATCC 10231 for all amides.

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Section: Introductionmentioning

confidence: 99%

Synthesis, antimicrobial activity, and ion transportation investigation of four new [1 + 1] condensed furan and thiophene‐based cycloheterophane amides

Erkuş

Özcan

Zaim

2020

Journal of Heterocyclic Chem

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“…During recent decades, extensive study has been reported of biological effects of ion binders and transporters, particularly of cation complexers on bacteria and fungi. [1][2] Within the crown ether class of ion binders and transporters, biological effects have been reported involving microbes, [3][4][5][6][7][8][9][10][11][12][13][14][15] tissues, [16][17][18][19][20][21][22] plants, [23][24][25][26][27] and animals. [16][17][18][19][20][21][22] Although several reports relate to studies of whole plants, this remains a poorly explored area.…”

Section: Introductionmentioning

confidence: 99%

Selective Alteration of the Root Morphology of Arabidopsis thaliana by Synthetic Anion Transporters (SATs)

Patel

Garrad

Korb

et al. 2019

CSIJ

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Aims: The aim of the study was to determine whether and to what extent any of a family of amphiphilic heptapeptide synthetic anion transporters (SATs) affected the growth or root morphology of Arabidopsis thaliana. Study Design: A. thaliana plants were grown from seedlings in PNS media in the absence or presence of one of 21 SATs. Place and Duration of Study: Departments of Chemistry & Biochemistry, University of Missouri – St. Louis, 1 University Blvd., St. Louis, MO 63121 U. S. A. The study was conducted 2017-2018. Methodology: Twenty one compounds of the form R2N-COCH2YCH2CO-(Aaa)3Pro(Aaa)3-O(CH2)6CH3 were prepared and studied. The amino acids included Ala, Gly, and Ser. R was normal alkyl having 6, 10, 12, or 18 carbons. Y was methylene, oxygen, sulfur, or absent. The PNS media was infused with various concentrations of the SAT and 21 plants in each group were allowed to grow for 11 days. Overall plant growth and root morphology were visualized and/or measured and the results recorded. Results: A comparison of primary root length and lateral root number revealed that the greatest alterations in lateral root densities were observed for peptide sequences of the type GGGPSGS, whether or not serine was protected by t-butyl. Differences were also observed for these peptide sequences according to the identity of Y in the ~COCH2YCH2CO~ chain. Conclusion: The presence of serine’s oxygen atoms on the C-terminal side of the heptapeptide interact with Cl¯ leading to a change in ion concentrations and alterations in primary root lengths and lateral root densities.

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“…Bu özelliklerinin dışında hücrelerde Na + /K + seçiciliğini düzenleyebildikleri, sentetik iyonofor, terapeutik oldukları, antibiyotik olarak kullanılabildikleri, farklı biyolojik aktivitelere sahip oldukları ve membranlardan metal katyonlarının taşınmasında kullanıldıkları bulunmuştur [7][8]. Piridin içeren makro halkaların ise floresan redoks açma-kapama, redoks katalizörü, ve antibakteriyal bileşikler olarak görev yaptığı da belirtilmiştir [9][10][11]. Bu bileşik sınıflarından ilk keşfedilen taç eterlere dair gelişmelere baktığımızda, floresans sensör, faz transfer katalizörü, likit kristaller olarak kullanıldıklarını hatta son yıllarda taç eterlerin kanser araştırmalarında kullanıldığına dair yayınların olduğu bilinmektedir [12][13][14][15][16].…”

Section: Introductionunclassified

Tiyofen ve Furan Halkaları İçeren Makrosiklik Bileşiklerinin Sentezleri ve Antimikrobiyal Özelliklerinin İncelenmesi

Özcan

2019

Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi

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Makrosiklik bileşikler, kimyanın pek çok alanında farklı uygulamalara sahip işlevsel bileşiklerdir. Bu çalışmada da furan ve tiyofen heterosiklik halkalarını içeren yeni makrosiklik eterler farklı reaksiyon şartları denenerek, en verimli şekilde sentezlenmiştir. Ayrıca sentezlenen bu bileşiklerin Escherichia coli ATCC 25922, Salmonella thphimurium ATCC 14028, Staphylococcus aureus ATCC 25923, Bacillus cereus ATCC 11778 ve Listeria monocytogenes ATCC 19115 bakterilerine karşı antimikrobiyal aktiviteleri, Candida albicans ATCC 10231 mayaları üzerinde antifungal aktiviteleri incelenmiştir. Sentezlenen bileşiklerin bazı bakteri türlerine karşı ılımlı etki gösterdiği bulunmuştur.

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Synthesis, structural aspects, antimicrobial activity and ion transport investigation of five new [1+1] condensed cycloheterophane peptides

Cited by 9 publications

References 29 publications

Synthesis, antimicrobial activity, and ion transportation investigation of four new [1 + 1] condensed furan and thiophene‐based cycloheterophane amides

Synthesis, antimicrobial activity, and ion transportation investigation of four new [1 + 1] condensed furan and thiophene‐based cycloheterophane amides

Selective Alteration of the Root Morphology of Arabidopsis thaliana by Synthetic Anion Transporters (SATs)

Tiyofen ve Furan Halkaları İçeren Makrosiklik Bileşiklerinin Sentezleri ve Antimikrobiyal Özelliklerinin İncelenmesi

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