Novel cyclam multicomponent crystal forms: synthesis, characterization and antimicrobial activity

Rajaa Saied; Paula C. Alves; Patrícia Rijo; Vânia André; Luis G. Alves

doi:10.1039/d3ce00354j

Novel cyclam multicomponent crystal forms: synthesis, characterization and antimicrobial activity

Rajaa Saied, Paula C. Alves, Patrícia Rijo, Vânia André, Luis G. Alves

CBIOS - Centro de Investigação em Biociências e Tecnologias da Saúde

Resultado de pesquisa › revisão de pares

3 Citações (Scopus)

Resumo

Novel multicomponent crystal forms were obtained from reactions of trans-disubstituted cyclam derivatives with flufenamic and salicylic acids. The reactions of H₂(^4-CF3PhCH₂)₂cyclam with those acids led to the formation of salts of the formulae [H₂{H₂(^4-CF3PhCH₂)₂cyclam}](^3-CF3PhNHC₆H₄COO)₂ and [H₂{H₂(^4-CF3PhCH₂)₂cyclam}](HOC₆H₄COO)₂, respectively. The reaction of H₂(PhCH₂)₂cyclam with flufenamic acid led to the formation of the salt [H₂{H₂(PhCH₂)₂cyclam}](^3-CF3PhNHC₆H₄COO)₂, whereas its reaction with salicylic acid afforded the ionic cocrystal [H₂(PhCH₂)₂cyclam](HOC₆H₄COOH)₂·[H₂{H₂(PhCH₂)₂cyclam}](HOC₆H₄COO)₂. The compounds obtained were fully characterized and tested against several yeasts as well as Gram-positive and Gram-negative bacterial strains. The results have shown that the new multicomponent forms display relevant antimicrobial activity when compared to their parent cyclam derivatives, highlighting the importance of exploring synergistic effects to unveil new and efficient antimicrobial agents.

Idioma original	Inglês
Páginas (de-até)	5787-5795
Número de páginas	9
Revista	CrystEngComm
Volume	25
Número de emissão	41
DOIs	https://doi.org/10.1039/d3ce00354j
Estado da publicação	Publicadas - 18 jul. 2023

Nota bibliográfica

Publisher Copyright:
© 2023 The Royal Society of Chemistry.

Financiamento

Financiadoras/-es	Número do financiador
Fundação para a Ciência e a Tecnologia	LISBOA-01-0145-FEDER-030988, UIDP/04567/2020, 57/2016, UIDB/00100/2020, UIDB/04567/2020, CEECIND/00283/2018, UIDP/00100/2020, PTDC/QUI-OUT/30988/2017, LA/P/0056/2020

Acesso ao documento

10.1039/d3ce00354j

Outros arquivos e links

Link to publication in Scopus

Citar isto

@article{a9a55685c53a409fa4fa6e26df45e2e8,

title = "Novel cyclam multicomponent crystal forms: synthesis, characterization and antimicrobial activity",

abstract = "Novel multicomponent crystal forms were obtained from reactions of trans-disubstituted cyclam derivatives with flufenamic and salicylic acids. The reactions of H2(4-CF3PhCH2)2cyclam with those acids led to the formation of salts of the formulae [H2{H2(4-CF3PhCH2)2cyclam}](3-CF3PhNHC6H4COO)2 and [H2{H2(4-CF3PhCH2)2cyclam}](HOC6H4COO)2, respectively. The reaction of H2(PhCH2)2cyclam with flufenamic acid led to the formation of the salt [H2{H2(PhCH2)2cyclam}](3-CF3PhNHC6H4COO)2, whereas its reaction with salicylic acid afforded the ionic cocrystal [H2(PhCH2)2cyclam](HOC6H4COOH)2·[H2{H2(PhCH2)2cyclam}](HOC6H4COO)2. The compounds obtained were fully characterized and tested against several yeasts as well as Gram-positive and Gram-negative bacterial strains. The results have shown that the new multicomponent forms display relevant antimicrobial activity when compared to their parent cyclam derivatives, highlighting the importance of exploring synergistic effects to unveil new and efficient antimicrobial agents.",

author = "Rajaa Saied and Alves, {Paula C.} and Patr{\'i}cia Rijo and V{\^a}nia Andr{\'e} and Alves, {Luis G.}",

note = "Publisher Copyright: {\textcopyright} 2023 The Royal Society of Chemistry.",

year = "2023",

month = jul,

day = "18",

doi = "10.1039/d3ce00354j",

language = "English",

volume = "25",

pages = "5787--5795",

journal = "CrystEngComm",

issn = "1466-8033",

publisher = "Royal Society of Chemistry",

number = "41",

}

TY - JOUR

T1 - Novel cyclam multicomponent crystal forms

T2 - synthesis, characterization and antimicrobial activity

AU - Saied, Rajaa

AU - Alves, Paula C.

AU - Rijo, Patrícia

AU - André, Vânia

AU - Alves, Luis G.

PY - 2023/7/18

Y1 - 2023/7/18

N2 - Novel multicomponent crystal forms were obtained from reactions of trans-disubstituted cyclam derivatives with flufenamic and salicylic acids. The reactions of H2(4-CF3PhCH2)2cyclam with those acids led to the formation of salts of the formulae [H2{H2(4-CF3PhCH2)2cyclam}](3-CF3PhNHC6H4COO)2 and [H2{H2(4-CF3PhCH2)2cyclam}](HOC6H4COO)2, respectively. The reaction of H2(PhCH2)2cyclam with flufenamic acid led to the formation of the salt [H2{H2(PhCH2)2cyclam}](3-CF3PhNHC6H4COO)2, whereas its reaction with salicylic acid afforded the ionic cocrystal [H2(PhCH2)2cyclam](HOC6H4COOH)2·[H2{H2(PhCH2)2cyclam}](HOC6H4COO)2. The compounds obtained were fully characterized and tested against several yeasts as well as Gram-positive and Gram-negative bacterial strains. The results have shown that the new multicomponent forms display relevant antimicrobial activity when compared to their parent cyclam derivatives, highlighting the importance of exploring synergistic effects to unveil new and efficient antimicrobial agents.

AB - Novel multicomponent crystal forms were obtained from reactions of trans-disubstituted cyclam derivatives with flufenamic and salicylic acids. The reactions of H2(4-CF3PhCH2)2cyclam with those acids led to the formation of salts of the formulae [H2{H2(4-CF3PhCH2)2cyclam}](3-CF3PhNHC6H4COO)2 and [H2{H2(4-CF3PhCH2)2cyclam}](HOC6H4COO)2, respectively. The reaction of H2(PhCH2)2cyclam with flufenamic acid led to the formation of the salt [H2{H2(PhCH2)2cyclam}](3-CF3PhNHC6H4COO)2, whereas its reaction with salicylic acid afforded the ionic cocrystal [H2(PhCH2)2cyclam](HOC6H4COOH)2·[H2{H2(PhCH2)2cyclam}](HOC6H4COO)2. The compounds obtained were fully characterized and tested against several yeasts as well as Gram-positive and Gram-negative bacterial strains. The results have shown that the new multicomponent forms display relevant antimicrobial activity when compared to their parent cyclam derivatives, highlighting the importance of exploring synergistic effects to unveil new and efficient antimicrobial agents.

UR - http://www.scopus.com/inward/record.url?scp=85166199185&partnerID=8YFLogxK

U2 - 10.1039/d3ce00354j

DO - 10.1039/d3ce00354j

M3 - Article

AN - SCOPUS:85166199185

SN - 1466-8033

VL - 25

SP - 5787

EP - 5795

JO - CrystEngComm

JF - CrystEngComm

IS - 41

ER -

Novel cyclam multicomponent crystal forms: synthesis, characterization and antimicrobial activity

Resumo

Nota bibliográfica

Financiamento

Acesso ao documento

Outros arquivos e links

Impressão digital

Citar isto