scholarly journals Chemical Synthesis and Structure-Activity Relationship Study Yield Desotamide a Analogues with Improved Antibacterial Activity

Marine Drugs ◽  
2021 ◽  
Vol 19 (6) ◽  
pp. 303
Author(s):  
Run Xu ◽  
Yongxiang Song ◽  
Jun Li ◽  
Jianhua Ju ◽  
Qinglian Li
Keyword(s):  
Staphylococcus Aureus ◽  
Antibacterial Activity ◽  
Fold Increase ◽  
Antibacterial Activities ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Gram Positive ◽  
Methicillin Resistant ◽  
Structure Activity ◽  
Relationship Of

Desotamides A, a cyclohexapeptide produced by the deep-sea-derived Streptomyces scopuliridis SCSIO ZJ46, displays notable antibacterial activities against strains of Streptococcus pnuemoniae, Staphylococcus aureus, and methicillin-resistant Staphylococcus epidermidis (MRSE). In this study, to further explore its antibacterial potential and reveal the antibacterial structure-activity relationship of desotamides, 13 cyclopeptides including 10 new synthetic desotamide A analogues and wollamides B/B1/B2 were synthesized and evaluated for their antibacterial activities against a panel of Gram-positive and -negative pathogens. The bioactivity data reveal that residues at position II and VI greatly impact antibacterial activity. The most potent antibacterial analogues are desotamide A4 (13) and A6 (15) where l-allo-Ile at position II was substituted with l-Ile and Gly at position VI was simultaneously replaced by d-Lys or d-Arg; desotamides A4 (13) and A6 (15) showed a 2–4-fold increase of antibacterial activities against a series of Gram-positive pathogens including the prevalent clinical drug-resistant pathogen methicillin-resistant Staphylococcus aureus (MRSA) with MIC values of 8–32 μg/mL compared to the original desotamide A. The enhanced antibacterial activity, broad antibacterial spectrum of desotamides A4 and A6 highlighted their potential as new antibiotic leads for further development.

Variability of the antibacterial potential among analogue diterpenes against Gram-positive bacteria: considerations on the structure–activity relationship

2019 ◽  
Vol 97 (7) ◽  
pp. 568-575 ◽  
Author(s):  
Ana Carolina Ferreira Soares ◽  
Priscilla Mendonça Matos ◽  
Herbert Júnior Dias ◽  
Gabriela de Paula Aguiar ◽  
Eliene Silvério dos Santos ◽  
...  
Keyword(s):  
Antimicrobial Agents ◽  
Public Health Problem ◽  
Antibacterial Activities ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Gram Positive ◽  
Structure Activity ◽  
Esterification Reactions ◽  
Relationship Of ◽  
Synthetic Derivatives

The search for new antibacterial agents and a better comprehension of substances with antimicrobial behavior is mandatory nowadays due to the serious public health problem of infection diseases. In the present work, 30 diterpenes were studied, with 2 natural derivatives, named ent-16-kauren-19-oic acid and ent-pimara-8(14),15-dien-19-oic acid, and 28 semi-synthetic derivatives. The natural diterpenes were isolated from Mikania glomerata and Viguiera arenaria, respectively. All diterpenes were submitted to antimicrobial assays against six different Gram-positive microorganisms to better understand the structure–activity relationship of antimicrobial diterpenes. The semi-synthetic derivatives were all obtained from the two natural derivatives by structural modifications, mainly esterification reactions. Both natural derivatives, together with the derivative ent-8(14)-pimaren-19-oic acid, displayed the most relevant antibacterial activities, with minimal inhibitory concentration (MIC) values that were less than 10 μg mL–1 for most pathogens; thus, they were considered promising antimicrobial agents. Moreover, in light of the hypothesis of Urzúa and colleagues, several considerations about the structure–activity relationship of antimicrobial diterpenes could be stated.

scholarly journals Structure–activity relationship of the cinnamamide family of antibiotic potentiators for methicillin-resistant Staphylococcus aureus (MRSA)

MedChemComm ◽  
2018 ◽  
Vol 9 (12) ◽  
pp. 2008-2016
Author(s):  
Enrico Speri ◽  
Jennifer Fishovitz ◽  
Shahriar Mobashery
Keyword(s):  
Staphylococcus Aureus ◽  
Methicillin Resistant Staphylococcus Aureus ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Methicillin Resistant ◽  
Structure Activity ◽  
Relationship Of

MIC of oxacillin against S. aureus (MRSA252 strain) reduced from 256 μg mL−1 to 2 μg mL−1.

Design, Facile Synthesis, Antibacterial Activity and Structure-Activity Relationship of Novel Di- and Tri-Substituted 1,3,5-Triazines

2012 ◽  
Vol 9 (3) ◽  
pp. 329-335 ◽  
Author(s):  
Surajit Kumar Ghosh ◽  
Ashmita Saha ◽  
Bornali Hazarika ◽  
Udaya Pratap Singh ◽  
Hans Raj Bhat ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Facile Synthesis ◽  
Structure Activity ◽  
Relationship Of

scholarly journals Aromatic Hydroxyl Group Plays a Critical Role in Antibacterial Activity of the Curcumin Analogues

2012 ◽  
Vol 7 (1) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Mi Kyoung Kim ◽  
Jun Cheol Park ◽  
Youhoon Chong
Keyword(s):  
Antibacterial Activity ◽  
Critical Role ◽  
Antibacterial Activities ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Hydroxyl Group ◽  
Curcumin Analogues ◽  
Structure Activity ◽  
Relationship Study

The aim of this study was to investigate the role of the aromatic substituents of the curcumin scaffold on the antibacterial activity of the resulting curcumin analogues. Six curcumin analogues with different aromatic substituents were prepared and their antibacterial activities were evaluated against two Gram-positive and four Gram-negative bacteria. The structure-activity relationship study demonstrated that antibacterial activity of the curcumin analogues was critically dependent upon the aromatic hydroxyl group. Thus, hydroxycurcumin with an additional aromatic hydroxyl group on the curcumin scaffold showed antibacterial activity against all six pathogens tested and it remained effective even against ampicillin-resistant Enterobacter cloacae. Along with the previously reported antioxidative effect, the broad-spectrum antibacterial activity of the hydroxycurcumin warrants further investigation of its biological activity as well as extensive structure-activity relationship study of the curcumin analogues with various aromatic substituents.

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