Antibacterial Activity of Chromomycins from a Marine-Derived Streptomyces microflavus

A marine-derived actinomycete (Streptomyces sp. MBTI36) exhibiting antibacterial activities was investigated in the present study. The strain was identified using genetic techniques. The 16S rDNA sequence of the isolate indicated that it was most closely related to Streptomyces microflavus. Furthermore, a new chromomycin A9 (1), along with chromomycin Ap (2), chromomycin A2 (3), and chromomycin A3 (4), were isolated from the ethyl acetate extract. Their structures were determined using extensive spectroscopic methods including 1D and 2D NMR, and HRMS, as well as comparisons with previously reported data. Compounds 1–4 showed potent antibacterial activities against Gram-positive bacteria including methicillin-resistant Staphylococcus aureus (MRSA). During a passage experiment, minimum inhibitory concentration (MIC) values for compounds 1–4 showed no more than a 4-fold increase from the starting MIC value, indicating that no resistance was detected over the 21 passages.

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Three New Abietane-Type Diterpenoids from Plectranthus africanus and Their Antibacterial Activities

Planta Medica ◽

10.1055/s-0043-114426 ◽

2017 ◽

Vol 84 (01) ◽

pp. 59-64 ◽

Cited By ~ 2

Author(s):

Raïssa Nzogong ◽

Blaise Nganou ◽

Alex Tedonkeu ◽

Maurice Awouafack ◽

Mathieu Tene ◽

...

Keyword(s):

Minimal Inhibitory Concentration ◽

Inhibitory Concentration ◽

Methanol Extract ◽

2D Nmr ◽

Antibacterial Activities ◽

Gram Negative Bacteria ◽

Gram Positive Bacteria ◽

Whole Plant ◽

New Compounds ◽

And Staphylococcus Aureus

AbstractThree new abietane-type diterpenoids, plectranthroyleanones A – C (1 – 3), together with five known compounds (4 – 8) were isolated from the methanol extract of the whole plant of Plectranthus africanus using column chromatography techniques. The structures of the new compounds were elucidated using a combination of 1D and 2D NMR and HRESIMS analyses. Compound 1 exhibited weak activities with minimal inhibitory concentration values of 75 µg/mL against gram-positive bacteria, Bacillus subtilis and Staphylococcus aureus, and 150 µg/mL against two gram-negative bacteria, Pseudomonas aeruginosa and Klebsiella pneumoniae, respectively, while 2 and 3 had moderate antibacterial activity against K. pneumoniae with a minimal inhibitory concentration value of 37.5 µg/mL.

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Antimicrobial activity of SM-17466, a novel carbapenem antibiotic with potent activity against methicillin-resistant Staphylococcus aureus.

Antimicrobial Agents and Chemotherapy ◽

10.1128/aac.39.4.910 ◽

1995 ◽

Vol 39 (4) ◽

pp. 910-916 ◽

Cited By ~ 22

Author(s):

Y Sumita ◽

H Nouda ◽

K Kanazawa ◽

M Fukasawa

Keyword(s):

Staphylococcus Aureus ◽

Methicillin Resistant Staphylococcus Aureus ◽

Inhibitory Concentration ◽

Antibacterial Activities ◽

Infection Model ◽

Methicillin Resistant ◽

Gram Positive Bacteria ◽

Wide Range

The in vitro and in vivo antibacterial activities of SM-17466, a new 1 beta-methyl carbapenem, were evaluated against a wide range of clinical bacterial isoaltes and compared with the activities of meropenem, imipenem, vancomycin, and arbekacin. SM-17466 had a broad spectrum of action against gram-positive bacteria, showing especially potent activity against methicillin-resistant staphylococci. The MICs of SM-17466, meropenem, imipenem, vancomycin, and arbekacin at which 90% of clinical isolates of methicillin-resistant Staphylococcus aureus were inhibited were 3.13, 50, 100, 1.56, and 3.13 micrograms/ml, respectively. This activity of SM-17466 was almost equivalent to those of the antibiotics used for the treatment of infections caused by this organism. SM-17466 also showed bactericidal activity against methicillin-resistant S. aureus. In contrast, SM-17466 was less active against gram-negative bacteria, especially against Pseudomonas aeruginosa, compared with the other carbapenems; however, of the carbapenems, SM-17466 exhibited the highest activity against Haemophilus influenzae and Bacteriodes fragilis. SM-17466, at a 50% inhibitory concentration of less than 1 microgram/ml, bound to penicillin-binding proteins 1 to 4 in methicillin-susceptible S. aureus and also had good binding to penicillin-binding protein 2' in a methicillin-resistant strain (50% inhibitory concentration, 5.9 micrograms/ml). This high affinity, which was 10 and 20 times greater than those for meropenem and imipenem, respectively, was reflected in the potent activity of SM-17466 against methicillin-resistant S. aureus. SM-17466 demonstrated excellent in vivo efficacy against methicillin-susceptible and -resistant S. aureus strains in a mouse peritoneal infection model: the efficacy of SM-17466 against methicillin-resistant strains was equal to or one-third that of vancomycin. This activity was comparable to the in vitro activity of SM-17466. The subcutaneous injection of SM-17466 in mice revealed that the half-life of SM-17466 in serum was about 18 min, intermediate between those of vancomycin and arbekacin and 1.5-fold that of imipenem-cilastatin. SM-17466 was resistant to hydrolysis by swine renal dehydropeptidase I, to an extent comparable to the resistance shown by meropenem.

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Two New Piperazine-Triones from a Marine-Derived Streptomycetes sp. Strain SMS636

Marine Drugs ◽

10.3390/md17030186 ◽

2019 ◽

Vol 17 (3) ◽

pp. 186 ◽

Cited By ~ 3

Author(s):

Xiuli Xu ◽

Jiahui Han ◽

Rui Lin ◽

Steven Polyak ◽

Fuhang Song

Keyword(s):

Staphylococcus Aureus ◽

Minimum Inhibitory Concentration ◽

Secondary Metabolites ◽

Deep Sea ◽

Spectroscopic Analysis ◽

Inhibitory Concentration ◽

2D Nmr ◽

Antibacterial Activities ◽

Bacillus Calmette Guerin ◽

Methicillin Resistant

Two new piperazine-triones lansai E and F (1, 2), together with four known secondary metabolites lansai D (3), 1-N-methyl-(E,Z)-albonoursin (4), imidazo[4,5-e]-1,2,4-triazine (5), and streptonigrin (6) were isolated from a deep-sea-derived Streptomycetes sp. strain SMS636. The structures of the isolated compounds were confirmed by comprehensive spectroscopic analysis, including HRESIMS, 1D and 2D NMR. Compound 4 exhibited moderate antibacterial activities against Staphylococcus aureus and methicillin resistant S. aureus (MRSA) with Minimum Inhibitory Concentration (MIC) values of 12.5 and 25 μg/mL, respectively. Compound 6 displayed significant antibacterial activities against S. aureus, MRSA and Bacillus Calmette-Guérin (BCG) with MIC values of 0.78, 0.78 and 1.25 μg/mL, respectively.

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Ferrocene Derivatives Carrying Urea, Thiourea, and Sulfonamide Moieties: Synthesis and Evaluation of Antibacterial and Antifungal Activities

Journal of Chemistry ◽

10.1155/2013/149693 ◽

2013 ◽

Vol 2013 ◽

pp. 1-7 ◽

Cited By ~ 8

Author(s):

Serkan Yavuz ◽

Hilal Yıldırım

Keyword(s):

Inhibitory Concentration ◽

Antibacterial Activities ◽

Klebsiella Pneumonia ◽

Gram Negative Bacteria ◽

Ferrocene Derivatives ◽

Antifungal Activities ◽

Gram Positive Bacteria ◽

Antibacterial And Antifungal Activities ◽

Elemental Analyses ◽

Antibacterial And Antifungal

In the present study, some novel ferrocene derivatives carrying urea, thiourea, and sulfonamide groups were synthesized, and all compounds were characterized by spectral and elemental analyses. These compounds were screened for their antibacterial activities and also their minimum inhibitory concentration (MIC) against Gram-positive bacteria (Staphylococcus aureusandBacillus subtilis) and Gram-negative bacteria (Klebsiella pneumoniaandEscherichia coli) and antifungal activities againstSaccharomyces cerevisiaeandCandida albicans. Amongst the tested compounds,4b,4c,5b, and6bdisplayed excellent antimicrobial activity.

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Natural Phytochemicals and Biological Activities of Wild Grape (Ampelocissus martinii Planch.) Root Extract

Asian Journal of Chemistry ◽

10.14233/ajchem.2021.23063 ◽

2021 ◽

Vol 33 (3) ◽

pp. 545-550

Author(s):

P. Siripipatthana ◽

P. Srihanam ◽

A. Sangdee

Keyword(s):

Antioxidant Activity ◽

Inhibitory Concentration ◽

Minimum Bactericidal Concentration ◽

Antioxidant Activities ◽

Biological Activities ◽

Antibacterial Activities ◽

Root Extract ◽

Phytochemical Content ◽

Gram Positive Bacteria ◽

High Antioxidant Activity

A hydromethanolic root extract of Ampelocissus martinii Planch. (A. martinii) was analyzed by standard methods for its phytochemical content, antioxidant activity, α-amylase and α-glucosidase inhibitions and antibacterial activities. The root extract exhibited the highest content of saponins, followed by phenols, proanthocyanidin and flavonoids, respectively. It showed high antioxidant activity in FRAP and CUPRAC assays. The root extract and standard Trolox had similar antioxidant activities in the DPPH and ABTS assay. It also showed much higher α-amylase and α-glucosidase inhibitory activity compared to standard acarbose. Moreover, the root extract inhibited all tested Gram-positive bacteria with the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) of 6.25 mg/mL. These results indicate that A. martinii root can be pharmaceutically used as active ingredients to prevent bacterial infection and radical-related diseases especially diabetes.

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Chrysoxanthones A–C, Three New Xanthone–Chromanone Heterdimers from Sponge-Associated Penicillium chrysogenum HLS111 Treated with Histone Deacetylase Inhibitor

Marine Drugs ◽

10.3390/md16100357 ◽

2018 ◽

Vol 16 (10) ◽

pp. 357 ◽

Cited By ~ 4

Author(s):

Xin Zhen ◽

Ting Gong ◽

Yan-Hua Wen ◽

Dao-Jiang Yan ◽

Jing-Jing Chen ◽

...

Keyword(s):

Bacillus Subtilis ◽

Histone Deacetylase ◽

Histone Deacetylase Inhibitor ◽

Penicillium Chrysogenum ◽

Inhibitory Concentration ◽

2D Nmr ◽

Antibacterial Activities ◽

Planar Structures ◽

Spectroscopic Analyses ◽

Deacetylase Inhibitor

By treating with histone-deacetylase inhibitor valproate sodium, three new heterdimeric tetrahydroxanthone–chromanone lactones chrysoxanthones A–C (1–3), along with 17 known compounds were isolated from a sponge-associated Penicillium chrysogenum HLS111. The planar structures of chrysoxanthones A–C were elucidated by means of spectroscopic analyses, including MS, 1D, and 2D NMR. Their absolute configurations were established by electronic circular dichroism (ECD) calculations. Chrysoxanthones A–C exhibited moderate antibacterial activities against Bacillus subtilis with minimum inhibitory concentration (MIC) values of 5–10 μg/mL.

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Production of New Antibacterial 4-Hydroxy-α-Pyrones by a Marine Fungus Aspergillus niger Cultivated in Solid Medium

Marine Drugs ◽

10.3390/md17060344 ◽

2019 ◽

Vol 17 (6) ◽

pp. 344 ◽

Cited By ~ 8

Author(s):

Lijian Ding ◽

Lu Ren ◽

Shuang Li ◽

Jingjing Song ◽

Zhiwen Han ◽

...

Keyword(s):

Staphylococcus Aureus ◽

Aspergillus Niger ◽

Spectroscopic Data ◽

Pathogenic Bacteria ◽

Methicillin Resistant Staphylococcus Aureus ◽

Inhibitory Concentration ◽

Solid Medium ◽

Antibacterial Activities ◽

Marine Fungus ◽

Mic Value

Four 4-hydroxy-α-pyrones including three new ones named nipyrones A–C (1–3) together with one known analogue germicidin C (4) were discovered from a marine sponge-derived fungus Aspergillus niger cultivated in a solid rice culture. Their structures and absolute configurations were elucidated through a combination of spectroscopic data and electronic circular dichroism (ECD) calculations as well as comparison with literature data. Compounds 1–4 were evaluated for their antibacterial activities against five pathogenic bacteria (Staphylococcus aureus, Escherichia coli, Bacillus subtilis, methicillin-resistant Staphylococcus aureus, and Mycobacterium tuberculosis). Compound 3 showed promising activity against S. aureus and B. subtilis, with minimum inhibitory concentration (MIC) values of 8 μg/mL and 16 μg/mL, respectively, and displayed weak antitubercular activities against M. tuberculosis, with MIC value of 64 μg/mL, while compounds 1 and 2 exhibited moderate antibacterial efficacy against four pathogenic bacteria with MIC values of 32–64 μg/mL.

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Evolution and Antibacterial Evaluation of 8-Hydroxy-cycloberberine Derivatives as a Novel Family of Antibacterial Agents Against MRSA

Molecules ◽

10.3390/molecules24050984 ◽

2019 ◽

Vol 24 (5) ◽

pp. 984 ◽

Cited By ~ 4

Author(s):

Yuan-Shuai Yang ◽

Wei Wei ◽

Xin-Xin Hu ◽

Sheng Tang ◽

Jing Pang ◽

...

Keyword(s):

Staphylococcus Aureus ◽

Methicillin Resistant Staphylococcus Aureus ◽

Liver Microsomes ◽

Antibacterial Activities ◽

Intravenous Route ◽

Gram Positive Bacteria ◽

Ld50 Value ◽

Derivatives Of ◽

Unique Chemical ◽

Better Than

Twenty-five new derivatives of 8-hydroxycycloberberine (1) were synthesized and evaluated for their activities against Gram-positive bacteria, taking 1 as the lead. Part of them displayed satisfactory antibacterial activities against methicillin-susceptible Staphylococcus aureus (MSSA) and methicillin-resistant Staphylococcus aureus (MRSA), as well as vancomycin-intermediate Staphylococcus aureus (VISA). Especially, compound 15a displayed an excellent anti-MRSA activity with MICs (minimum inhibitory concentrations) of 0.25–0.5 μg/mL, better than that of 1. It also displayed high stability in liver microsomes and whole blood, and the LD50 value of over 65.6 mg·kg−1 in mice via intravenous route, suggesting a good druglike feature. The mode of action showed that 15a could effectively suppress topo IV-mediated decatenation activity at the concentration of 7.5 μg/mL, through binding a different active pocket of bacterial topo IV from quinolones. Taken together, the derivatives of 1 constituted a promising kind of anti-MRSA agents with a unique chemical scaffold and a specific biological mechanism, and compound 15a has been chosen for the next investigation.

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A New Thiopeptide Antibiotic, Micrococcin P3, from a Marine-Derived Strain of the Bacterium Bacillus stratosphericus

Molecules ◽

10.3390/molecules25194383 ◽

2020 ◽

Vol 25 (19) ◽

pp. 4383

Author(s):

Weihong Wang ◽

Kyu-Hyung Park ◽

Jusung Lee ◽

Eunseok Oh ◽

Chanyoon Park ◽

...

Keyword(s):

Mass Spectrometry ◽

High Resolution Mass Spectrometry ◽

2D Nmr ◽

Antibacterial Activities ◽

Culture Broth ◽

Gram Positive ◽

Gram Positive Bacteria ◽

New Antibiotics ◽

Thiopeptide Antibiotics ◽

Bacterium Bacillus

A new thiopeptide (micrococcin P3, 1) and a known one (micrococcin P1, 2) were isolated from the culture broth of a marine-derived strain of Bacillus stratosphericus. The structures of both compounds were elucidated using spectroscopic methods, including extensive 1D and 2D NMR analysis, high resolution mass spectrometry (HRMS), and tandem mass spectrometry. Both compounds exhibited potent antibacterial activities against Gram-positive strains with minimum inhibitory concentration (MIC) values of 0.05−0.8 μg/mL and did not show cytotoxicity in the MTT assay up to a concentration of 10 μM. This study adds a new promising member, micrococcin P3, to the family of thiopeptide antibiotics, which shows potential for the development of new antibiotics targeting Gram-positive bacteria.

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Isolation Identification and Characterization of Diterpenes from the Stem bark of Detarium Microcarpum

NIGERIAN ANNALS OF PURE AND APPLIED SCIENCES ◽

10.46912/napas.60 ◽

2019 ◽

Vol 1 ◽

pp. 33-37

Author(s):

Y Gera ◽

E U Umeh ◽

T A Tor-Anyiin ◽

C C Iheukwumere

Keyword(s):

Antibacterial Activity ◽

Ethyl Acetate ◽

2D Nmr ◽

Stem Bark ◽

Antibacterial Activities ◽

Shigella Dysenteriae ◽

Detarium Microcarpum ◽

Wide Range ◽

Salmonella Enteriditis ◽

Reported Data

The antibacterial activity of the stem bark of Detarium microcarpum was investigated with the aim of isolating the most active ingredient. Extraction solvents used to prepare the crude extracts of the stem bark were, n-hexane, ethyl acetate, chloroform, methanol. Test bacteria included Escherichia coli, Salmonella enteriditis, Shigella dysenteriae, Staphylococcus aureus and Vibro cholerae. The extracts demonstrated a wide range of antibacterial activity on the microorganisms, with the ethyl acetate crude extract being the most active. Using liquid vacuum chromatography over silica gel, the extract was eluted with n- hexane, ethyl acetate and methanol and fifty- five fractions labeled Gl - G55 were obtained. Further antibacterial assays of the fractions led to the identification of fraction G34 as the most active fraction. This fraction was subjected to spectroscopic analysis using NMR, [(1H -1H NMR, 13C-NMR) and 2D-NMR (COSY and HMBC)]. The results showed good agreement with reported data on Copalic acid, a diterpene with chemical formula C O H O . This compound is 2 34 2 the most active ingredients of this plant and is likely to be responsible for its antibacterial activities.

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