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. 2022 Dec 1;13(1):1. doi: 10.1007/s13205-022-03398-7

Table 3.

Synthesis matrix of articles collected in a literature review that report the antibacterial potential of synthetic Chalcones and derivatives against S. aureus

Chalcone Type Synthesis technique S. aureus strain (s) MIC/Inhibition Zone Activity Quote
(E)-1-(2-hydroxyphenyl)-3-(2,4-dimethoxy-3-methylphenyl)prop-2-en-1-one Synthetic 1199B

↓ 50% of the MIC of the antibiotic

(128 μg/mL to 64 μg/mL);

Antibacterial; Synergism with the antibiotic Norfloxacin

Inactive as a NorA inhibitor

Rocha et al. (2021)
(E)-1-(2-hydroxyphenyl)-3-(2,4-dimethoxy-3-methylphenyl)prop-2-en-1-one Synthetic K2068 ↓ 60.3% of the MIC of BrEt (32 μg/mL to 12.6992 μg/mL) Inactive for direct antibacterial activity. Synergism with BrEt and potential MepA efflux pump inhibitor Rocha et al. (2021)
(Z)-4-((bis(2-hydroxyethyl)amino)methyl)-7-((1-(4-methoxyphenyl)-3-oxo-3-(thiazol-2-yl) prop-1-en-2-yl) oxy)-2H-chromen-2-one (5i) Synthetic MRSA 0.004 mM

Antibacterial

6X better than the reference antibiotic Norfloxacin

Hu et al. (2021)
4-bromo-3'-aminochalcone (5f) Synthetic Claisen–Schmidt

MSSA

MRSA

1.9 μg mL;

7.8 µg mL

Concentration-dependent antibacterial and antibiofilm Garcia et al. (2021)
Chalcones derived from 2-hydroxyacetophenone (A1-A6) Synthetic Claisen–Schmidt RN4220; K4414; 1199B; K2068 1024 μg/mL Clinically irrelevant antibacterial activity; Potential IBEs Xavier et al. (2021)

Chalcone derivative

DBDCPP-3

Synthetic Claisen–Schmidt Over than 15 mm Bactericide Shinde et al. (2021)

(E)-3-(furan-2-yl)-1-(2-hydroxy-3,4,6-trimethoxyphenyl)prop 2-en-1-one (Hitfurfural);

(E)-1-(2-hydroxy-3,4-dimethoxyphenyl)-3-(thiophen-2-yl)prop-2-en-1-one (Hithiophene)

Synthetic Claisen–Schmidt

1199B

K2068

1024 μg/mL

Clinically irrelevant antibacterial activity;

Potential NorA and MepA IBEs

da Silva et al. (2021)
(2E)-3-(4-Methoxyphenyl)-1-{4-[(3-phenyl-1,2,4-oxadiazol-5- yl)methoxy]phenyl}prop-2-en-1-one (6a) Synthetic

3.12 μM

2 × more efficient than the standard drug Ciprofloxacin

Antibacterial Ibrahim et al. (2021)

(E)-3-(3-bromo-4-methoxyphenyl)-1-(thiazol-2-yl)prop-2-en-1-one

(Zn 4 complex)

Synthetic Claisen–Schmidt MTCC 916 18 mm Antibacterial Johnson and Yardily (2021)
(E)-3-(4-(dimethylamino)phenyl)-1-(2-hydroxyphenyl)prop-2-en1-one (3) Synthetic Claisen–Schmidt 1199B 1000 μg/mL Clinically irrelevant antibacterial activity; NorA inhibitory potential Leal et al. (2021)
Polymer chalcone (P3) Synthetic Claisen–Schmidt 20 mm Antibacterial Solmaz et al. (2021)
Hybrid Chalcona (1) Synthetic Claisen–Schmidt NCIM 2122 10.05 μM Low antibacterial activity compared to standard drug Ciprofloxacin Konidala et al. (2021)
Chalcone with imide-Zo portion [1,2-a]pyridine (3b, 3d, 3g, 3l and 3m) Synthetic Claisen–Schmidt 32 μg/mL and 64 μg/mL Antibacterial Soltani et al. (2021)
E4,4'-Bromo-4-methylchalcone Synthetic Claisen–Schmidt MRSA 16 μg/mL Antibacterial Aksöz et al. (2021)

Quinoline chalcone:

1-(4-(benzyl sulfonyl) phenyl)- 2,3dibromo-3-(chloroquinoline-3-yl) propane-1- one (7)

Synthetic Claisen–Schmidt

At a concentration of 10 mg/disk:

15 mm

Low antibacterial activity compared to standard drug Saleh et al. (2020)

Fluorinated chalcone:

(E)-3-(1″H-indol-3″-yl)-1-[40 -(trifluoromethyl)phenyl]prop-2-en-1-one

Synthetic Claisen–Schmidt NCIM-2079 51 µM Low antibacterial activity compared to standard drug Lagu et al. (2020)
(E)-1-(4-aminophenyl)-3-(furan-2-yl)-prop-2-en-1-one (AFPO) Synthetic Claisen–Schmidt 10  ≥ 1024 μg/mL Irrelevant Ferraz et al. (2020)
(E)-1-(4-aminophenyl)-3-(furan-2-yl)-prop-2-en-1-one (AFPO) Synthetic Claisen–Schmidt 10

AFPO + Gentamicin: ↓ 3X

AFPO + Penicillin = ↓ 3X

Synergism (potentiation of antibiotic activity) Ferraz et al. (2020)
Naphthyl Chalcones (3a -3p) Synthetic MTCC 96 24–162 μg/mL Low antibacterial activity compared to standard drug Pola et al. (2020)
Heteroaromatic Chalcones Derivatives (1a-and 3a-c) Synthetic Claisen–Schmidt N5923 13 and 19 mm Antibacterial Farooq and Ngaini (2020)
Chalcone derivative (1d) Synthetic Claisen–Schmidt 11 mm Antibacterial Farooq and Ngaini (2020)

Chalcones source of the natural product

2-hydroxy-3,4,6-trimethoxyacetophenone (1–4)

Synthetic Claisen–Schmidt

10 (Multi-resistant);

ATCC 25923;

 ≥ 1024 μg/mL;

645 μg/mL

Irrelevant;

Low antibacterial activity and synergism with Ciprofloxacin and Gentamicin

Freitas et al. (2020)

4'-piperazinyl Chalcone—pleuromutilin

(14i; 14k)

Synthetic Alcoholic condensation

MRSA (ATCC 33591);

MRSA (ATCC 43300);

ATCC 25923

0.5–1 μg/mL Antibacterial Xie et al. (2020)
Sulfonamides Chalcones and derivatives: (IV—XXXII) Synthetic ATCC 25923 (> 22)—10 (0.156) mm Inactive for antibacterial activity Bonakdar et al. (2020)
Ferrocenyl Chalcones (Decyl) Synthetic Acquired

NCIMB 8244

MRSA (RCH)

0.031 mg mL

0.063 mg mL

Antibacterial Henry et al. (2020)

Bichalcones and Bispirazoline derivatives

(2ª–2d)

(3b–3d)

Synthetic Acquired

16–32 μg/mL

8 – 32 μg/mL

Inactive for antibacterial activity Nisa and Yusuf (2020)

Pyrimidine derived from Chalcone:

9-(Benzo[d][1,3]dioxol-5-yl)- 7-(thiophen-2-yl)pyrido[30,20:4,5] thieno[3,2-d]pyrimidin-4(3H)-one (24a)

Synthetic Acquired ATCC 6538 7.81 μg/mL Antibacterial Sanad et al. (2020)
Triazine Chalcone: 3k Synthetic Claisen–Schmidt NCIM 2178 85 mm Antibacterial Shinde et al. (2019)

Aminochalcone derivatives:

1–3; 7–8; 11–13; 16

Synthetic Claisen–Schmidt DSM799

0.25 [mg/mL];

0.125 [mg/mL];

0.25 [mg/mL];

0.5 [mg/mL]

Antibacterial Kozłowska et al. (2019)

Chalcones and derivatives

(6r, 12a);

[6s; 12c]

7j–7m

Synthetic Claisen–Schmidt

MSSA (ATCC 29213);

MRSA (USA 300)

(1.56 − 6.25 μg/mL);

[3.125 − 6.25 μg/mL];

1.56 -12.5 μg/mL

Antibacterial Zhang et al. (2018b)

Chalcones bonded to Biscoumarine copolyester

4a; 4b; 4c

Synthetic Polycondensation

312.5 μg/mL;

625 μg/mL;

156.2 μg/mL

Antibacterial Kandaswamy (2019)

1-(2-bromophenyl) ethanone derivatives

I1-I5

Synthetic NCIM 2079 They ranged from 31.25 to 500 μg/mL Significant Antibacterial Prasad et al. (2018)

Chalcones derivatives

11; 18

Synthetic Claisen–Schmidt

NTCC8325-4

MRSA 97-7

50 and 70 µg/mL;

50 and 90 µg/mL

Low antibacterial activity Vásquez-Martínez et al. (2019)

Chalcones derivatives

18; 11

Synthetic Claisen–Schmidt MRSA 97-7

20 μg/mL;

50 μg/mL

Synergism with the antibiotic methicillin Vásquez-Martínez et al. (2019)

Chalcone-pyridine hybrids

5j; 5i;

5b; 5f

Synthetic MTCC 121

3.12 μg/mL;

6.25 μg/mL

Antibacterial Gondru et al. (2018)

Pyrimidine-2(1H)-ol/-thiol derivatives derived from Chalcones

20–24; 35–39

Synthetic ATCC 25923 2.1–138.8 µg/mL Antibacterial Fandakli et al. (2018)

Chalcones converted to pyrazoles

4h, 4j, 4l, 4m e 4n

Synthetic Claisen–Schmidt They ranged from 3.75 to 1.25 µg/mL Antibacterial Chowdary et al. (2019)

Benzoxazepines derived from pyrazol-Chalcones

3c; 3h, 5c, 5g;

5b; 5h

Synthetic

30 mm;

28 mm;

27 mm;

32 mm

Antibacterial Ashok et al. (2018)

Indolyl Chalcone Derivatives

4b; 5b; 6b, 7; 11

Synthetic

27 mm;

22 mm;

24 mm,

28 mm

Antibacterial Sayed et al. (2018)

Heterocyclic Chalcones

4b*

4c, 4g, 4k

Synthetic Claisen–Schmidt MTCC 096

12.5 µg/mL*

6.25 µg/mL

Antibacterial Kaushik et al. (2018)

Pyrazole Chalcones

6b; 6c; 7b e 8b

Synthetic Claisen–Schmidt MTCC9886 13 ± 0.44 mm; 17 ± 1.10 mm; 15 ± 0.53 mm; 11 ± 2.01 mm Moderate antibacterial Kumari et al. (2018)

Triazole-based Chalcones

and its derivatives

3f, 5a, 6a, 7b e 8a

Synthetic

44.59 mM;

50.15 mM;

66.61 mM;

76.63 mM;

53.86 mM

Antibacterial Santosh et al. (2018)

Anthracene-based Chalcone derivatives

ANNP, ANFL;

ANID and ANPT

Synthetic Claisen–Schmidt

6.25 µg mL;

3.12 µg mL

Moderate antibacterial Prakash et al. (2018)

Chalcones derived from acetylpyridines

4; 5; 11; 12

Synthetic Antibacterial Santra et al. (2018)

β-Carboline Chalcones and their bromide salts

12b, 12c, 12e, 12f, 12g; 13a; 13h

Synthetic MTCC 96 Ranged from 440 to > 900 µM Inactive for antibacterial activity Reddy et al. (2018)
Chalcone-thiazole hybrids (27) Synthetic Claisen–Schmidt ATCC 33592—Methicillin and Gentamicin Resistant 1.4 µM Antibacterial Sashidhara et al. (2015)

1,3- diphenyl-2-propen-1-ones

(III-C)

Synthetic JMC 2151 32 ± 1.5 mm Antibacterial Alam et al. (2015)
Chalcones derivatives: 3ª–3j Synthetic ATCC 29213; (MRSA)

16–256 μg/mL

32–64 μg/mL

Low antibacterial activity Evranos-Aksöz et al. (2015)
4.5-dihydropyrazol Synthetic ATCC 29213 10–17 mm Antibacterial Budak et al. (2017)
2-(4-Methyl-2-oxo-2H-chromen-7-yloxy)-N-(4-((E)-3- (3,4,5-trimethoxyphenyl)acryloyl)phenyl)acetamide Synthetic Claisen–Schmidt ATTC 6538 35.8 µg/mL Antibacterial El-Sherief et al. (2017)

(4- (4- aryl)-1H- pyrrol-3-yl)(pyren-1-yl)meth-

Anone + (3-chloro)

Synthetic - - 4.1 μg/mL Antibacterial Divakar and Shanmugam (2017)
monocarbonyl curcuminoids Synthetic - ATCC 25923 250 mg/mL Antibacterial Ud Din et al. (2017)

2-(2-Hydroxyphenyl)-5-methyl-3-(4-(thiophen-2-yl)-6-(4- methyl-phenyl)-pyrimidin-2-yl) thiazolidin-4-one;

3-Chloro-4-(4-hydroxy-3-methoxyphenyl)-1-(4-(thiophen-2- yl)-6-(4-methyl-phenyl)-pyrimidin-2-yl)azetidin-2-one

Synthetic Claisen–Schmidt 100 μg mL Antibacterial Patel et al. (2017)

(2E,20 E)-3,30 -(3,30 -(butane-1,4-diylbis(oxy))bis(3,1- phenylene))bis(1-(thiophen-2-yl)prop-2-en-1-one)

(2E,20 E)-3,30 -(3,30 -(pentane-1,5-diylbis(oxy))bis(3,1- phenylene))bis(1-(thiophen-2-yl)prop-2-en-1-one)

Synthetic Claisen–Schmidt MTCC 96 8 μg/mL Antibacterial Yusuf et al. (2017)
Chalcones derived from Pyrimidines Synthetic 9–14 mm Antibacterial Kumar et al. (2017b)
Phenylpropenone pyrrolyl Chalcone Synthetic 6–11 mm Antibacterial Kumar et al. (2017a)
Chalcones with a triazine nucleus (P1–P3, P5, P6, S6) Synthetic MTCC 96 7–13 mm Antibacterial Mahmoodi et al. (2017)
Derivatives of (3ar,4S,7R,7as)-2-(4-((E)-3-(3- aryl)acryloyl) phenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole1,3(2H)-dione (7e, 7l, 7m and 7n) Synthetic Claisen–Schmidt ATCC 29213 14 mm Antibacterial Kocyigit et al. (2017)
(2E)-3-(2,6- dichlorophenyl)-1-(4-methoxyphenyl) prop-2-en-1-one Synthetic 50 mg/mL Antibacterial Sadgir et al. (2020)
Chalcones derived from Pyrazoline Synthetic 12.5–25 µg/ml Antibacterial Desai and Sastry (2017)
6,6-dimethyl3-aryl-3′,4′,6,7-tetrahydro-1′H,3H-spiro[benzofuran-2,2′-naphthalene]-1′,4(5H)- dione (5a) Synthetic Claisen–Schmidt ATCC 29213 16 mm Antibacterial Ergüntürk et al. (2017)
2-Pyrazoline (5f) Synthetic Claisen–Schmidt MTCC 737 10 mg/mL Antibacterial Lokeshwari et al. (2017)

2-bromo-4-[3-(2-hydroxyphenyl)-4,5-dihydro-1h-pyrazol-5-yl]-6-methoxyphenol

1-[5-(3-bromo-4-hydroxy-5-methoxyphenyl)-3-(2-hydrophenyl]-4,5-dihydro-1H-pyrazol-1-yl)ethanone

Synthetic FNCC 0047 7.25 mm Antibacterial Setyawati et al. (2017)

Cis-3-4-dihydrohamacanthin B;

Bromodeoxytopsentin

Synthetic RN4220; MRSA 252; ATCC 29213 12.5 µg/mL; 6.25 µg/mL Antibacterial Labrière et al. (2017)

(2E,2′E)-3,3′-(octane-1,8-diylbis(oxy))bis(3,1- phenylene))bis(1-phenylprop-2-ene-1-one)

1,12-bis(3-(1,3-diphenyl-4,5-dihydro-1H-pyrazol5-yl)phenoxy)dodecane

Synthetic Claisen–Schmidt MTCC 96 8 μg/mL Antibacterial Yusuf et al. (2017)

Jaceosidin;

5,7,4′-triacetoxy jaceosidin

Synthetic

ATCC 43,300,

VRS 10, NRS 17

NRS 1

32–128 µg/mL Antibacterial Kumar et al. (2016)
3′-formyl-2′,4′,6′-trihydroxydihydrochalcone Synthetic

ATCC 29,213

MRSA 33,591

17.4 μM

36.6 μM

Antibacterial Zaki et al. (2016)
Quinoline scaffold (3b, 3d, 3g, 3h–j) Synthetic Claisen–Schmidt - 200 µg/mL Antibacterial Dave and Rahatgaonkar (2016)
Ferrocenyl chalcones with O-alkylated vanillins Synthetic Claisen–Schmidt ATCC 25923 0.625–5 µg/mL Antibacterial Muškinja et al. (2016)
Complex Chalcones (3e, 3l) Synthetic ATCC 43300 21.8% Redução de crescimento Antibacterial Patil et al. (2016)

(E)-3-{5-[(2-Benzoylbenzofuran-5-yl)methyl]-2- hydroxyphenyl}-1-(3,4-dichlorophenyl)prop-2-en-1- one;

{5-[3-(8-Fluoro-4-phenyl-2,3-dihydro-1H-benzo- [b][1,4]diazepin-2-yl)-4-hydroxybenzyl]benzofuran2-yl}(phenyl)methanone

Synthetic Claisen–Schmidt

55 µg/mL

34 µg/mL

Antibacterial SHankar et al. (2016)

(4-Bromo-6,7-dimethoxy-1,1-dioxido-3,4-dihydro-2H-benzo[e][1,2]thiazin-3-yl)(3-chlorophenyl)methanone

(4-Bromo-6,7-dimethoxy-1,1-dioxido-3,4-dihydro-2H-benzo[e][1,2]thiazin-3-yl)(3-bromophenyl)methanone

(4-Bromo-2-ethyl-6,7-dimethoxy-1,1-dioxido-3,4-dihydro-2H-benzo[e][1,2]thiazin-3-yl)(3-bromophenyl)methanone

Synthetic ATCC 6538 200–400 µg/mL No significant antibacterial activity Patel et al. (2016)

Carbazole-based Chalcones

(3a, 3h, 3i, 4a, 4h, 4i, 5a, 5h, 5i)

Synthetic Claisen–Schmidt ATCC 6538 20 µg/mL Antibacterial Ashok et al. (2016)
Glabridin-chalcone hybrid molecules (6h, 7e, 8f) Synthetic Claisen–Schmidt

MTCC-96

MRSA-ST 2071

12,5 µg/mL Antibacterial Kapkoti et al. (2016)
Chalcones derived from 1,3-diaryl pyrazole (6g, 6l and 7l) Synthetic 4220 1–64 μg/mL Antibacterial Killeen et al. (2016)
Chalcones Derivatives (4ª, 4f) Synthetic Claisen–Schmidt 4220, 209 and 503 2 μg/mL Antibacterial Wei et al. (2016)

1-[7-(diethylamino)-2H-chromen-2on]-3-(p-chlorophenyl)-2-propen-1-one one;

1-[7-(diethylamino)-2H-chromen-2on]-3-(p-fluorophenyl)-2-propen-1-one

Synthetic Claisen–Schmidt 100 µg/mL Antibacterial Himangini and Pathak (2016)
4,5-Dihydro-3-(1-benzyl-1H-indol-3-yl)-5-(naphthalene-2-yl) isoxazole Synthetic Claisen–Schmidt RCMB 010028 23.4 mm Antibacterial Abo-Salem et al. (2016)
1,3-thiazine compounds with a Schiff base portion (5a-5e) Synthetic Claisen–Schmidt 09–15 mm Antibacterial Babu et al. (2015)
2,8- bis(2,4-Dichlorophenyl)-4H,6H-pyrano[3,2-g]chromene-4,6-dione Synthetic Claisen–Schmidt ATCC 29737 12.5 µg/mL Antibacterial Husain et al. (2015)
2-Chloro-N-{4-[3-(substitutedphenyl)-acryloyl]-phenyl}-acetamide Synthetic Claisen–Schmidt 9 mm Antibacterial Jayaramu and Maralihallia (2015)
3-(4′-N,N-dimethyl amino phenyl)-5-(2″, 2″-dimethyl, 7″-hydroxy chroman) isoxazole/3-(3′,4′-chloro-phenyl)-5-(2″, 2″-dimethyl, 7″-hydroxy chroman) isoxazole/3-(4′-methoxy-phenyl)-5-(2″, 2″-dimethyl, 7″-hydroxy chroman) isoxazole/3-(4′-cyano phenyl)-5-(2″, 2″-dimethyl, 7″-hydroxy chroman) isoxazole Synthetic Claisen–Schmidt MTCC 96 5–20 µg/mL Antibacterial Raju et al. (2015)
trans-3-(1H-indol-3-yl)-1-(40-benzyloxyphenyl)-2-propen-1-one (2), 1-(400-biphenyl)-3-(30 40-dihydroxyphenyl)-2-propen-1-one (11), 1-(400-hydroxy-300-methylphenyl)-3-(40 -hydroxyphenyl)-2-propen-1-one (14), 3-(40 -chlorophenyl)-1-(400-hydroxyphenyl)-2-propen-1-one (17), LTG-oxime Synthetic Claisen–Schmidt

ATCC 96

MRSA

12.5–50 mg mL Antibacterial Gaur et al. (2015)
6H-benzo[c]chromen-6-ones and Diazepines (10a,b) Synthetic Claisen–Schmidt ATCC 9144 0.625 μg/mL Antibacterial Mazimba (2015)
Chalcone

Synthetic

acquired

USA 300;

USA 300 ΔSRTA

53.15 μM

76 μM

Antibacterial and anti-biofilm Zhang et al. (2017)
Apchal and Achlopheny Synthetic Claisen–Schmidt ATCC 25923, 10, 1199B, K2068 70% synergism of gentamicin when associated with Apchal and loss of synergism when associated with Aclo-phenyl Antibacterial. Synergism and antagonism were observed Siqueira et al. (2020)
Apchal and Achlophenyl Synthetic Claisen–Schmidt SA-1199B; K2068 Synergism with Norfloxacin and ciprofloxacin; synergism with ciprofloxacin and ethidium bromide Efflux pump inhibitor Siqueira et al. (2020)
1,3- Bis-(2-hydroxy-phenyl)-propenone, 3-(3-hydroxy-phenyl)-1-(2-hydroxy-phenyl)-propenone e 3-(4-hydroxy-phenyl)-1-(2-hydroxy-phenyl)-propenone Synthetic MRSA ATCC 43,300, MRSA CC5, CC8, CC45, CC80, CC152 37.5 ± 13.2 μg/mL; 97.5 ± 27.5 μg/mL; 110.8 ± 21.1 μg/mL Antibacterial Božić et al. (2015)
Chalcones and derivatives (6s e12a) Synthetic Claisen–Schmidt Newman (MSSA); MN8 (MRSA); NRS70 (MRSA)

3.12 μg/mL;

6.25 μg/mL:

0.8 μg/mL

Antibacterial, anti-biofilm Zhang et al. (2018a, b)
(E)-N-(3-Aminopropyl)-2-(5-((3-methylbut-2-en-1-yl)oxy)-2-(3-(4-((3-methylbut-2-e n-1-yl)oxy)phenyl)acryloyl)phenoxy)acetamide Synthetic ATCC29213, MRSA N315, MRSA NCTC10442 1.56–3.13 μg/mL Antibacterial Lin et al. (2020)
Thiazolyl-pyrazoline derivatives (7 a) Synthetic Claisen–Schmidt MSSA (ATCC 25,923), MRSA (ATCC 43,300), VISA

62.5 µg/mL;

125 µg/mL;

31.5 µg/mL;

Antibacterial Cuartas et al. (2020)
Derivatives of benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxide Synthetic ATCC 6538 > 1600 µg/mL Inactive for antibacterial activity Bassin et al. (2017)
Derivatives of 2′,6′-dihydroxy-4′-methoxy-3′,5′-dimethyl chalcone (10) Synthetic ATCC 43,300, Clinical isolate, VRS 10, NRS 17, NRS 1

> 128 µg/mL

64 µg/mL

32 µg/mL

Antibacterial Kumar et al. (2016)
Derivatives of (E)-3-(4-bromophenyl)-1-(p-tolyl) prop-2-en-1-one (3a, 3e, 3j) Synthetic ATCC 29,737

25.4 mm

27.2 mm

26.4 mm

Antibacterial Bhirud et al. (2020)
7,4′-dihydroxy-8,3′-diprenylflavone and erysubin F Synthetic Claisen–Schmidt

MRSA,

ATCC 43,300

15.4 μM

20.5 μM

Antibacterial Kwesiga et al. (2020)
(2Z)-3-(3-nitrophenyl)-1-{4-[(E)-(piperidin-1-yl)diazenyl]phenyl}prop-2-en-1-one Synthetic Claisen–Schmidt ATCC 12,598 12.5 g/mL Antibacterial Sivasankerreddy et al. (2018)
Xanthohumol, naringenin, and chalconaringenin Synthetic PCM 2054

3.57 mm

3.77 mm

1.92 mm

Antibacterial Stompor and Zarowska (2016)

2′-Hydroxychalcone;

2 0-Hydroxy-2-methoxychalcone;

2 0-Hydroxy-4-methoxychalcone;

2 0-Hydroxy-40 -methoxychalcone-3-yl)(3-bromophenyl)methanone

Synthetic Claisen–Schmidt D1

0.26 ± 0.09,

0 ± 0.03,

0.88 ± 0.10

0 ± 0.04

Antibacterial Gładkowski et al. (2019)

4-Hydroxyphenyl

3-Hydroxyphenyl

Synthetic Claisen–Schmidt

5 µg/mL

10 µg/mL

Antibacterial Desai et al. (2017)
Aryl substituted dihydrotriazine derivatives (17h) Synthetic

4220

QRSA CCARM 3505

0.5 µg/mL Antibacterial Zhang et al. (2018a)
Derivatives of 1,2,3-triazoles (25) Synthetic Claisen–Schmidt MIC decrease in 55% Antibacterial Syed-Aly et al. (2015)

Derivatives of (2-(Pyridinyl)methylene)-1-tetralone

Chalcones (5h)

Synthetic MRSA Decrease of 75% Antibacterial Gibson et al. (2017)

(E)-N-(4-(3-(4-Chlorophenyl)acryloyl)phenyl)-3-(piperidin-1-yl)propanamide,

(E)-N-(4-(3-(4-Methoxyphenyl)acryloyl)phenyl)-3-(piperidin-1-yl)propanamide,

(E)-3-(Piperidin-1-yl)-N-(4-(3-(3,4,5-trimethoxyphenyl)acryloyl)phenyl)propanamide

Synthetic IFO 3060

2.0 mg/mL

2.4–8.6 mg/mL

Antibacterial and anti-biofilm El-Messery et al. (2018)

(2E)-3-(4-{[1-(2-chloro-4-fluorophenyl)-1H-1,2,3-triazol-4-yl]methoxy}-3- methoxyphenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one,

(2E)-3-(4-{[1-(2,4-difluorophenyl)-1H-1,2,3-triazol-4-yl]methoxy}-3-methoxyphenyl)-1- (2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one,

(2E)-3-(4-{[1-(2-chlorophenyl)-1H-1,2,3-triazol-4-yl]methoxy}-3-methoxyphenyl)-1-(2- hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one,

(2E)-3-[3,4-bis({[1-(2,4-difluorophenyl)-1H-1,2,3-triazol-4-yl]methoxy})phenyl]-1-(2- hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one,

2-[3,4-bis({[1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl]methoxy})phenyl]-5,7-dimethoxy4H-chromen-4-one

Synthetic ATCC 25323

6.25 µg/mL

12.5 µg/mL

Antibacterial Kant et al. (2016)
4′-hydroxy-4-methyl chalcone Synthetic ATCC 29213 32 μg/mL Antibacterial Evranos-Aksöz et al. (2015)
Asymmetric heterocyclic chalcone derivatives and heterocyclic compounds (4, 6, 7, 9) Synthetic ATCC 25923 65–95% of zone of inhibition Antibacterial El-Hashash et al. (2015)
Derivatives of 3-hydroxy-6-(hydroxymethyl)-2-(2-phenyl-4H-chromen-4-yl)-4H-pyran-4-ones (3a, 3e, 3f e 3 l) Synthetic

MLS-16

MTCC 2940

7.8–15.6 µg/mL Antibacterial Bingi et al. (2015)
Chalcona derivative: (4[(1E)-3-(pentyloxy)buta-1,3- dien-1-yl]benzene-1,2-diol Synthetic Claisen–Schmidt

ATCC 2592 (MRSA)

ATCC 33591

0.12 μM Antibacterial and antibiofilm Emeri et al. (2019)
N-(5a-chloro, 8a-triflouromethyl)-benzyl-N, 1a-dihydro-2H-O, N-isoliquiritigeninoxazine (IMRG4)

Synthetic

Derived from the natural Chalcone Isoliquiritigenin (ISL)

SA-29213; SA-1199;SA-1199B*; SA-K1758; MRSA-P4423; MRSA-P4627; MRSA-P4620; MRSA-B10760; MRSA-ST315; VISA-ST207; VISA-ST1745 50 (mg/L); 25(mg/L); 50(mg/L); 25 (mg/L); 50(mg/L); 25(mg/L); 25 (mg/L); 50(mg/L); 25(mg/L); 50 (mg/L); 50(mg/L)

Antibacterial

*NorA efflux pump inhibitor

Gupta et al. (2019)

(2E)-1-(3′, -methoxy-4′,-hydroxyphenyl)-3-(3-nitrophenyl) prop-2-en1-one

(AVMNB)

Synthetic Claisen–Schmidt

ATCC 25923;

10

≤ 512 mg/mL Antibacterial Garcia et al. (2020)

(2E)-1-(3′, -methoxy-4′,-hydroxyphenyl)-3-(3-nitrophenyl) prop-2-en1-one

(AVMNB)

Synthetic Claisen–Schmidt

ATCC 25923;

10

MIC↑ Antagonistic with Cephalexin and Gentamicin antibiotics Garcia et al. (2020)

2E-1-(2ʹ-hidroxi-3ʹ,4ʹ,6ʹ-trimetoxifenil)-3-(fenil)-prop-2-en-1-ona

(HYTPHENYL)

Synthetic

Derived from the natural compound: 2-hydroxy-3,4,6-trimethoxyacetophenone

Claisen–Schmidt 358

1024 µg/L

MIC↓

Inactive for antibacterial activity

Antibiotic modulator: Synergism with the antibiotic Amikacin

Teixeira et al. (2019)

(E)-3-(2-methylpyrimidin-5-yl)-1-ferroceynlprop-2-en-1-one

(MPFP)

Synthetic Claisen–Schmidt

Concentration of 25 μg: 19 mm

Concentration of 50 μg: 24 mm

Concentration of 75 μg: 31 mm

Antibacterial Twinkle et al. (2020)

Cationic derivatives of Chalcones:

5a; 5s; 5b; 5c; 5d, 5g, 5l, 5p, 5q; 5r; 5z; 5ab

Synthetic Claisen–Schmidt

M1-M9

MRSA

Ranged from 0.25 –32 µg/mL Antibacterial and synergism with Norfloxacin and Colistin (CHU et al., 2018)
Cationic molecule 5g Synthetic Claisen–Schmidt ATCC29213 128 µg/mL Anti-biofilm (CHU et al., 2018)

Chalcones derivatives:

(E)-2-(4-acetamidophenoxy)-N-(3-(3-(4-methoxyphenyl) acryloyl)phenyl)acetamide (5e);

(E)-2-(4-acetamidophenoxy)-N-(3-(3-(4-chlorophenyl)acryloyl) phenyl)acetamide

(5b)

Synthetic

Concentration of 100 μg/mL: 9; 10 mm

Concentration of 200 μg/mL: 15 mm; 13 mm

Antibacterial Babu and Selvaraju (2020)

Chalcones-Sulfonamides

5/6, 8a-f and 9a-f

(N = 12 derivatives)

Synthetic Claisen–Schmidt Resistant clinical isolates > 57 mcM Inactive for antibacterial activity Castaño et al. (2019)
Thiazole-based Chalcone (Derivative): Compound 18 Synthetic IFO 3060 1 μg/mL Antibacterial Alrohily et al. (2019)

Ferrocenyl Chalcone Derivatives:

Zn (II)

(H1; H5)

Synthetic ATCC 9144

1.349 × 10–8 M/mL

1.268 × 10–7 M/mL

Significant antibacterial Liu et al. (2019)

Derivative:

(E)-1-(4-brom

ophenyl)-3-(4-iodophenyl)prop-2-en-1-one

Synthetic Synthesized and characterized using XRD, FT-IR1 H and 13 C NMR ATCC 12600 250 μg/mL Antibacterial Zainuri et al. (2017)

Ferrocenyl Chalcone Derivatives:

3a2,3a7 e 3b6

Synthetic MRSA, ATCC 43300

Concentração de 3 g/L:

11–22 mm

Antibacterial Liu et al. (2018)

Chalcones derivatives:

4a; 4e; 4h

Synthetic Claisen–Schmidt ATCC-9144

08 µg/mL

08 µg/mL

04 µg/mL

Antibacterial Gopi et al. (2016)
(E)-1-(4-Bromophenyl)-3-(napthalen-2-yl)prop-2-en-1-one Synthetic Claisen–Schmidt ATCC 12600 500 µg/mL Antibacterial Thanigaimani et al. (2015)
Derivatives if indolyl-4H-chromene-phenylprop-2-en-1-one (5g; 5h) Synthetic Claisen–Schmidt ATCC 700699 9.3 µg/mL Antibacterial Subbareddy et al. (2018)
Chalcone derivative: 1-hydroxynaphth-2-yl pyrazoline (6b) Synthetic Claisen–Schmidt 3.9 µg/mL Antibacterial El-Desoky et al, (2018)
Chalcone derivative: Pyrazoles (5j; 5h) Synthetic Claisen–Schmidt MTCC 3160 6.5 µg/mL Antibacterial Mishra et al. (2017)

Derivative of Chalcone (4-bromophenyl)-1-(4-chlorophenyl)prop-2-en-1-one (I):

4-[(E){[4-(4-bromophenyl)-6-(4-chlorophenyl)pyrimidin-2-yl]imino}methyl]benzene-1,3-diol (IJ)

Synthetic Claisen–Schmidt NCIM 2079 500 µg/mL Antibacterial Prasad et al. (2019)
[(Chloroquinolin-4-yl)amino]chalcones 8a–f Synthetic Claisen–Schmidt

ATCC 25923 (MSSA)

ATCC 43300 (MRSA)

> 1000 µg/mL Inactive for antibacterial activity Ramírez-Prada et al. (2017)
Bichalcones 8 (a–h) Synthetic Claisen–Schmidt 16–32 µg/mL Low antibacterial activity Yusuf and Solanki (2017)

a) The spaces filled with (–) mean that the information was absent from the article or was not clear