Adsorption behavior of antibiotic in soil environment: a critical review

doi:10.1007/s11783-015-0801-2

Front. Environ. Sci. Eng.

2015, Vol. 9

Issue (4) : 565-574 https://doi.org/10.1007/s11783-015-0801-2

REVIEW ARTICLE

Adsorption behavior of antibiotic in soil environment: a critical review

Shiliang WANG,Hui WANG(

)

State Key Joint Laboratory on Environmental Simulation and Pollution Control, School of Environment, Tsinghua University, Beijing 100084, China

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Abstract

Antibiotics are used widely in human and veterinary medicine, and are ubiquitous in environment matrices worldwide. Due to their consumption, excretion, and persistence, antibiotics are disseminated mostly via direct and indirect emissions such as excrements, sewage irrigation, and sludge compost and enter the soil and impact negatively the natural ecosystem of soil. Most antibiotics are amphiphilic or amphoteric and ionize. A non-polar core combined with polar functional moieties makes up numerous antibiotic molecules. Because of various molecule structures, physicochemical properties vary widely among antibiotic compounds. Sorption is an important process for the environment behaviors and fate of antibiotics in soil environment. The adsorption process has decisive role for the environmental behaviors and the ultimate fates of antibiotics in soil. Multiply physicochemical properties of antibiotics induce the large variations of their adsorption behaviors. In addition, factors of soil environment such as the pH, ionic strength, metal ions, and organic matter content also strongly impact the adsorption processes of antibiotics. Review about adsorption of antibiotics on soil can provide a fresh insight into understanding the antibiotic-soil interactions. Therefore, literatures about the adsorption mechanisms of antibiotics in soil environment and the effects of environment factors on adsorption behaviors of antibiotics in soil are reviewed and discussed systematically in this review.

Keywords adsorption antibiotics environment factors soil

Corresponding Author(s): Hui WANG

Issue Date: 25 June 2015

Cite this article:

Shiliang WANG,Hui WANG. Adsorption behavior of antibiotic in soil environment: a critical review[J]. Front. Environ. Sci. Eng., 2015, 9(4): 565-574.

URL:

https://academic.hep.com.cn/fese/EN/10.1007/s11783-015-0801-2
https://academic.hep.com.cn/fese/EN/Y2015/V9/I4/565

selected classes	representative compounds	core structure	basic properties
aminoglycosides	apramycin	comprised of two or more amino sugars joined by a glycoside linkage to a hexose nucleus of the drug. The structure of these antibiotics is derived from these two molecules.	MM: 332.4-615.6 (g·mol^-1)
	gentamycin		WS: 10-500 (g·L^-1)
	kanamycin		log K_OW:-8.1 - -0.8
	neomycin		pKa: 6.9-8.5
	sisomycin		HC: 8.5 × 10^-12-4.1 × 10^-12
	spectinomycin
	streptomycin
β-lactams	amoxicillin	comprised of a thiazolidine ring connected to a β-lactam ring, to which a side chain is attached.	MM: 334.4-470.3 (g·mol^-1)
	ampicillin		WS: 22-10100 (mg·L^-1)
	azlocillin		log K_OW: 0.9-2.9
	benzylpenicillin		pKa: 2.7
	carbenicillin		HC: 2.5 × 10^-19-1.2 × 10^-12
	cefazolin
	cefuroxim
	cefotaxim
	cefprozil
	cloxacilin
	dicloxacilin
	flucloxacillin
	meropenem
	methicillin
	mezlocillin
	nafcillin
	oxacillin
	piperacillin
	phenoxymethylcillin
	penicillin G
glycopeptides	vancomycin	comprised of carbohydrate moieties (glycans) covalently attached to the side chains of an amino acid.	MM: 1450.7 (g·mol^-1)WS:>100 (mg·L^-1)not soluble in octanolpKa: 5.0HC: negligible
macrolides	azithromycin	comprised of highly substituted monocyclic lactone with one or more saccharides glycosidically attached to hydroxyl groups. The lactone rings are usually 12, 14 or 16-membered.	MM: 687.9-916.1 (g·mol^-1)
	clarithromycin		WS: 0.45-15 (mg·L^-1)
	erythromycin		log K_OW: 1.6-3.1
	roxithromycin		pKa: 7.7-8.9
	spiramycin		HC: 7.8 × 10^-36-2.0 × 10^-26
	tylosin
	vancomycin
fluorquinolones	ciprofloxacinenrofloxacin,flumequin,sarafloxacin	containing two fused rings with a carboxylic acid and a ketone group.	MM: 229.5-417.6 (g·mol^-1)WS: 3.2-17790 (mg·L^-1)log Kow: -1.0-1.6pKa: 8.6HC: 5.2 × 10^-17-3.2 × 10^-8
sulphonamides	sulphanilamide	characterized by sulfonyl group connected to an amine group.	MM: 172.2-300.3 (g·mol^-1)
	sulphadimethoxine		WS: 7.5-1500 (mg·L^-1)
	sulphadimidine		log K_OW: -0.1-1.7
	sulphamethoxazole		pKa: 2~3; 4.5-10.6
	sulphapyridine		HC: 1.3 × 10^-12-1.8 × 10^-8
	sulphathiazole
tetracyclines	chlortetracycline	containing an octrahydronaphtacene ring skeleton, consisting of 4 fused rings.	MM: 444.5-527.6 (g·mol^-1)
	doxycycline		WS: 203-52000 (mg·L^-1)
	oxytetracycline		log K_OW: -1.3-0.05
	tetracycline		pKa: 3.3; 7.7; 9.3
	doxycycline		HC: 1.7 × 10^-23-4.8 × 10^-23
	erythro-mycin A

Tab.1 Basically physicochemical properties of selected classes of antibiotics

Tab.2 Literature data of sorption coefficients of antibiotics in soil

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