Microbial Sterolomics As a Chemical Biology Tool

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2018 Oct 28

PMID 30366429

Citations 5

Authors

Brad A Haubrich

Affiliations

Soon will be listed here.

Abstract

Metabolomics has become a powerful tool in chemical biology. Profiling the human sterolome has resulted in the discovery of noncanonical sterols, including oxysterols and meiosis-activating sterols. They are important to immune responses and development, and have been reviewed extensively. The triterpenoid metabolite fusidic acid has developed clinical relevance, and many steroidal metabolites from microbial sources possess varying bioactivities. Beyond the prospect of pharmacognostical agents, the profiling of minor metabolites can provide insight into an organism's biosynthesis and phylogeny, as well as inform drug discovery about infectious diseases. This review aims to highlight recent discoveries from detailed sterolomic profiling in microorganisms and their phylogenic and pharmacological implications.

Citing Articles

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References

Taravaud A, Loiseau P, Pomel S . In vitro evaluation of antimicrobial agents on Acanthamoeba sp. and evidence of a natural resilience to amphotericin B. Int J Parasitol Drugs Drug Resist. 2017; 7(3):328-336. PMC: 5604952. DOI: 10.1016/j.ijpddr.2017.09.002. View

Nes C, Singha U, Liu J, Ganapathy K, Villalta F, Waterman M . Novel sterol metabolic network of Trypanosoma brucei procyclic and bloodstream forms. Biochem J. 2011; 443(1):267-77. PMC: 3491665. DOI: 10.1042/BJ20111849. View

Bu M, Yang B, Hu L . Natural Endoperoxides as Drug Lead Compounds. Curr Med Chem. 2015; 23(4):383-405. DOI: 10.2174/0929867323666151127200949. View

Tanaka A, Noguchi K, Fukazawa H, Igarashi Y, Arai H, Uehara Y . p38MAPK and Rho-dependent kinase are involved in anoikis induced by anicequol or 25-hydroxycholesterol in DLD-1 colon cancer cells. Biochem Biophys Res Commun. 2012; 430(4):1240-5. DOI: 10.1016/j.bbrc.2012.12.067. View

Testa G, Rossin D, Poli G, Biasi F, Leonarduzzi G . Implication of oxysterols in chronic inflammatory human diseases. Biochimie. 2018; 153:220-231. DOI: 10.1016/j.biochi.2018.06.006. View

Griffiths W, Wang Y . An update on oxysterol biochemistry: New discoveries in lipidomics. Biochem Biophys Res Commun. 2018; 504(3):617-622. PMC: 6381446. DOI: 10.1016/j.bbrc.2018.02.019. View

Zhao Q, Chen G, Feng X, Yu Y, He R, Li X . Nodulisporiviridins A-H, Bioactive Viridins from Nodulisporium sp. J Nat Prod. 2015; 78(6):1221-30. DOI: 10.1021/np500912t. View

Perumal P, Sowmiya R, Prasanna Kumar S, Ravikumar S, Deepak P, Balasubramani G . Isolation, structural elucidation and antiplasmodial activity of fucosterol compound from brown seaweed, Sargassum linearifolium against malarial parasite Plasmodium falciparum. Nat Prod Res. 2017; 32(11):1316-1319. DOI: 10.1080/14786419.2017.1342081. View

Zerbinati C, Caponecchia L, Puca R, Ciacciarelli M, Salacone P, Sebastianelli A . Mass spectrometry profiling of oxysterols in human sperm identifies 25-hydroxycholesterol as a marker of sperm function. Redox Biol. 2016; 11:111-117. PMC: 5133663. DOI: 10.1016/j.redox.2016.11.008. View

10.

Yang F, Zhang L, Feng M, Liu A, Li J, Zhao T . Dictyoptesterols A-C, ∆-24-oxo cholestane-type sterols with potent PTP1B inhibitory activity from the brown alga Dictyopteris undulata Holmes. Fitoterapia. 2018; 130:241-246. DOI: 10.1016/j.fitote.2018.09.001. View

11.

Thi Ngoc N, Hanh T, Thanh N, Thao D, Cuong N, Hoai Nam N . Cytotoxic Steroids from the Vietnamese Soft Coral Sinularia leptoclados. Chem Pharm Bull (Tokyo). 2017; 65(6):593-597. DOI: 10.1248/cpb.c17-00129. View

12.

Lepesheva G, Ott R, Hargrove T, Kleshchenko Y, Schuster I, Nes W . Sterol 14alpha-demethylase as a potential target for antitrypanosomal therapy: enzyme inhibition and parasite cell growth. Chem Biol. 2007; 14(11):1283-93. PMC: 2324070. DOI: 10.1016/j.chembiol.2007.10.011. View

13.

Huang C, Tseng W, Ahmed A, Chiang P, Tai C, Hwang T . Anti-Inflammatory Polyoxygenated Steroids from the Soft Coral Lobophytum michaelae. Mar Drugs. 2018; 16(3). PMC: 5867637. DOI: 10.3390/md16030093. View

14.

Alhanout K, Rolain J, Brunel J . Squalamine as an example of a new potent antimicrobial agents class: a critical review. Curr Med Chem. 2010; 17(32):3909-17. DOI: 10.2174/092986710793205417. View

15.

Mencarelli A, DAmore C, Renga B, Cipriani S, Carino A, Sepe V . Solomonsterol A, a marine pregnane-X-receptor agonist, attenuates inflammation and immune dysfunction in a mouse model of arthritis. Mar Drugs. 2013; 12(1):36-53. PMC: 3917259. DOI: 10.3390/md12010036. View

16.

Igarashi Y, Sekine A, Fukazawa H, Uehara Y, Yamaguchi K, Endo Y . Anicequol, a novel inhibitor for anchorage-independent growth of tumor cells from Penicillium aurantiogriseum Dierckx TP-F0213. J Antibiot (Tokyo). 2002; 55(4):371-6. DOI: 10.7164/antibiotics.55.371. View

17.

Leaver D . Synthesis and Biological Activity of Sterol 14α-Demethylase and Sterol C24-Methyltransferase Inhibitors. Molecules. 2018; 23(7). PMC: 6099924. DOI: 10.3390/molecules23071753. View

18.

Thi Ngoc N, Thi Mai Huong P, Thanh N, Chi N, Dang N, Cuong N . Cytotoxic Steroids from the Vietnamese Soft Coral Sinularia conferta. Chem Pharm Bull (Tokyo). 2017; 65(3):300-305. DOI: 10.1248/cpb.c16-00881. View

19.

Millerioux Y, Mazet M, Bouyssou G, Allmann S, Kiema T, Bertiaux E . De novo biosynthesis of sterols and fatty acids in the Trypanosoma brucei procyclic form: Carbon source preferences and metabolic flux redistributions. PLoS Pathog. 2018; 14(5):e1007116. PMC: 5993337. DOI: 10.1371/journal.ppat.1007116. View

20.

Yang F, Li Y, Tang J, Sun F, Lin H . New 4-methylidene sterols from the marine sponge Theonella swinhoei. Fitoterapia. 2018; 127:279-285. DOI: 10.1016/j.fitote.2018.03.006. View