Free accessResearch articleFirst published online 2017-9
LC-MS-based Screening of East Indian Sandalwood Oil for Mycobacterium tuberculosis Shikimate Kinase and Plasmodium falciparum Thioredoxin Reductase Inhibitory Activities
M. tuberculosis shikimate kinase (MtSK) and P. falciparum thioredoxin reductase (PfTrxR) represent promising drug targets in tuberculosis and malaria therapy respectively. East Indian Sandalwood oil (EISO) has many reported therapeutic benefits including antibacterial and antiplasmodial effects. The aim of this study was to screen EISO for MtSK and PfTrxR inhibition as potential mechanisms of antimycobacterial and antiplasmodial activities. Liquid chromatography-mass spectrometry (LC-MS) functional assays were used to assess MtSK and PfTrxR inhibition. In this study, EISO displayed antitubercular activity against M. tuberculosis H37Rv at MIC value of 0.002% v/v. Subsequently preliminary screening of the MtSK inhibition by EISO showed an IC50 value of 0.015% v/v. Additionally, EISO presented 90% inhibition of PfTrxR at 0.01% v/v suggesting a potential mechanism of action for reported antimalarial activity.
SimithyJ, ReeveN, HobrathJV, ReynoldsRC, CalderonAI. (2014) Identification of shikimate kinase inhibitors among anti-Mycobacterium tuberculosis compounds by LC-MS. Tuberculosis, 94, 152–158.
2.
ApostolicoI, AlibertiL, CaputoL, De FeoV, FratianniF, NazzaroF, SouzaLF, KhadhrM. (2016) Chemical Composition, Antibacterial and Phytotoxic Activities of Peganum harmala Seed Essential Oils from Five Different Localities in Northern Africa. Molecules, 21, 1–13.
3.
Kpadonou KpoviessiBG, KpoviessiSD, Yayi LadekanE, GbaguidiF, FrederichM, MoudachirouM, Quetin-LeclercqJ, AccrombessiGC, BeroJ. (2014) In vitro antitrypanosomal and antiplasmodial activities of crude extracts and essential oils of Ocimum gratissimum Linn from Benin and influence of vegetative stage. Journal of Ethnopharmacology, 155, 1417–1423
4.
BuenoJ, EscobarP, MartinezJR, LealSM, StashenkoEE. (2011) Composition of three essential oils, and their mammalian cell toxicity and antimycobacterial activity against drug resistant-tuberculosis and nontuberculous mycobacteria strains. Natural Product Communications, 6, 1743–1748
5.
Rakesh KumarNA, TripathiYC. (2015) Phytochemistry and Pharmacology of Santalum album L.: A Review. World Journal of Pharmaceutical Research, 4, 1842–1876.
6.
Diaz-ChavezML, MoniodisJ, MadilaoLL, JancsikS, KeelingCI, BarbourEL, GhisalbertiEL, PlummerJA, JonesCG, BohlmannJ. (2013) Biosynthesis of Sandalwood Oil: Santalum album CYP76F cytochromes P450 produce santalols and bergamotol. PLoS One, 8, e75053.
7.
FujisakiR, KameiK, YamamuraM, NishiyaH, InouyeS, TakahashiM, AbeS. (2012) In vitro and in vivo anti-plasmodial activity of essential oils, including hinokitiol. Southeast Asian Journal of Tropical Medicine and Public Health, 43, 270–279
8.
MisraBB, DeyS. (2012) Comparative phytochemical analysis and antibacterial efficacy of in vitro and in vivo extracts from East Indian sandalwood tree (Santalum album L.). Letters in Applied Microbiology, 55, 476–486
9.
HammerKA, CarsonCF, RileyTV. (1999) Influence of organic matter, cations and surfactants on the antimicrobial activity of Melaleuca alternifolia (tea tree) oil in vitro. Journal of Applied Microbiology, 86, 446–452.
10.
EdrisAE, MaloneCF. (2012) Preferential solubilization behaviours and stability of some phenolic-bearing essential oils formulated in different microemulsion systems. International Journal of Cosmetic Science, 34, 441–450
11.
RonaldE.MajorsW DE. (2013) Sample preparation fundamentals for chromatography, Agilent Technologies Inc., Canada
12.
The Nest Group I. (2015) Detergent and salt removal from polar compounds. In International Summit on Current Trends in Mass Spectrometry, New Orleans, USA, 1–42.
13.
BenenciaF, CourregesMC. (1999) Antiviral activity of sandalwood oil against herpes simplex viruses-1 and –2. Phytomedicine, 6, 119–123.
MuniguntiR, CalderonAI. (2012) Development of liquid chromatography/mass spectrometry based screening assay for PfTrxR inhibitors using relative quantitation of intact thioredoxin. Rapid Communications in Mass Spectrometry, 26, 2051–2056.
16.
MatsuoY, MimakiY. (2012) alpha-Santalol derivatives from Santalum album and their cytotoxic activities. Phytochemistry, 77, 304–311.
17.
Ulrich-MerzenichG, PanekD, ZeitlerH, VetterH and WagnerH. (2010) Drug development from natural products: exploiting synergistic effects. Indian Journal of Experimental Biology, 48, 208–219
18.
MisraBB, DeyS. (2013) TLC-bioautographic evaluation of in vitro anti-tyrosinase and anti-cholinesterase potentials of sandalwood oil. Natural Product Communications, 8, 253–256.
KanzokSM, SchirmerRH, TurbachovaI, IozefR, BeckerK. (2000) The thioredoxin system of the malaria parasite Plasmodium falciparum. Glutathione reduction revisited. Journal of Biological Chemistry, 275, 40180–40186
21.
KrugerNJ. (2002) The Bradford Method for Protein Quantitation. In The Protein Protocols Handbook, WalkerJ. M. (Ed.), Humana Press, Totowa, NJ, 15–21
22.
SulingWJ, ReynoldsRC, BarrowEW, WilsonLN, PiperJR, BarrowWW. (1998) Susceptibilities of Mycobacterium tuberculosis and Mycobacterium avium complex to lipophilic deazapteridine derivatives, inhibitors of dihydrofolate reductase. Journal of Antimicrobial Chemotherapy, 42, 811–815.
23.
ChanLL, LidstoneEA, FinchKE, HeeresJT, HergenrotherPJ, CunninghamBT. (2009) A method for identifying small molecule aggregators using photonic crystal biosensor microplates. Proceedings of Institute of Electrical and Electronics Engineers Engineering in Medicine and Biology Society, 2009, 788–791.
24.
ShawR. (2013) Dynamic Light Scattering Training Achieving reliable nano particle sizing. ATA Scientific, 1–132.