Abstract
The volatile compounds of jambolan (Syzygium cumini L.) fruit were determined at three different maturity stages (unripe, half-ripe, and ripe) by headspace solid-phase microextraction (HS-SPME)–gas chromatography-mass spectrometry (GC-MS) technique using five different fibers (Fused silica PDMS/DVB, DVB/CAR/PDMS, PEG, Stable flex PDMS/DVB, and PDMS). The optimal extraction conditions were evaluated using different variables such as adsorption temperature (minimum 25 °C, maximum 55 °C), salt quantity (minimum 0, maximum 30.0%), and extraction time (min 10, max 30 min). The major classes of compounds identified were ester, terpene, alcohol, aldehyde, and carboxylic acid. Ninety volatile compounds with characteristics aroma attributes were identified, and the primary compounds linked with development of characteristics aroma of ripe jambolan fruit pulp were trans-β-ocimene, β-ocimene, caryophyllene, humulene, D-α-pinene, L-β-pinene, β-pinene, D-limonene, α-terpineol, neo-allo-ocimene, 2-hexenal (E), δ-cadinene, 3-hexen-1-ol, (Z) β-linalool, terpinolene, eremophilene, valencene, 1-hexanol, longipinene, γ-terpinene, γ-muurolene, endo-borneol, o-cymene, nonanal, terpinen-4-ol, β-terpineol, α-muurolene, fenchol, α-fenchene, β-thujene, benzaldehyde, (E)-2-hexenal, β-cadinene, and decanal.
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References
Adams RP (1995) 10 Identification of essential oil components by gas chromatography mass spectrometry, p 237–243
Adams RP (2012) Identification of essential oils by ion trap mass spectroscopy. Academic Press, New York
Afify A, Fayed SA, Shalaby EA, El-Shemy HA (2011) Syzygium cumini (pomposia) active principles exhibit potent anticancer and antioxidant activities. Afr J Pharm Pharmacol 5:94
Arctander (1969) Perfume and flavor chemicals. Montclair
Arthur CL, Pawliszyn J (1990) Solid phase microextraction with thermal desorption using fused silica optical fibers. Anal Chem 62:2145–2148
Barros L, Falcão S, Baptista P, Freire C, Vilas-Boas M, Ferreira IC (2008) Antioxidant activity of Agaricussp. mushrooms by chemical, biochemical and electrochemical assays. Food Chem 111:61–66
Bopp A, De Bona K, Bellé L, Moresco R, Moretto M (2009) Syzygium cumini inhibits adenosine deaminase activity and reduces glucose levels in hyperglycemic patients. Fundam Clin Pharmacol 23:501–507
Braga FG, Bouzada MLM, Fabri RL, Matos MO, Moreira FO, Scio E, Coimbra ES (2007) Antileishmanial and antifungal activity of plants used in traditional medicine in Brazil. J Ethnopharmacol 111:396–402
Cao G, Xu Z, Wu X, Li Q, Chen X (2014) Capture and identification of the volatile components in crude and processed herbal medicines through on-line purge and trap technique coupled with. GC × GC-TOF MS Nat Prod Res 28(19):1607–1612
Ceva-Antunes PMN, Bizzo HR, Alves SM, Antunes OAC (2003) Analysis of volatile compounds of tapereba (Spondias mombin L.) and caja (Spondias mombin L.) by simultaneous distillation and extraction (SDE) and solid phase microextraction (SPME). J Agric Food Chem 51(5):1387–1392
Chaudhary B, Mukhopadhyay K (2012) Syzygium cumini (L.) Skeels: A potential source of nutraceuticals. Int J Pharm Biol Sci 2:46–53
Chen M-X, Chen X-S, Wang X-G, Ci Z-J, Liu X-L, He T-M, Zhang L-J (2006) Comparison of headspace solid-phase microextraction with simultaneous steam distillation extraction for the analysis of the volatile constituents in Chinese apricot. Agric Sci China 5:879–884
Cheong KW, Tan CP, Mirhosseini H, Chin ST, Chen Man YB, Hamid NSA, Basri M (2011) Optimization of equilibrium headspace analysis of volatile flavor compounds of Malaysian soursop (Annona muricata): comprehensive two-dimensional gas chromatography time-of-flight mass spectrometry (GC× GC-TOFMS). Food Chem 125:1481–1489
Craveiro A, Andrade C, Matos F, Alencar J, Machado M (1983) Essential oil of Eugenia jambolana. J Nat Prod 46:591–592
Dastur JF (1951) Useful plants of India and Pakistan, Delhi
De Brito ES, De Araujo MCP, Alves RE, Carkeet C, Clevidence BA, Novotny JA (2007) Anthocyanins present in selected tropical fruits: acerola, jambolão, jussara, and guajiru. J Agric Food Chem 55:9389–9394
de Sousa Galvão M, Narain N, dos Santos MDSP, Nunes ML (2011) Volatile compounds and descriptive odor attributes in umbu (Spondias tuberosa) fruits during maturation. Food Res Int 44:1919–1926
Deng J, Yang Y, Wang X, Luan T (2014) Strategies for coupling solid-phase microextraction with mass spectrometry. Trends Analyt Chem 55:55–67
Fiorini D, Caprioli G, Sagratini G, Maggi F, Vittori S, Marcantoni E, Ballini R (2014) Quantitative profiling of volatile and phenolic substances in the wine Vernaccia di Serrapetrona by development of an HS-SPME-GC-FID/MS method and HPLC-MS. Food Anal Methods 7:1651–1660
Fredes A, Sales C, Barreda M, Valcárcel M, Roselló S, Beltrán J (2016) Quantification of prominent volatile compounds responsible for muskmelon and watermelon aroma by purge and trap extraction followed by gas chromatography-mass spectrometry determination. Food Chem 190:689–700
Gonçalves C, Alpendurada MF (2002) Comparison of three different poly(dimethylsiloxane)-divinylbenzene fibres for the analysis of pesticide multiresidues in water samples: structure and efficiency. J Chromatogr A 963(1–2):19–26
Hampel D, Swatski A, Mosandl A, Wüst M (2007) Biosynthesis of monoterpenes and norisoprenoids in raspberry fruits (Rubus idaeus L.): the role of cytosolic mevalonate and plastidial methylerythritol phosphate pathway. J Agric Food Chem 55(22):9296–9304
Jeleń H, Majcher M, Gracka A (2017) Application of solid phase microextraction in food analysis—flavor and off-flavor sampling. In: Ouyang G, Jiang R (eds) Solid phase microextraction. Springer, Berlin, Heidelberg
Jennings W (2012) Qualitative analysis of flavor and fragrance volatiles by glass capillary gas chromatography. Academic Press, New York
Jennings W, Shibamoto T (1980) Compounds and their retention indices. Qualitative analysis of flavor and fragrance volatiles by glass capillary gas chromatography, Academic Press, NY, USA, p 29–57
Kataoka H, Lord HL, Pawliszyn J (2000) Applications of solid-phase microextraction in food analysis. J Chromatogr A 880:35–62
Khurdiya D, Roy S (1985) Processing of jamun (Syzygium cumini Linn) fruit into a ready to serve beverage. J Food Sci Technol 22:27–30
Kim N-S, Lee D-S (2002) Comparison of different extraction methods for the analysis of fragrances from Lavandula species by gas chromatography–mass spectrometry. J Chromatogr A 982:31–47
Kondjoyan N, Berdagué J-L (1996) A compilation of relative retention indices for the analysis of aromatic compounds. Ed. du Laboratoire Flaveur
Koziel JA, Novak I (2002) Sampling and sample-preparation strategies based on solid-phase microextraction for analysis of indoor air. Trends Anal Chem 21:840–850
Kubola J, Siriamornpun S, Meeso N (2011) Phytochemicals, vitamin C and sugar content of Thai wild fruits. Food Chem 126:972–981
Lee SN, Kim KN, Lee DS (2003) Comparative study of extraction techniques for determination of garlic flavor components by gas chromatography-mass spectrometry. Anal Bioanal Chem 377:749–756
Li L, Adams LS, Chen S, Killian C, Ahmed A, Seeram NP (2009) Eugenia jambolana Lam. erry extract inhibits growth and induces apoptosis of human breast cancer but not non-tumorigenic breast cells. J Agric Food Chem 57:826–831
Liberto E, Cagliero C, Cordero C, Rubiolo P, Bicchi C, Sgorbini B (2017) Fractionated dynamic headspace sampling in the analysis of matrices of vegetable origin in the food field. J Chromatog A 1489:18–28
Merib J, Nardini G, Bianchin JN, Dias AN, Simão V, Carasek E (2013) Use of two different coating temperatures for a cold fiber headspace solid-phase microextraction system to determine the volatile profile of Brazilian medicinal herbs. J Sep Sci 36:1410–1417
Morton JF (1987) Fruits of warm climates. JF Morton
Musteata FM, Pawliszyn J (2007) Bioanalytical applications of solid-phase microextraction. Trends Anal Chem 26:36–45
Najdoska-Bogdanov M, Bogdanov JB, Stefova M (2016) Changes in volatile compounds during aging of sweet fennel fruits-comparison of hydrodistillation and static headspace sampling methods. Nat Prod Commun 11(3):423–429
Nie L, Sun J, Huang R (2003) The biosynthesis and affecting factors of aroma in some fruits. Chin Bull Bot 21:631–637
Nur Aimi R, Abu Bakar F, Dzulkifly MH (2013) Determination of volatile compounds in fresh and fermented Nipa sap (Nypa fruticans) using static headspace gas chromatography-mass spectrometry (GC-MS). Int Food Res J 20(1):369–376
Pellati F, Benvenuti S, Yoshizaki F, Bertelli D, Rossi MC (2005) Headspace solid-phase microextraction-gas chromatography-mass spectrometry analysis of the volatile compounds of Evodia species fruits. J Chromatogr A 1087:265–273
Piñeiro Z, Palma M, Barroso CG (2004) Determination of terpenoids in wines by solid phase extraction and gas chromatography. Anal Chim Acta 513(1):209–214
Plagemann I, Krings U, Berger RG, Marostica MR Jr (2012) Volatile constituents of jabuticaba (Myrciaria jaboticaba (Vell.) O. Berg) fruits. J Essent Oil Res 24(1):45–51
Rekha N, Balaji R, Deecaraman M (2010) Antihyperglycemic and antihyperlipidemic effects of extracts of the pulp of Syzygium cumini and bark of Cinnamon zeylanicum in streptozotocin-induced diabetic rats. J Appl Biosci 28:1718–1730
Risticevic S, Niri VH, Vuckovic D, Pawliszyn J (2009) Recent developments in solid-phase microextraction. Anal Bioanal Chem 393:781–795
Sardjono RE, Athiana AF, Gumilar GG, Rachmawati R (2017) Extraction of essential aroma compounds from several malodorous Indonesian plants using simultaneous steam distillation-extraction. Asian J Chem 29(3):679–682
Scharf DR, Simionatto EL, Kassuya CA, Stefanello MÉA (2016) Essential oil from Eugenia jambolana seeds: chemical composition and changes during storage. J Essent Oil Bear Pl 19:2077–2082
Seymour GB, Taylor JE, Tucker GA (2012) Biochemistry of fruit ripening. Springer Science & Business Media
Shafi P, Rosamma M, Jamil K, Reddy P (2002) Antibacterial activity of Syzygium cumini and Syzygium travancoricum leaf essential oils. Fitoterapia 73:414–416
Sharon Asa L et al (2003) Citrus fruit flavor and aroma biosynthesis: isolation, functional characterization, and developmental regulation of Cstps1, a key gene in the production of the sesquiterpene aroma compound valencene. Plant J 36:664–674
Srivastava Y, Bhatt H, Gupta O, Gupta P (1983) Hypoglycemia induced by Syzygium cumini Linn. seeds in diabetes mellitus. Asian Med J 26:489–492
Steinmetz E (1960) A botanical drug from the tropics used in the treatment of diabetes mellitus. Acta Phytotherapeutica 7:23–25
Tabilio MR, Fiorini D, Marcantoni E, Materazzi S, Delfini M, De Salvador FR, Musmeci S (2013) Impact of the Mediterranean fruit fly (Medfly) Ceratitis capitata on different peach cultivars: The possible role of peach volatile compounds. Food Chem 140:375–381
Vesely P, Lusk L, Basarova G, Seabrooks J, Ryder D (2003) Analysis of aldehydes in beer using solid-phase microextraction with on-fiber derivatization and gas chromatography/mass spectrometry. J Agric Food Chem 51:6941–6944
Vijayanand P, Jagan Mohan Rao L, Narasimham P (2001) Volatile flavour components of jamun fruit (Syzygium cumini L). Flavour Frag J 16:47–49
Zhang M, Pan Q, Yan G, Duan C (2011) Using headspace solid phase micro-extraction for analysis of aromatic compounds during alcoholic fermentation of red wine. Food Chem 125:743–749
Zhang S, Sheng C, Zhang J, Li Y, You J (2017) Gas purge microsyringe extraction coupled with dispersive liquid-liquid microextraction for the determination of acidic compounds in food packaging materials. Food Anal Methods 10(5):1164–1171
Zhang W, Zhang Y, Yuan X, Sun E (2015) Determination of volatile compounds of Illicium verum Hook using simultaneous distillation-extraction and solid phase microextraction coupled with gas chromatography-mass spectrometry. Trop J Pharm Res 14(10):1879–1884
Zhang Z, Yang MJ, Pawliszyn J (1994) Solid-phase microextraction. A solvent-free alternative for sample preparation. Anal Chem 66:844A–853A
Zhu H, Wang A, Qiu J, Li Z (2016) Changes of aroma compounds in Shanxi aged vinegar during its fermentation determined by dynamic headspace-gas chromatography. J Chin Inst Food Sci Technol 16(1):264–271
Acknowledgments
All authors gratefully acknowledge the financial support received from CNPq, Brazil vide research project Instituto Nacional de Ciência e Tecnologia de FrutosTropicais (no. 573781/2008-7) in developing this work. Author PK Mehta acknowledge and thanks CAPES for the Post-Doctorate fellowship received from PNPD/CAPES (no 4616-69-2013-CAPES), Brazil.
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Praveen Kumar Mehta declares that he has no conflict of interest.
Mércia de Sousa Galvão declares that she has no conflict of interest.
Alysson Caetano Soares declares that he has no conflict of interest.
Juliete Pedreira Nogueira declares that she has no conflict of interest.
Narendra Narain declares that he has no conflict of interest.
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Mehta, P.K., de Sousa Galvão, M., Soares, A.C. et al. Volatile Constituents of Jambolan (Syzygium cumini L.) Fruits at Three Maturation Stages and Optimization of HS-SPME GC-MS Method Using a Central Composite Design. Food Anal. Methods 11, 733–749 (2018). https://doi.org/10.1007/s12161-017-1038-4
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DOI: https://doi.org/10.1007/s12161-017-1038-4