Sesame oil. VI. Determination of sesamin

Budowski, P.; O’Connor, Robert T.; Field, Elsie T.

doi:10.1007/bf02612089

Cited by 21 publications

(7 citation statements)

References 13 publications

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“…The UV absorption spectra of sesamin, sesamolin (isolated crystals), and sesamol (Sigma Chemical Co.) (presented in Fig. 2) are identical to published data (23). All three lignans (sesamol, sesamin, and sesamolin) exhibited weak fluorescence in the UV region (Fig.…”

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confidence: 79%

Lignans and tocopherols in Indian sesame cultivars

Hemalatha

Ghafoorunissa

2004

J Americ Oil Chem Soc

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Lignan (sesamol, sesamin, and sesamolin) profile was determined in different cultivars (botanically identified or market samples) of sesame seeds and commercial oils procured from different parts of India. The wide variation observed in total lignans from 21 sesame seed and 9 commercial oils was attributed to variations in sesamin and sesamolin contents. Lignan content was high (18 g sesamin/kg, 10 g sesamolin/kg) in sesame cultivars obtained from the northeastern states of India. In two of the commercial oils having the Agmark label, the total lignan content was ~12 g/kg (7.3 g sesamin, 4.7 g sesamolin), 50% of the maximum permissible levels of unsaponifiable matter. In both the seeds and commercial oils, γ-tocopherol was the only representative of tocopherol isomers identified. Sesamin and sesamolin were isolated and crystallized from high-lignan cultivars, and their purity was confirmed by HPLC and spectral (UV and fluorescence) analysis.The nonglyceride fraction of oilseeds contains a variety of biologically active components (1) including hydrocarbons, tocopherols, sterols, and triterpene alcohols. In addition, some oils have unique components: oryzanol and tocotrienols in rice bran oil, tocotrienols and carotenes in palm oil/red palm oil, and lignans (such as sesamol, sesamin, and sesamolin) in sesame oil. The role of tocopherols and tocotrienols as antioxidants is well established (2). Studies in experimental animals (3-6) have shown hypocholesterolemic effects of sterols, triterpene alcohols, oryzanol, and tocotrienols.The high resistance of sesame oil to oxidative deterioration compared with other vegetable oils has been attributed to the presence of lignans. Sesame lignans also have antioxidant, hypocholesterolemic, and immunomodulatory effects (7-9). Sesame oil has been widely used as a domestic Ayurvedic remedy in India (10). Although sesame seeds and oils are used extensively in India, the lignan profile in Indian sesame cultivars has not been reported before. The present study was done (i) to determine the lignan profile in Indian sesame cultivars and (ii) to isolate and crystallize sesamin and sesamolin from high-lignan oils for evaluation of their biological activities. MATERIALS AND METHODSMaterials. Sesamol and tocopherols (α, γ, δ) were purchased from Sigma Chemical Co. (St. Louis, MO). Methanol, acetonitrile, n-hexane, and dichloromethane (HPLC grade) were procured from Qualigens India Ltd. (Mumbai, India). All other chemicals and reagents used were of analytical grade.Sesame seeds/oils. Sesame seeds (market samples or botanically identified samples) and commercial oils were procured from different states of India. Oil was extracted with ether from 5 g of seeds using a Soxhlet apparatus. To the oil obtained was added 0.5 g of sodium sulfate to remove moisture, and ether was removed by using a rotary evaporator.HPLC analysis of lignans and tocols. Lignan and tocol profiles in oils were determined by direct oil injections (1:100, wt/vol, oil/n-hexane for lignan profile; 1:20, wt/vol, oil/n-hexan...

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confidence: 79%

Lignans and tocopherols in Indian sesame cultivars

Hemalatha

Ghafoorunissa

2004

J Americ Oil Chem Soc

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“…The second major lignan of sesame is sesamolin [ 50 , 72 ]. The name sesamolin was coined in 1928 by W. Adriani [ 69 ] for a crystalline compound with a melting point of 94 °C, which was isolated from sesame oil for the first time in 1903 in Italy [ 68 ].…”

Section: Chemistry Of Sesame Lignansmentioning

confidence: 99%

“…When Budowski and coworkers [ 81 ] recognized that sesamolin produced the same color reaction because it was converted into sesamol under acidic conditions of the test, they developed a photometric test based on light absorption of the product of furfural-sulfuric acid reaction with sesamol at 518 nm. They also established an analytical method for sesamin based on UV absorption of oil after removal of sesamol by treatment with alkali [ 50 ]. Suarez et al [ 62 ] combined their method with the Villavecchia reaction for the determination of the content of sesamol, sesamolin and sesamin in oil.…”

Section: Chemistry Of Sesame Lignansmentioning

confidence: 99%

Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review

et al. 2021

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Major lignans of sesame sesamin and sesamolin are benzodioxol--substituted furofurans. Sesamol, sesaminol, its epimers, and episesamin are transformation products found in processed products. Synthetic routes to all lignans are known but only sesamol is synthesized industrially. Biosynthesis of furofuran lignans begins with the dimerization of coniferyl alcohol, followed by the formation of dioxoles, oxidation, and glycosylation. Most genes of the lignan pathway in sesame have been identified but the inheritance of lignan content is poorly understood. Health-promoting properties make lignans attractive components of functional food. Lignans enhance the efficiency of insecticides and possess antifeedant activity, but their biological function in plants remains hypothetical. In this work, extensive literature including historical texts is reviewed, controversial issues are critically examined, and errors perpetuated in literature are corrected. The following aspects are covered: chemical properties and transformations of lignans; analysis, purification, and total synthesis; occurrence in Seseamum indicum and related plants; biosynthesis and genetics; biological activities; health-promoting properties; and biological functions. Finally, the improvement of lignan content in sesame seeds by breeding and biotechnology and the potential of hairy roots for manufacturing lignans in vitro are outlined.

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“…The identification of individual lignan compounds was based on their DAD spectrum (Budowski, O'connor, & Field, 1951;Sukumar, Arimboor, & Arumughan, 2008) and retention time (Bhatnagar, Hemavathy, & Krishna, 2015;Chang et al, 2002) as compared with previous reports and authentic standards. Chromatograms were recorded at 230 nm.…”

Section: Extraction Identification and Quantification Of Lignansmentioning

confidence: 99%

Phytochemical characterization of sesame bran: an unexploited by-product rich in bioactive compounds

Ortega‐Hernández

Coello-Oliemans²,

Ornelas-Cravioto³

et al. 2018

CyTA - Journal of Food

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Sesame bran (SB) is a by-product of the food industry. The objective of the present study was to characterize SB for its content of bioactive compounds (individual phenolic and lignan compounds, fiber, minerals, and calcium bioaccessibility), antioxidant capacity and proximate analysis. SB presented high levels of insoluble fiber, free calcium (~1400 mg/kg), protein (~90 g/kg), and free ferulic acid (~1950 mg/kg). Likewise, sesamol was identified as one of the major lignans (~550 mg/kg) in SB, which has been regarded as a promising antimutagenic antioxidant compound. Results indicate that SB can be considered an adequate source of bioactive compounds and used in the formulation of low calorie and high fiber foods. Caracterización fitoquímica de salvado de ajonjolí: un sub-producto desaprovechado rico en compuestos bioactivos RESUMEN El salvado de ajonjolí (SA) es un sub-producto de la industria de alimentos. El objetivo del presente trabajo fue caracterizar al SA en su contenido de compuestos bioactivos (compuestos fenólicos y lignanos individuales, fibra, vitamina C, minerales y la bioaccesibilidad del calcio), la capacidad antioxidante y análisis proximal. El SA presentó altos niveles fibra insoluble, calcio libre (~1400 mg/ kg), proteína (~90 g/kg) y ácido ferúlico libre (~1950 mg/kg). Así mismo, se identificó a sesamol como uno de los lignanos principales (~550 mg/kg), el cual se ha señalado como un prometedor compuesto antioxidante antimutagénico. Los resultados sugieren que SA puede considerarse una fuente adecuada de compuestos bioactivos y utilizarse en la formulación de alimentos bajos en calorías y altos en fibra.

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Sesame oil. VI. Determination of sesamin

Cited by 21 publications

References 13 publications

Lignans and tocopherols in Indian sesame cultivars

Lignans and tocopherols in Indian sesame cultivars

Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review

Phytochemical characterization of sesame bran: an unexploited by-product rich in bioactive compounds

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