Zur Konstitution des Asarinins

Bruchhausen, F. V.; Hamprecht, Gerhard

doi:10.1002/cber.19390720428

Cited by 16 publications

(9 citation statements)

References 4 publications

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“…Sesamin was isolated by James Fowler Tocher in 1890th in Aberdeen, Scotland, from acetic acid extract of sesame oil [ 46 , 47 , 48 ]. The structure of sesamin was elucidated in 1939 at the University of Würzburg, Germany [ 49 ] and its absolute configuration was determined in 1960 in Heidelberg, Germany [ 51 ].…”

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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Section: Chemistry Of Sesame Lignansmentioning

confidence: 99%

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

et al. 2021

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“…(Table II). The presence of a methoxyl group at C-4' position was confirmed by the lower intensity band I in the sodium methoxide spectrum relative to the band I in the methanol spectrum (11). Compound 1 is a new naturally occurring fiavone, 5,6-dihydroxy-…”

Section: Resultsmentioning

confidence: 94%

“…This represents a formal and Thonn. (Piperaceae) (10), and had earlier been obtained by reduction of (-)-cubebin and (-)-hinokinin under a variety of conditions (11,12). The former plant is considered highly poisonous and reportedly has been used for insecticidal, piscicidal and suicidal purposes (13), and the latter, also known as West African Black Pepper or Ashanti Pepper, has been used in treatment of coughs, intestinal ailments, bronchitis, venereal disease and rheumatism (14).…”

Section: Reduction Of Anhydride (8) Withmentioning

confidence: 99%

Synthesis of (±)-Ariensin

Burke

Stevenson²

1985

Planta Med

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“…The crude product was distilled under reduced pressure to afford 8 (13.7 g, 0.070 mol) as a colorless oil, bp 126~ 127°C(0.05mmHg, in 79% yield. NMR "H (CDCI3): 3.50 (3H, s), 3.82 (3H, s), 5.26 (2H, s), 6.40~6.72 (2H, m), 7.76 (IH, d, J=8Hz), 10.26 (lH, s). (9).…”

Section: Methodsmentioning

confidence: 99%

“…The ethereal extracts were combined, washed with a mixture of 5% NaHC03 and 10% Na2S03, dried over Na2S04 , and concentrated. The oily residue was distilled under reduced pressure to give 9 ( (10). To a solution of methyl 3,4-methylenedioxybenzoylacetate 10l (17.0 g, 0.077 mol) in CHCl3 (75 ml), bromine (4.0ml, 0.078mol) dissolved in CHCl 3 (40ml) was added dropwise while keeping the temperature below 20°e.…”

Section: Methodsmentioning

confidence: 99%