Carbon‐13 NMR spectroscopic analysis of 24‐methyl‐Δ^5,22‐sterols in rape and mustard seed oils

Abstract

24-Methylcholesta-5,E-22-dien-3/3-ol (C2s AS,~2-sterol) was separated from the unsaponifiable matters of the following eight seed oils of Brassica species: Brassica campestris (candle I and II and torch), B. napus (tower and midas), B. juncea (brown and oriental mustards), and B. alba (yellow mustard). The configuration at C-24 methyl group of the respective sterols was evaluated by ~3C NMR spectroscopy. All the C2s As,22-sterols in the Brassica seed oils were found to contain the C-24 epimer of brassicasterol, trans-22-dehydrocampesterol, in the range of ca. 10-30%.

Soyasapogenol B and trans‐22‐dehydrocam‐ pesterol from common vetch (Vicia sativa L.) root exudates stimulate broomrape seed germination

“…This was contained in appreciably large amounts (5–20%) in seed oil of rapeseed ( Brassica napus L.) and mustard ( B. nigra L.). The Brassica seed oils were also found to contain trans ‐22‐dehydrocampesterol in the range 10–30% 26. However, in plants belonging to the Curcubitaceae family, brassicasterol was present in a higher amount (8:2) with respect to 2 , although a single diastereomer, either 24‐α‐ or 24‐β‐epimer, was found 21…”

“…Homogeneous oil; the 1 H NMR spectrum was identical to those reported in the literature,23–25 expect for the signals reported in Table 3; the 13 C NMR spectrum was identical to that previously reported in the literature 26. HRESIMS (+), ( 1 ) m / z : 421 [M + Na] + , 399 [M + H] + .…”

Depsides: Lichen Metabolites Active against Hepatitis C Virus

“…Eight atranorin derivatives ( 1 – 4 and 7 – 10 ) were isolated in addition to three depsidones (stictic acid 11 , isidiophorin 12 , lobaric acid 13 [ 18 ]), one dibenzofurane (strepsilin 14 [ 19 ]) and three terpenoids (brassicasterol 15 [ 20 ], ursolic acid 16 [ 10 ], ergosterol peroxide 17 [ 21 ]).…”