Lignans with platelet activating factor antagonist activity from magnolia biondii

Two New Stereoisomers of Neolignan and Lignan from the Flower Buds of <i>Magnolia fargesii</i>

“…The absolute configurations at the four chiral centers of 2 were determined by comparison of its CD data and [a] D value with those of reference compound. The CD spectrum of 2 ([a] D Ϫ33.6, CHCl 3 ) showed a negative sign at 238 nm and a positive sign at 284 (2). In our previous works, compound 3, a structurally rare neolignan having C 6 -C 5 -O-C 7 skeleton, has been reported as a new compound 23) with no absolute stereochemistry due to its small amounts.…”

Two New Stereoisomers of Tetrahydrofuranoid Lignans from the Flower Buds of <i>Magnolia fargesii</i>

“…1) This species has been reported to contain many kinds of essential oils, lignans, neolignans, and sesquiterpenes associated with biological activities such as anti-platelet-activating factor (PAF), anti-TNFa, and calcium antagonism. [2][3][4][5][6] During our research program to find antioxidants of plant origin, the chloroform extracts of M. fargesii showed significant activity, thus, the extracts were subjected to detailed laboratory investigation, affording compounds 5-8 as active principles along with inactive compounds, 1-4 and 9-11 ( Fig. 1).…”

“…The CD spectrum of compound 2 ([a] D Ϫ5.0°, CHCl 3 ) exhibited a negative absorption peak at 230 nm and a positive peak at 280 nm, which are different with those of compound 1 and tanegool. Thus, the structure of compound 2 was determined to be the new isomer, 7R,8S,7ЈS,8ЈR-3,4,3Ј,4Ј-tetramethoxy-9,7Ј-dihydroxy-8.8Ј,7.O.9Ј-lignan (2).…”

Quantitative and Pattern Recognition Analyses for the Quality Evaluation of Magnoliae Flos by HPLC

“…The drug was collected between late winter and early spring before flowering, removed from branchlet, and dried in the shade. Pharmacological studies have revealed in to have neuromuscular bloking, 2 inotropic effect, 3 anti-inflammatory, [4][5][6][7] anti-allergy, 8 anti-angiogenic, 9 PAF receptor antagolist 10 and vasorelaxant activities. 11 HPLC-UV analytical methods for biondnoid I, 12 magnolin, 13 magnolin and fargesin, 14 and magnolin and anthricin 15 had been reported.…”

“…13,14,16 However, these studies were focused only quantitative analysis of selected marker compounds which are not promising approaches for the quality control of multi-component herbal drugs. In the present study, a simple, sensitive and precise reversephase HPLC/UV method has been developed for the quantitative determination of eleven marker lignan components, eudesmin (1), magnolin (2), lirioresinol dimethyl ether (3), epimagnolin (4), aschantin (5), kobusin (6), fargesin (7), burchellin (8), 5-allyl-5-methoxy-3-methyl-2-piperonyl-2,3,5,6-tetrahydro-6-oxo-benzofuran (9), ((1S,5S,6S,7S)-5-allyl-6-methyl-3-methoxy-7(3',4'-dimethoxyphenyl)-bicyclo[3.2.1]oct-3en-2,8-dione (10) and (2R,3S,3aR)-3a-allyl-5-methoxy-3-methyl-2-piperonyl 2,3,3a,6-tetrahydro-6-oxobenzofuran (11) along with pattern-recognition method for the quality control of Magnoliae Flos extract. The anti-platelet-activating factor activity of lignans and neolignans such as compounds 1~6 17 from M. biondii and 7~11…”