2014
DOI: 10.1080/14786419.2014.947487
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A new dihydrofuranocoumarin fromOpopanax hispidus(Friv.) Griseb.

Abstract: Phytochemical investigation of chloroform extract of the aerial parts of Opopanax hispidus afforded a new dihydrofuranocoumarin, 3'-isobutyryl-3'-hydroxymarmesin (1a), together with six known coumarins, oreoselon, peucedanin, officinalin, smirniorin, 4'-acetyl-3'-isobutyryl-3'-hydroxymarmesin and 3'-hydroxyprantschimgin. The structures of the compounds were determined by their comprehensive spectroscopic analysis (IR, EI-MS, (1)H NMR, (13)C NMR, HMBC, COSY, HMBC and HMQC), elemental analysis and comparison wit… Show more

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Cited by 9 publications
(7 citation statements)
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“…(Apiaceae) [ 21 ], while peucedanin ( 6 ) and officinalin ( 2 ) were isolated from the chloroform extract of the aerial parts of Opopanax hispidus (Friv.) Griseb [ 22 ]. Moreover peucedanin ( 6 ) was purified from the petroleum ether-diethyl ether extract of P. officinale L. fruits [ 20 ] and the diethyl ether, methyl- tert -butyl ether, and ethyl acetate extracts of P. morisonii Bess.…”
Section: Resultsmentioning
confidence: 99%
“…(Apiaceae) [ 21 ], while peucedanin ( 6 ) and officinalin ( 2 ) were isolated from the chloroform extract of the aerial parts of Opopanax hispidus (Friv.) Griseb [ 22 ]. Moreover peucedanin ( 6 ) was purified from the petroleum ether-diethyl ether extract of P. officinale L. fruits [ 20 ] and the diethyl ether, methyl- tert -butyl ether, and ethyl acetate extracts of P. morisonii Bess.…”
Section: Resultsmentioning
confidence: 99%
“…The chloroform extract of the O. hispidus aerial parts afforded coumarins such as 4'-acetyl-3'-senecioyl-3'hydroxymarmesin ( 22), 4'-acetyl-3'-isobutyryloxymarmesin (23) 4 , (+)-3'-hydroxyprantschimgin (24), 39 smirniorin (19), 40 peucedanin (8), officinalin (25) 41 and oreoselon (26) (Figure 2). 4,8,42 In addition to coumarins, flavonoids were also found in O. hispidus, based on qualitative analysis (121.18 mg Res/g extract). 28 To the best of our knowledge, there is no individual flavonoid, isolated and identified from this species.…”
Section: Traditional Usagementioning
confidence: 99%
“…5,6 It is one of the most prominent plant families in the world, representing many genera and a rich source of pharmacologically active secondary metabolites, with high economic and medicinal values. [5][6][7][8] The famous members of this family are Anethum graveolens (dill), Anthriscus cerefolium (chervil), Angelica spp. (angelica), Apium graveolence (celery), Carum carvi (caraway), Coriandrum sativum (coriander), Cuminum cyminum (cumin), Foeniculum vulgare (fennel), Ferula gummosa (galbanum) and Pimpinella anisum (anise), well-known vegetables and/or spices.…”
Section: Introductionmentioning
confidence: 99%
“…The relation between the two parts could not be unambiguously established by the HMBC for there is an oxygen atom between H-8' and C-7. [11] However, according to the molecular formula inferred by HR-ESI-MS and the chemical shift values of C-7 (δ C 143.0) and C-8' (δ C 87.6), both of them are linked to oxygen, and there is only one remaining oxygen atom with undetermined position, it can be determined that the C-7 position and C-8' are linked by an oxygen atom. With the combining of the small coupling constants (J 7',8' = 1.2) of H-7' and H-8' and the small difference between the chemical shifts of two hydrogen on H 2 -9, it can be determined that the relative configuration of the structure is an erythro structure.…”
Section: Introductionmentioning
confidence: 99%