Chemotaxonomic studies in the Saxifragaceae s.l. 4. The flavonoids of <i>Heuchera micrantha</i> var. <i>diversifolia</i>

Wilkins, C. K.; Bohm, Bruce A.

doi:10.1139/b76-230

Cited by 104 publications

(26 citation statements)

References 4 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Earlier studies demonstrated that Tolmiea and Tellima possess different flavonoids (Collins and Bohm 1974;Collins et al 1975;Wilkins and Bohm 1976;Bohm 1979;Soltis and Bohm 1985). The two genera have similar arrays of kaempferol, quercetin, and myricetin 3-0-monoglycosides and 3-0-diglycosides (Table 2).…”

Section: Resultsmentioning

confidence: 97%

“…The methanol extract was subsequently treated following the procedures of Wilkins and Bohm (1976). Purified flavonoids were analyzed utilizing a combination of ultraviolet spectral methods (Mabry et al 1970), trifluoroacetic acid hydrolysis, and thin-layer chromatography against known compounds when available, following the methods of Wilkins and Bohm (1976). Sugar determinations also followed Wilkins and Bohm (1976).…”

Section: Methodsmentioning

confidence: 99%

“…Previous studies indicated that Tolmiea and Tellima differ karyotypically (Soltis 1980(Soltis , 1984a and in their flavonoids (Collins and Bohm 1974;Collins et al 1975;Wilkins and Bohm 1976;Bohm 1979;Soltis and Bohm 1985). Cytological 'Number 22 in the series Chemotaronomy of the Sarifragaceae and flavonoid evidence was therefore used to test the hypothesis of intergeneric hybridization.…”

mentioning

confidence: 99%

See 2 more Smart Citations

Chromosomal and flavonoid chemical confirmation of intergeneric hybridization between Tolmiea and Tellima (Saxifragaceae)

Soltis¹,

Bohm²

1985

Can. J. Bot.

View full text Add to dashboard Cite

SOLTIS, D. E., and B. A. BOHM. 1985. Chromosomal and flavonoid chemical confirmation of intergeneric hybridization between Tolmiea and Tellima (Saxifragaceae). Can. J. Bot. 63: 1309-13 12. Two putative intergeneric hybrids between Tolrniea menziesii and Tellima grandi'ora were discovered in Oregon and Washington. These plants are morphologically intermediate in several floral features between the presumed parental taxa. Evidence from flavonoid chemistry and karyology support the contention that these plants are of intergeneric hybrid origin. Cytological studies demonstrated that the hybrid plant from Oregon has 2n = 14 and involves diploid (2n = 14) Tolmiea menziesii and Tellima grand~j7ora. The hybrid plant from Washington has 2n = 21 and has tetraploid T. menziesii (2n = 28) and diploid T. grand~j7ora as parents. Tolmiea menziesii and Tellima grandij7ora have distinctive karyotypes and both hybrid plants were found to combine these chromosomal complements. The hybrids also combine the flavonoid constituents of Tolmiea and Tellima. In addition to exhibiting kaempferol, quercetin, and myricetin glycosides found in both species, the hybrid plants have kaempferol and quercetin glycoside gallates characteristic of Tellirna grand~j7ora, and isorhamnetin glycosides found in Tolmiea menziesii.

show abstract

Section: Resultsmentioning

confidence: 97%

Section: Methodsmentioning

confidence: 99%

mentioning

confidence: 99%

See 1 more Smart Citation

Chromosomal and flavonoid chemical confirmation of intergeneric hybridization between Tolmiea and Tellima (Saxifragaceae)

Soltis¹,

Bohm²

1985

Can. J. Bot.

View full text Add to dashboard Cite

show abstract

“…However, in these ilies Pimceae (Niemann 1972(Niemann , 1977(Niemann , 1980Medvedeva et al. four species a limited amount of plant material was available 1974), Crassulaceae (Denton and Kerwin 1980), Saxifragsince myricetin occurs in the flowers only in trace amounts, it aceae (Wells and Bohm 1980;Wilkins and Bohm 1976), Resmight have k n undetectable to us. The occurrence of the tionaceae (Warborne et al 1985), Lirnnanthaceae (Parker and fourth aglycone, laricytrin, was strictly restricted to all species Bohm 1975), and Gingkoaceae (Geiger 1979).…”

Section: Resultsmentioning

confidence: 99%

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Jurzysta¹,

Burda²,

Oleszek³

et al. 1988

Can. J. Bot.

View full text Add to dashboard Cite

JURZYSTA, M., BURDA, S., OLESZEE, W., and PLOSZYNSKI, M. 1988. The chemotaxonormic significance of laricytrin and medicagenic acid in the tribe Trigonelleae. Can. J. Bot. 66: 363 -367. Flavonoids Prom fresh flowers of 35 species and medicagenic acid from leaf tissue of 44 species of the tribe Trigonelleae Schulz (Fabaceae) were examined using thin-layer chromatography. Moreover, medicagenic acid glycosides in the leaf tissue were dso analyzed by the hemolytic test. Compounds tentatively identified as kaempfeml, quercetin, myricetin, laricytrin, and medicagenic acid were present in hydrolysates of all species of the genus Medicago, including five species of debated taxonomic position, M. mdiata, M. hybrida, M. cretacea, M. arborea, and M. lupulina. Laricytrin and medicagenic acid, while larely sceuning in the plant kingdom, may be regarded as chemical markers that distinguish the genus Medicago in Trigonelleae and may further support the placement of the five questionable species into Medicago. Laricytrin and medicagenic acid were dso found in hydrolysates of three species of the section Buceras of the genus Trigonella (T. monantha, T. monspeliuca, and T. polyceratia) and were not found in any of the remaining tested species of Trigonella or in the genus Melilotus. This chemical affinity of the three Trigonella species to Medicago gives further support to the placement of these species in genus Medicago. JURZYSTA, M., BURDA, S., OLESZEE, W., et PLOSZYNSKI, M. 1988. The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae. Can. J. Bot. 66 : 363 -367. Les flavonoides des fleurs frafches de 35 es@ces et l'acide mddicagknique des tissus foliaires de 44 espkces de la tribu Trigonelleae Schulz (Fabaceae) furent CtudiCs g l'aide de la chromatographie sur couche mince. De plus, les glycosides d'acide m&cagCnique des tissus foliaires furent analysQs par le test hkmolytique. Les composCs identifih expt5rimentalement c o m e kaempfCml, quercCtine, myricktine, laricytrine et acide m6dicagCnique Ctaient pdsents dans les hydrolysats de toutes les espi?ces du genre Medicago incluant cinq esp&ces de position taxonomique controversde : M. radiata, M. hybridrr, M. cretacea, M. arborea et M. lupulina. La laricytrine et l'acide m&IicagCnique, bien que rarement ~n c o n t d s dans le rkgne vCgCtal, peuvent i2tre considdds c o m e des marqueurs chimiques qui distinguent le genre Medicago dans la tribu Trigonelleae. De plus, ils peuvent apporter un appui dans la classification des cinq espikes controverskes du genre Medicago. La laricytrine et l'acide m6dicagCnique Ctaient aussi pdsents dans les hydrolysats de trois espbces de la seetion Bucew du genre Trigonella (T. monantha, T. monspeliaca et T. polyceratia). Bs n'ont pas Ct C dkcelCs dans aucune des autres e s e e s de Trigonella ou dans le g e m Melilotus ayant fait l'objet de cette etude. Cette affinit6 chimique des trois espkces de Trigonella au genre Medicago apprte un appui de plus h la classification de ces espkces dans le genre Medicago. [Tr...

show abstract

“…The diglycoside and triglycoside fractions were fractionated similarly except that water-saturated ethyl acetate with increasing amounts of methylethyl ketone was used to resolve the diglycosides, and water-saturated methylethyl ketone was used to resolve the triglycoside fraction. Final purifications were accomplished by tlc and solvent systems described by Wilkins and Bohm (13). STRUCTURAL DETERMINATIONS.-FlaVOnOid structures were determined by standard methods of uv and pmr spectroscopy (14), partial and total hydrolysis using trifluoroacetic acid, and tlc against known compounds when available.…”

mentioning

confidence: 99%

Flavonoids of Marah oreganus

Nicholls¹,

Bohm²

1982

J. Nat. Prod.

Self Cite

View full text Add to dashboard Cite

ABSTRAm-The flavonoids of Marah oreganus (Cucurbitaceae) comprise kaemp ferol and quercetin 3-O-glucosides, 3,7-di-O-glucosides, 3-O-glucoside-7-O-rhamosides, 3-O-diglucosides, and triglycosides with substitution a t both positions 3 and 7. The full structures of these latter compounds were not established. Four samples of Marah from widely spaced collections in its range were chromatographically identical. This represents the first detailed report of flavonoids from a member of the tribe Cyclanthereae (sensu Jeffrey).The North and Central American genus Marah Kell. contains six species (1) of which M. oreganus (T. & G . ) Howell is by far the most common and widespread representative. I t occurs west of the Cascades from Vancouver Island south to coastal California; inland it may be found along the Snake River into eastern Oregon (2). As part of a general survey of flavonoid chemistry of plants of N-estern North America we undertook a study of M . oregunus.The closest relative of Marah appears to be Echinocystis (1). Hutchinson (3) places both genera in the Sicyoideae whereas Jeffrey (4) treats them as members of the tribe Cyclanthereae.The Cucurbitaceae, with perhaps 90 genera and 700 species ( 5 ) , has received comparatively little attention from flavonoid chemists. The economically important melon Cucumis melo (tribe Melotrieae) was found to contain apigenin and luteolin 6-C-diglucosides (6) while Saunders and McClure (7) isolated orientin, a luteolin 7-O-diglycoside, and quercetin 3-0-mono-and diglycosides from C. maxima. The flowers of pumpkin, Cucurbita pepo, have been shown by Itokawa and coworkers (8) to accumulate rhamnazin 3-O-rutinoside, isorhamnetin 3-O-rutinoside1 and isorhamnetin 3-O-rutinoside-4'-O-rhamnoside. Lu f f a echinatu (tribe Benincoseae) accumulates chrysoeriol and its 7-0-glucoside and 7-0-apioglucoside (9). I n a recent report of flavonoids of all members of the genus Luffa, Schilling (10) described two groups of species: L. graoeolens and L. operculata are characterized by flavonol 3-0-glucosides while L. acutangula, L. aegyptica, and L. echinata are characterized by flavone 7-0-glucosides. Furthermore, Schilling (10) noted that each species exhibits a unique flavonoid profile. Kaempferol3,7-di-O-rhamnoside. (kaempferitin) was isolated from Trichosanthes cucumeroides (tribe Trichosantheae) by Nakaoki and Morita ( l l ) , and Hegnauer (12) reports the presence of kaempferol and quercetin in Echinocystis wrightii (tribe Cyclanthereae). This present work is the first report of flavonoids of Marah; indeed, it is the first detailed report of flavonoids in the tribe Cyclanthereae (sensu Jeffrey). RESULTSThe flavonoids of Marah oreganus consist of a series of kaempferol and quercetin glycosides. Both compounds occur as 3-O-glucosides, 3,7-di-O-glucosides, 3-0-glucoside-7-O-rhamnosides, 3-O-diglucosides, and as 3,7-substituted triglycosides. Partial hydrolysis of the triglycosides yielded the corresponding flavonol 3,7-di-Oglucosides and rhamnose. The position of attachment of the rhamnose g...

show abstract

Chemotaxonomic studies in the Saxifragaceae s.l. 4. The flavonoids of Heuchera micrantha var. diversifolia

Cited by 104 publications

References 4 publications

Chromosomal and flavonoid chemical confirmation of intergeneric hybridization between Tolmiea and Tellima (Saxifragaceae)

Chromosomal and flavonoid chemical confirmation of intergeneric hybridization between Tolmiea and Tellima (Saxifragaceae)

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

Flavonoids of Marah oreganus

Contact Info

Product

Resources

About