Intraspecific variability in the alkaloid metabolism of Galanthus elwesii

Berkov, Strahil; Sidjimova, Borjana; Evstatieva, L.; Попов, Симеон

doi:10.1016/j.phytochem.2003.12.013

Cited by 43 publications

(23 citation statements)

References 16 publications

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“…A recent GC-MS report on G. reginae-olgae resulted in the identification of compounds 12, 24, 42, and 66 (Conforti, et al, 2010). The presence of crinine (with the 5,10b-ethano bridge at the -position) in this species, as well as in G. elwesii, as reported in our earlier GC-MS studies (Berkov et al, 2004), is debatable because the absolute configuration of the 5,10b-ethano bridge cannot be established by GC-MS alone. Later phytochemical studies on Galanthus resulted in the isolation of crinane-3-ol derivatives with a -configuration of their 5,10b-ethano bridges, including vittatine (Kaya et al, 2004b), which is the optical isomer of crinine, 11-hydroxyvittatine (Latvala et al, 1995;Kaya et al, 2004b); Ünver et al, 2003) and hamayne (Berkov et al, 2007a;2009c).…”

Section: Distribution Of Alkaloids In the Genus Galanthussupporting

confidence: 79%

The Genus Galanthus: A Source of Bioactive Compounds

Berkov¹,

Codina²,

Bastida³

2012

Phytochemicals - A Global Perspective of Their Role in Nutrition and Health

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Section: Distribution Of Alkaloids In the Genus Galanthussupporting

confidence: 79%

The Genus Galanthus: A Source of Bioactive Compounds

Berkov¹,

Codina²,

Bastida³

2012

Phytochemicals - A Global Perspective of Their Role in Nutrition and Health

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“…The differences were mainly in the ratio between the different compounds ( Table 2). The alkaloid profiles of populations 021 [14] and 028, 028A [17], grown in natural habitats, have been reported before.…”

mentioning

confidence: 53%

“…Our preliminary study indicated that some G. elwesii populations have different chemotypes [14]. Factors determining alkaloid diversity remain unclear.…”

mentioning

confidence: 83%

“…The configuration of the 5,10b-ethano bridge in haemanthamine-type alkaloids, which cannot be determined solely by GC/MS, was tentatively assigned as a, because the compounds of this type isolated from G. nivalis have displayed a-configuration [9] [10] by CD analysis. Similarly, in our previous GC/MS study, the alkaloid we identified as crinine was most probably its optical isomer vittatine [14]. The sructural types of the unknown alkaloids were determined according their characteristic MS fragmentation [24 -27].…”

mentioning

confidence: 91%

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Alkaloid Diversity in Galanthus elwesii and Galanthus nivalis

Berkov

Bastida

Sidjimova

et al. 2011

Chemistry & Biodiversity

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Seventy alkaloids of galanthamine, lycorine, homolycorine, tazettine, haemanthamine, narciclasine, and tyramine types were detected by GC/MS in 25 Galanthus elwesii and seven Galanthus nivalis populations, collected from different locations in Bulgaria. Intraspecies diversity in the alkaloid profiles regarding the main alkaloid types (chemotypes) was observed. Tyramine-type protoalkaloids (namely, hordenine and its derivatives) were dominant in 19 populations of G. elwesii. In other populations of G. elwesii, the plants accumulated mainly homolycorine-, lycorine-, and galanthamine-type alkaloids. The alkaloid profiles of G. nivalis were dominated by narciclasine-, galanthamine-, lycorine-, haemanthamine-, or tazettine-type compounds. Geographical distribution of chemotypes indicated a relationship between populations, since adjacent populations often displayed similar alkaloid profiles. The results from year-to-year sampling and transplantation experiments imply genetic determination of alkaloid synthesis in the two studied species of Galanthus.

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“…It has been found that Amaryllidaceae alkaloids can be analyzed by GC without derivatization and, with only few exceptions, they show a mass spectral fragmentation pattern very similar to those obtained under direct insertion (Kreh et al, 1995). Several studies of the distribution of galanthamine in different subspecies and populations of mainly Galanthus and Narcissus species have been published (Lopéz et al, 2002;Berkov et al, 2004). GC/MS analysis has been successfully applied for the reliable and fast identification of Amaryllidaceae alkaloids and for comparative study of their percentage contribution in the alkaloid mixtures (Berkov et al, 2008).…”

Section: Introductionmentioning

confidence: 91%

Analysis of Amaryllidaceae alkaloids from Zephyranthes grandiflora by GC/MS and their cholinesterase activity

Cahlíková¹,

Valterová²,

Macáková³

et al. 2011

Rev. bras. farmacogn.

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Amaryllidaceae are known as ornamental plants, furthermore some species of this family contain galanthamine, an acetylcholinesterase inhibitor approved for the treatment of Alzheimer´s disease, and other alkaloids with interesting pharmacological activity. The chemical composition of alkaloids from Zephyranthes grandiflora Lindl. was analyzed by GC/MS. Seven known compounds, belonging to five structural types of Amaryllidaceae alkaloids, were identified. The alkaloid extract from the bulbs showed promising cholinesterase inhibitory activities against human blood acetylcholinesterase (HuAChE; IC50 39.2±3.0 μg/mL) and human plasma butyrylcholinesterase (HuBuChE; IC50 356±9.3 μg/mL).

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Intraspecific variability in the alkaloid metabolism of Galanthus elwesii

Cited by 43 publications

References 16 publications

The Genus Galanthus: A Source of Bioactive Compounds

The Genus Galanthus: A Source of Bioactive Compounds

Alkaloid Diversity in Galanthus elwesii and Galanthus nivalis

Analysis of Amaryllidaceae alkaloids from Zephyranthes grandiflora by GC/MS and their cholinesterase activity

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