Germacranolides from seeds of the endangered Umbelliferae species Rouya polygama

Muckensturm, B.; Şen, Fatih; Boulanger, Anna; Reduron, Jean Pierre

doi:10.1016/s0031-9422(03)00223-1

Phytochemistry

2003

DOI: 10.1016/s0031-9422(03)00223-1

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Germacranolides from seeds of the endangered Umbelliferae species Rouya polygama

B. Muckensturm

Fatih Şen

Anna Boulanger

et al.

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Cited by 5 publications

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“…This hydrogen, which is the neighbour of a correlated methyl group (δ 13.9, C-4''''), is also correlated with another methyl group at δ 22. Although the partial structure from C-1'''' to C-5'''' is already known in similar esters [15], so far, it is novel between two sesquiterpene lactone moieties.…”

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confidence: 99%

A Novel Dimeric Melampolide and Further Terpenoids from Smallanthus sonchifolius (Asteraceae) and the Inhibition of the Transcription Factor NF-κB

Schorr

Merfort

Costa

2007

Natural Product Communications

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A novel dimeric melampolide was isolated from the leaf rinse extract of Smallanthus sonchifolius (Poepp. & Endl.) H. Robinson (Asteraceae), an Andean medicinal plant popularly known as yacón. Dimeric sesquiterpene lactones are rare in Asteraceae, especially melampolides. In addition, eight known melampolides and a new ester derivative were also isolated. All compounds were detected in glandular trichomes collected from the leaves and were analysed by HPLC. The anti-inflammatory properties of uvedalin, a known melampolide isolated in this study, were assessed in vitro by analyzing its effect on the DNA binding of the transcription factor NF-κB. These results were compared to those previously reported for the closely related melampolide enhydrin. Our data demonstrated that NF-κB DNA binding was inhibited in leukaemia and macrophage cells at an uvedalin concentration of 2.5 and 5 μM, respectively.

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confidence: 99%

A Novel Dimeric Melampolide and Further Terpenoids from Smallanthus sonchifolius (Asteraceae) and the Inhibition of the Transcription Factor NF-κB

Schorr

Merfort

Costa

2007

Natural Product Communications

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“…Nevertheless, additional signals (H2' to H5') that did not correlate with any atom of the eudesmane skeleton suggested an ester of higher complexity at C1. Thus, HMBC and previously published data [12,13] were used for the assignment of all the positions of this ester, as shown in Tables 1, 2, and 3. The HR-ESI-MS data helped us to confirm the structure of 1 as shown in Figure 1.…”

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Eudesmanolides and Methyl Ester Derivatives from Dimerostemma arnottii

Ambrosio

Stefani

et al. 2010

Natural Product Communications

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The phytochemical investigation of Dimerostemma arnottii (Asteraceae) afforded, in addition to a known eudesmanolide, two unusual eudesmane methyl ester derivatives and a new eudesmanolide. Structural elucidation of the compounds was based on their 1D and 2D NMR spectroscopic as well as HR-ESI-MS data. There is a remarkable similarity between the structures of the eudesmanes from D. arnottii and those previously encountered in other Dimerostemma species, which is in agreement with the results of a previous phylogenetic study based on molecular data. The chemotaxonomic relevance of the isolated compounds is briefly discussed.

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