10-Epideoxycumambrin b and other constituents of Stevia yaconensis var. subeglandulosa

Sosa, Virginia E.; Oberti, Juan C.; Gil, Roberto R.; Rúveda, Edmundo A.; Goedken, Virgil L.; Alicia, B Penenory; Gutierrez, Bernardo; Herz, Werner

doi:10.1016/s0031-9422(00)97888-9

Cited by 46 publications

(26 citation statements)

References 34 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Our second test molecule 10‐epi‐8‐deoxycumambrin B ( 2 ), which has already previously been the target of an RDC analysis, has one more stereogenic center than α‐santonin 1 , leading therefore to 16 possible diastereomers. The different configurations of 2 will be named after descriptors R / S at positions C1, C5, C6, C7, and C10.…”

Section: Resultsmentioning

confidence: 99%

Measurement of residual chemical shift anisotropies in compressed polymethylmethacrylate gels. Automatic compensation of gel isotropic shift contribution

Hallwass

Teles

Hellemann

et al. 2018

Magnetic Reson in Chemistry

Self Cite

View full text Add to dashboard Cite

Mechanical compression of polymer gels provides a simple way for the measurement of residual chemical shift anisotropies, which then can be employed, on its own, or in combination with residual dipolar couplings, for structural elucidation purposes. Residual chemical shift anisotropies measured using compression devices needed a posteriori correction to account for the increase of the polymer to solvent ratio inside the swollen gel. This correction has been cast before in terms of a single-free parameter which, as shown here, can be simultaneously optimized along with the components of the alignment tensor while still retaining discriminating power of the different relative configurations as illustrated in the stereochemical analysis of α-santonin and 10-epi-8-deoxycumambrin B.

show abstract

Section: Resultsmentioning

confidence: 99%

Measurement of residual chemical shift anisotropies in compressed polymethylmethacrylate gels. Automatic compensation of gel isotropic shift contribution

Hallwass

Teles

Hellemann

et al. 2018

Magnetic Reson in Chemistry

Self Cite

View full text Add to dashboard Cite

show abstract

“…var. subeglandulosa [160], was found to be strongly active using microsomal aromatase testing [161]. Though the other sesquiterpene lactone 10-epi-8-deoxycumambrin B (210) was found to be moderately active in microsomes it was found to be cytotoxic in further testing [161].…”

Section: Natural Product Compounds Tested For Aromatase Inhibitionmentioning

confidence: 99%

Natural Products as Aromatase Inhibitors

Balunas¹,

Su²,

Brueggemeier³

et al. 2008

ACAMC

View full text Add to dashboard Cite

With the clinical success of several synthetic aromatase inhibitors (AIs) in the treatment of postmenopausal estrogen receptor-positive breast cancer, researchers have also been investigating also the potential of natural products as AIs. Natural products from terrestrial and marine organisms provide a chemically diverse array of compounds not always available through current synthetic chemistry techniques. Natural products that have been used traditionally for nutritional or medicinal purposes (e.g., botanical dietary supplements) may also afford AIs with reduced side effects. A thorough review of the literature regarding natural product extracts and secondary metabolites of plant, microbial, and marine origin that have been shown to exhibit aromatase inhibitory activity is presented herein. Keywordsaromatase inhibitors; natural products; breast cancer; botanical dietary supplements BREAST CANCERWorldwide breast cancer estimates included over one million incident cases and almost 400,000 deaths in the year 2000 [1,2]. In the United States, over 178,000 women were expected to be diagnosed with breast cancer in 2007 with over 40,000 deaths occurring from the disease [3]. In developed countries, mortality from breast cancer has recently begun to decline, primarily due to earlier detection and improved treatments [4,5]. Breast cancer is thought to be a result of inherited genetic predisposition (e.g., mutations in genes such as BRCA-1, p53, PTEN/MMAC1, and/or ATM) and/or environmental factors (e.g., radiation exposure, dietary factors, alcohol consumption, hormonal exposure) [2,6,7]. Numerous genetic mutations are necessary for breast cancer development and progression including the acquisition of the capabilities for self-sufficiency in growth signals, insensitivity to anti-growth signals, evasion of apoptosis, limitless replicative potential, sustained angiogenesis, and tissue invasion and metastasis, known collectively as the "hallmarks of cancer" [8].Numerous molecular targets have been identified as playing a significant role in breast cancer development and progression. Estrogens and the estrogen receptors (ERs) are widely NIH Public Access Author ManuscriptAnticancer Agents Med Chem. Author manuscript; available in PMC 2011 April 12.Published in final edited form as:Anticancer Agents Med Chem. 2008 August ; 8(6): 646-682. NIH-PA Author ManuscriptNIH-PA Author Manuscript NIH-PA Author Manuscript recognized to play an important role in the development and progression of breast cancer, making estrogens and the ERs widely studied molecular targets [9][10][11][12]. Two of the endogenous estrogens found in humans include estradiol and estrone. In pre-menopausal women, estrogens are produced primarily through conversion of androgens in the ovaries while estrogen production in postmenopausal women occurs in only peripheral tissues [13,14]. Estrogens have various effects throughout the body, including positive effects on the brain, bone, heart, liver, and vagina, with negative effects such as increased risk...

show abstract

“…However, the eudesmanolides armefolin (10) (M ata et al, 1984) and lß-hydroxyarbusculin A (11) (Samek et al, 1973) were found for the first time in this species. Furtherm ore, the guaianolides 8-deoxycumambrin B (12) (Sosa et al, 1989), achillin (13) (Marco et al, 1988), 4a,10a-dihydroxy-l,5H-guaia-2,l l(13)dien-12,6a-olide (14) and 10ß-hydroxycichopumelide (15) (El-Masry et al, 1984) have not been re ported so far as constituents of any Tanacetum species. This is the first study of T. achilleifolium and T. millefolium.…”

Section: Resultsmentioning

confidence: 99%

Comparative Study of Tanacetum Species Growing in Bulgaria

Todorova

Evstatieva²

2001

Zeitschrift Für Naturforschung C

View full text Add to dashboard Cite

Chemical investigation of the Bulgarian species Tanacetum, parthenium, T. millefolium, T. achilleifolium, T.corymbosum and T. macrophyllum afforded in addition to 24 known sesquiterpene lactones a new 12, 8-eudesmanolide 22. Besides, four known highly oxigenated terpenoids and a new keto-diol 30 of the rare iphionane skeleton were also isolated. The structures were elucidated on the basis of their spectral properties. The accumulation of the different sesquiterpene lactones in the studied species and there classification is discussed

show abstract

10-Epideoxycumambrin b and other constituents of Stevia yaconensis var. subeglandulosa

Cited by 46 publications

References 34 publications

Measurement of residual chemical shift anisotropies in compressed polymethylmethacrylate gels. Automatic compensation of gel isotropic shift contribution

Measurement of residual chemical shift anisotropies in compressed polymethylmethacrylate gels. Automatic compensation of gel isotropic shift contribution

Natural Products as Aromatase Inhibitors

Comparative Study of Tanacetum Species Growing in Bulgaria

Contact Info

Product

Resources

About