15,21-Cyclowithanolides from <i>Jaborosa bergii</i>

Nicotra, Viviana E.; Gil, Roberto R.; Vaccarini, Clarisa E.; Oberti, Juan C.; Burton, Gerardo

doi:10.1021/np030248c

Cited by 21 publications

(33 citation statements)

References 9 publications

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“…The species of Jaborosa are frequently rhizomatous perennial herbs (except J. bergii and J. sativa , which are annual or biennial), hemicryptophytes, or geophytes. Chemical screenings of several of them have revealed the presence of withanolides, which are promising steroid compounds with antitumoral activity (Mísico et al ., 1997, 2002; Anjaneyulu, Rao & Lequerne, 1998; Nicotra et al ., 2003).…”

Section: Introductionmentioning

confidence: 99%

Karyological studies in Jaborosa (Solanaceae)

Chiarini

Barboza

2008

Botan J Linn Soc

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Sixteen species of Jaborosa (Solanaceae), including eight endemic to Argentina, were studied karyologically. The numbers n = 12 and/or 2n = 24 were found in all species, the majority of the cases being new reports. Mitotic chromosomes were small-to medium-sized, the average length varying from 2.95 to 4.93 mm. All species had one to three chromosome pairs with satellites. The karyotypes, obtained for 13 species, were slightly asymmetrical: A1 ranged from 0.228 to 0.483, A2 ranged from 0.095 to 0.182, and Paszko's asymmetry index ranged from 0.84 to 3.47. In all species, metacentric chromosomes were the most common, followed by submetacentrics, but subtelocentrics were rare. Morphological similarities and sectional arrangements were not reflected in either a principal components analysis plot or asymmetry index plot, but the species could be singled out by their karyotype formulae and the different karyotype parameters taken. In Jaborosa, a notably diversified genus, exo-morphological evolution has taken place, together with evident chromosome rearrangements, whose disposition is different and not as clear as in related genera.

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Section: Introductionmentioning

confidence: 99%

Karyological studies in Jaborosa (Solanaceae)

Chiarini

Barboza

2008

Botan J Linn Soc

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“…14β-Hydroxywithanolide named physagulin I (18) has been isolated from Physalis species, and has an α-oxygenated function at position 15 (Nagafuji et al, 2004), and other 14β-hydroxywithanolide named jaborosalactol 23 (19) has been isolated from the flowering plant in the family Solanaceae, the nightshades, Jaborosa bergii (Nicotra et al, 2003). Nicotra and co-authors (2006) reported the isomeric clorohydrin, jaborosalactone 37 (20) from Jaborosa rotacea, and jaborosalactone T (21) was isolated from Jaborosa sativa (synonym Trechonaetes sativa) collected in Argentina (Bonetto et al, 1995).…”

Section: Chlorinated Plant Steroidsmentioning

confidence: 99%

Chlorinated Plant Steroids and their Biological Activities

Dembitsky¹,

Gloriozova²,

Poroikov³

2017

Int. J. Curr. Res. Biosci. Plant Biol.

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A b s t r a c t A r t i c l e I n f oThe present review describes the biological activities of natural plant chlorinated steroids. About forty biologically active chlorinated steroids have shown confirmed cytostatic, antineoplastic, anti-eczematic, antidiabetic, antibacterial, and other activities. The structures and reported and predicted activities of chlorinated steroids are available. With the computer programme PASS and based on structure-activity relationships (SAR), some additional activities are also predicted, which point towards new possible applications of these lipids. This review emphasizes the role of chlorinated steroids as an important source and potential leads for drug discovery and they are of great interest to chemists, physicians, biologists, pharmacologists and the pharmaceutical industry.

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“…It is worth mentioning that 17b-OH effects the C-20 configuration based on CIP (Ramacciotti and Nicotra 2007). If C-16 is substituted by a ketone group (C=O), then the C-20 absolute configuration was also deduced from the NOESY spectrum based on correlations between Me-18/H-12 and H-20/H-12 (Yokosuka et al 2003;Nicotra et al 2003). Researchers also have determined the C-20 absolute configuration in the light of correlations from H-14, H-17 to Me-21 (Zhang et al 2009).…”

Section: Absolute-configurationmentioning

confidence: 99%

Phytochemistry and biosynthesis of δ-lactone withanolides

et al. 2015

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Withanolides are highly oxygenated natural products. These C 28 steroids with ergostane-based skeletons functionalized at C-22 and C-26 form sixmembered d-lactone rings. Withanolides containing a d-lactone side chain often occur in Solanaceae and have a variety of biological activities because of their complicated structures. Characteristic spectroscopic behaviors and biosynthesis of withanolides are conducive to their structural elucidation and ''biomimetic synthesis'', respectively. However, the last review to summarize their spectroscopic features and biosynthesis was in 1996. Since then, many withanolides with novel structures have been described by their spectra with biosynthesis investigated with many bioassays. This review surveys d-lactone withanolides and emphasizes their spectral features, configurations and biosynthetic genes. The period reviewed includes through January 2014. We also include phytochemical species.

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15,21-Cyclowithanolides from Jaborosa bergii

Cited by 21 publications

References 9 publications

Karyological studies in Jaborosa (Solanaceae)

Karyological studies in Jaborosa (Solanaceae)

Chlorinated Plant Steroids and their Biological Activities

Phytochemistry and biosynthesis of δ-lactone withanolides

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