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Journal ArticleDOI

Norditerpenoids from Vellozia pusilla

01 Jan 1988-Phytochemistry (Pergamon)-Vol. 27, Iss: 12, pp 3913-3915
TL;DR: In this article, a series of known di-and triterpenoids from Vellozia pusilla and their structures were elucidated by spectroscopic methods and chemical transformations.
About: This article is published in Phytochemistry.The article was published on 1988-01-01. It has received 7 citations till now.
Citations
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Journal ArticleDOI
TL;DR: The results show that ancient and unique plants, like the endangered narrowly endemic neotropical species V. gigantea present in the Rupestrian grasslands, should also be protected because they can be sources of new bioactive compounds.
Abstract: Vellozia gigantea is a rare, ancient, and endemic neotropical plant present in the Brazilian Rupestrian grasslands. The dichloromethane extract of V. gigantea adventitious roots was phytotoxic against Lactuca sativa, Agrostis stolonifera, and Lemna paucicostata, and showed larvicidal activity against Aedes aegypti. Phytotoxicity bioassay-directed fractionation of the extract revealed one new isopimaradiene, 8(9),15-isopimaradien-1,3,7,11-tetraone, and three new cleistanthane diterpenoids, 7-oxo-8,11,13-cleistanthatrien-3-ol, 3,20-epoxy-7-oxo-8,11,13-cleistanthatrien-3-ol, and 20-nor-3,7-dioxo-1,8,11,13-cleistanthatetraen-10-ol. These new structures are proposed based on interpretation of 1H, 13C, COSY, NOESY, HSQC, and HMBC NMR data. 8(9),15-isopimaradien-1,3,7,11-tetraone was especially phytotoxic with an IC50 value (30 μM) comparable to those of commercial herbicides clomazone, EPTC, and naptalam. In addition, 7-oxo-8,11,13-cleistanthatrien-3-ol provided 100% mortality at a concentration of 125 ppm against one-day-old Ae. aegypti larvae. Our results show that ancient and unique plants, like the endangered narrowly endemic neotropical species V. gigantea present in the Rupestrian grasslands, should also be protected because they can be sources of new bioactive compounds.

11 citations


Cites background from "Norditerpenoids from Vellozia pusil..."

  • ...Inspection of the literature revealed similar isopimaradiene diones [9]....

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Journal ArticleDOI
TL;DR: Eight new diterpenes with isopimarane skeleton have been isolated from Vellozia patens by spectroscopic methods and by chemical transformations.

10 citations

Journal ArticleDOI
TL;DR: In this paper, two new diterpenes, nanuzone and 11β-hydroxy-nanuzone, have been isolated from Vellozia nanuzae.

9 citations

Journal ArticleDOI
TL;DR: Some molecular masses and the corresponding fragmentations were found that did not correlate with any known compounds thus revealing potentially novel natural products that could be investigated on a larger scale and could ultimately find application as new drugs against MRSA and other multidrug‐resistant microorganisms.
Abstract: The ethyl acetate extracts of the bark and leaves of Ficus coronata were separated by column chromatography and the resulting fractions tested for their bioactivity toward methicillin-resistant-Staphylococcus aureus (MRSA) and M. luteus. The bioactive column chromatography fractions were further separated by preparative thin layer chromatography (TLC) and the resulting bands investigated by high-performance liquid chromatographyelectrospray ionizationion trap mass spectrometry (HPLC-ESI-MSn) and ESI-MSn. The resulting retention times, molecular masses, their fragmentation patterns, and the chemnet database () were then used in the dereplication process by structural elucidation of some of the compounds when compared with known structures of natural origin. Some molecular masses and the corresponding fragmentations were found that did not correlate with any known compounds thus revealing potentially novel natural products that could be investigated on a larger scale and could ultimately find application as new drugs against MRSA and other multidrug-resistant microorganisms. Structures are also proposed for known compounds that have not been previously reported for F. coronata.

8 citations

Journal ArticleDOI
TL;DR: The methanol extract of roots, stem and leaf sheaths of this species showed an antitumoral activity through the inhibition of the enzyme Topoisomerase I when analyzed by an in vitro bioassay employing DNA repair or recombination deficient mutants of the yeast Saccharomyces cerevisiae.
Abstract: Vellozia pusilla Pohl is a species of the botanic family Velloziaceae that occurs in the subtropical regions of South America and, although it lives under conditions of high solar irradiation and low water availability, shows great longevity. The methanol extract of roots, stem and leaf sheaths of this species showed an antitumoral activity through the inhibition of the enzyme Topoisomerase I when analyzed by an in vitro bioassay employing DNA repair or recombination deficient mutants of the yeast Saccharomyces cerevisiae. In the evaluation of the effect of Vellozia pusilla methanol extract on the labeling of RBC, blood of mice was treated with 99mTc tracer solutions. The percentage of radioactivity (%ATI) bound to plasma (P) and blood cells (BC) was determined. The %ATI in the insoluble fraction of plasma (IF) was also evaluate, and the results showed that there was a decrease in %ATI in this fraction that represents the plasmatic proteins.

4 citations


Additional excerpts

  • ...Previous studies on the specie Vellozia pusil la Pohl have afforded several terpenoids, including isopimarane nor-diterpenoid and diterpenoids, cleistantane diterpenoids and lupenone (Pinto et al.,1988; Dantas et al., 2003)....

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References
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Journal ArticleDOI
TL;DR: In this article, a new lupane derivative isolated from Pleurostylia opposita has been assigned the structure 6,β-hydroxy-lup-20(29)-en-3-one, using spectral evidence and chemical interconversions.

33 citations

Journal ArticleDOI
TL;DR: Pimarane and cleistanthane diterpenes from Velloziaceae have been shown to possess the same (5S, 10S) absolute configuration.

23 citations

Journal ArticleDOI
TL;DR: Vellozia compacta contains six new diterpenes of the pimarane type as mentioned in this paper, whose structures were deduced on the basis of spectral data and chemical modification.

18 citations

Journal ArticleDOI
TL;DR: The absolute configurations of four cleistanthane diterpenes isolated from several species of Vellozia were determined by circular dichroism measurements as discussed by the authors, and they were used to determine the relative positions of the diterphenes.

9 citations