Benzophenone derivatives are special metabolites that arouse great scientific interest. The Clusiaceae family is known for producing large amounts of benzophenone derivatives with several isoprene residues on their structures, which are responsible for the observed complexity and structural variety in this class of substances, and also contribute to their biological activities. Clusia is an important genus belonging to Clusiaceae, with 55 different polyisoprenylated benzophenones identified so far. These substances were analyzed from biosynthetic and chemosystematic points of view, allowing the determination of characteristics regarding their production, accumulation and distribution within this genus. Polyisoprenylated benzophenones found in Clusia showed a high prenylation degree, with 2 to 5 isoprene units and a greater occurrence in flowers and fruits. Section Cordylandra showed a very similar occurrence of 2,4,6-trihydroxybenzophenone derivatives and bicyclo[3.3.1]nonane-2,4,9-trione derivatives, the majority of them with 4 isoprene units. In section Anandrogyne there is a predominance of simple 2,4,6-trihydroxy-benzophenone derivatives, with 2 isoprene units, and in Chlamydoclusia predominates bicyclo[3.3.1]nonane-2,4,9-trione derivatives with 4 isoprene units. Although highly prenylated, these substances showed low oxidation indexes, which from an evolutionary perspective corroborates the fact that Clusiaceae is a family in transition, with some common aspects with both basal and derived botanical families.
Studies evaluated the effects of hexanic extracts from the fruits and flowers
ofClusia fluminensis and the main component of the flower
extract, a purified benzophenone (clusianone), against Aedes
aegypti. The treatment of larvae with the crude fruit or flower extracts
from C. fluminensis did not affect the survival ofAe.
aegypti (50 mg/L), however, the flower extracts significantly delayed
development of Ae. aegypti. In contrast, the clusianone (50 mg/L) isolate from the
flower extract, representing 54.85% of this sample composition, showed a highly
significant inhibition of survival, killing 93.3% of the larvae and completely
blocking development of Ae. aegypti. The results showed, for the first time, high
activity of clusianone against Ae. aegypti that both killed and inhibited mosquito
development. Therefore, clusianone has potential for development as a biopesticide
for controlling insect vectors of tropical diseases. Future work will elucidate the
mode of action of clusianone isolated from C. fluminensis.
This study aims the anatomical description and chemical characterization of aerial parts of Clusia criuva Cambess., Clusiaceae in addition to the evaluation of the antioxidant activity of crude extracts, correlated to the flavonoid content. The morphological characterization was performed using traditional techniques of plant anatomy. For phytochemical studies, crude extracts were obtained by static maceration and analyzed by thin layer chromatography. The antioxidant activity and the flavonoids content were determined by colorimetric methods involving, respectively, 2,2-diphenyl-1-picrylhydrazyl free radical and aluminum chloride. C. criuva has uniseriate epidermis, paracytic stomata, hypostomatic leaves, cuticular flanges and cordiform vascular cylinder with accessory bundles. Chemical prospecting confirmed the abundant presence of terpenes and phenols in the extracts of leaves and of fruits. The methanolic extract of seeds showed the lowest EC 50 value, but the methanolic extract of pericarps exhibited the highest maximum antioxidant activity. The results suggested a high percentage of flavonoids in the hexanic extract of pericarps, however, this could represent, in fact, the presence of benzophenones. Secretory ducts and the shape of the midrib are diagnostic for C. criuva. The antioxidant activity is not directly related to the flavonoids. The results indicate the importance of future studies with C. criuva chemical constituents.
The ability of extracts of the plant Clusia fluminensis Planch & Triana (Clusiaceae Lindl.) to neutralize proteolysis, clotting, hemolysis, hemorrhagic and lethality activities of Bothrops jararaca snake venom was studied. Clusianone and lanosterol from the flower and fruit extracts, respectively, were also tested. The extracts of different organs of C. fluminensis inhibited proteolysis and hemolysis induced by B. jararaca venom, but with different potencies. Only the stems prevented blood clotting. Only the acetone extract of the fruit protected mice from hemorrhage while the acetone or methanol extracts prevented mice from death. Clusianone and lanosterol did not inhibit clotting or hemorrhage, but the former inhibited proteolysis and the latter hemolysis.
Background:
Phytochemical studies of Annona muricata showed the presence of bioactive
components with anticancer activity. We compared the anticancer properties of crude acetonic
and methanolic A. muricata leaf extracts.
Methods:
The viabilities of different cell lines (A549, U87, U251, K562 and VERO) treated with A.
muricata acetonic or methanolic leaf extracts were measured using the MTT assay. Apoptosis induction,
cell cycle and cytoskeleton rearrangements were evaluated in K562 by flow cytometry or
fluorescence microscopy.
Results:
Chemical analyses of the A. muricata extracts showed differences in their composition. The
K562 cell line was the most sensitive to the treatment with the acetonic and methanolic extracts, and
the IC50 values, respectively were 28.82 (24.41 - 34.69) and 32.49 (27.21 - 40.16) μg/mL. Both extracts
induced apoptotic cell death and G0/G1 phase cell cycle arrest. For the first time, cytoskeleton
rearrangements were observed in the K562 cell line treated with methanolic extract.
Conclusion:
These findings suggest that both A. muricata extracts exhibit antileukemic potential
and represent a promising source of novel compounds with anticancer activity.
Maytenus s.l. is a genus of the Celastraceae family and many of its species are used in traditional medicine. Most of the substances responsible for the biological activities of plants come from their secondary metabolism, such as terpenoids and flavonoids, which have multiple functions in the plant and can occur in a similar way in plant groups. Chemophenetics analyzes the occurrence of these substances in a taxon and can infer evolutionary trends and contribute to the rational search for new drugs. Chemosystematic parameters were used to analyze the data obtained through a bibliographic survey. The species of Maytenus s.l. were separated into three groups: species with accepted names, synonymous species with the genus Monteverdia and synonymous species with the genus Gymnosporia. Due to their great occurrence and structural variety in Maytenus s.l., triterpenes were chosen as chemosystematic markers, with friedelanes and quinone methide triterpenes being the most expressive types. Studies have already demonstrated the analgesic potential of quinone methides and the antitumor potential of phenolic triterpenes and dimers of these units. Together, the three classes assist in the circumscription of Maytenus s.s. and Monteverdia, while lupanes can be used in the separation of these genera. Oleanans are representative of Gymnosporia.
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