Determination of Coumarin and Kaurenoic Acid inMikania glomerata ("Guaco') Leaves by Capillary Gas Chromatography

Vilegas, Janete Harumi Yariwake; Marchi, E.; Lanças, Fernando Mauro

doi:10.1002/(sici)1099-1565(199703)8:2<74::aid-pca332>3.0.co;2-8

Cited by 48 publications

(34 citation statements)

References 4 publications

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“…In addition, a general survey and some taxonomic implications of the occurrence of kaurane and other classes of diterpenes in the Asteraceae family are discussed by Alvarenga and collaborators [39]. Kaurenoic acid (1), an ent-kaurane diterpene that possesses a wide spectrum of bioactivities such as antiinflammatory, antibacterial, antifungal and moluscical properties, among others [6], is not commercially available, but it is relatively abundant in some species belonging to the Wedelia [40], Mikania [41], Annona [42] and Xylopia [43] genera, which has motivated its quantification in these plant species [42][43][44][45][46][47], enabling the use of all of them as natural sources of this diterpene. Figure 3.…”

Section: Taxanes Tiglianesmentioning

confidence: 99%

Occurrence, Biological Activities and Synthesis of Kaurane Diterpenes and their Glycosides

2007

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This paper presents a review on kaurane diterpenes and their glycoside derivatives, covering aspects of their occurrence, biological activities and the synthesis of these natural products and their analogues. First, it shows and classifies diterpenes, in accordance with the already established structural criteria in the literature. Then, kaurane diterpenes are presented, focusing on their chemical structures, occurrence in the plant kingdom and their main, recently described, biological activities. Moreover, the most significant works, published between 1964 and November 2006, which describe the total synthesis or structural transformations of some kaurane diterpenes, including either semisynthetic and/or microbiological methodologies, are consisely reviewed. At this point, some general considerations on glycosides are introduced, and kaurane glycosides are presented and discussed on the basis of their toxic importance and occurrence in the plant kingdom, having focused on related aspects of their biological activities and the relationships between these activities and the structural factors of their molecules. Finally, the principal methods of glycosidation by enzymatic and chemical processes are both presented, and a few papers on the synthesis of kaurane glycosides are succinctly discussed. Molecules 2007, 12 456

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Section: Taxanes Tiglianesmentioning

confidence: 99%

Occurrence, Biological Activities and Synthesis of Kaurane Diterpenes and their Glycosides

2007

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“…This substance is responsible, at least in part, for the smooth muscle relaxing properties of the extracts of this plant. Additionally, the occurrence of kaurane-type diterpenes such as kaurenoic acid and cinammoylgrandifl oric acid are very common in the genus Mikania (Vilegas et al, 1997).…”

Section: Introductionmentioning

confidence: 99%

Chromatographical profiles of fluid extracts and tinctures obtained from Mikania glomerata Sprengel sterilized by gamma ray irradiation

Peregrino¹,

Leitão²

2005

Rev. bras. farmacogn.

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Aerial parts of Mikania glomerata Sprengel, were irradiated with gamma rays in an apparatus with a Cesius-137 source in two different doses: 3.5 and 5.0 KGy. Double-blind HPLC studies on fl uid extracts and tinctures prepared from the irradiated drug material were utilized to verify possible chemical changes. Extracts from the same plant (untreated) were used as standards. The results obtained showed that there was an increase in the coumarin content in the extracts obtained from irradiated plants (3.5 and 5.0 KGy) as well as a decrease in the o-coumaric acid concentration.

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“…In previous work, according to Vilegas et al (1997a), it was found 0.44 % w/w of coumarin in the leaves by GC analysis. These results are quite in agreement, since the coumarin content may vary according to seasonality and Paula C. P. Bueno, Jairo K. Bastos site plant harvesting, as well as the storage conditions.…”

Section: Resultsmentioning

confidence: 99%

“…Furthermore, there is no procedure described for monitoring of the entire manufacturing process, which includes the acquisition of the raw material until the production and standardization of extracts. Nonetheless, the quality control is based on the quantification of the coumarin in the crude plant and in its extracts, through the application of chromatographic techniques, as suggested by Vilegas et al (1997a), Celeghini et al (2001), Dos Santos et al (2006) and Taleb-Contini et al (2006). Another recent method for the quantification of coumarin in guaco fluid extract and tinctures was performed by first derivative spectrophotometry by Osório and Martins (2004) and Silva et al (2008).…”

Section: Introductionmentioning

confidence: 99%

A validated capillary gas chromatography method for guaco (Mikania glomerata S.) quality control and rastreability: from plant biomass to phytomedicines

Bueno¹,

Bastos²

2009

Rev. bras. farmacogn.

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A validated capillary gas chromatography method for guaco (Mikania glomerata S.) quality control and rastreability: from plant biomass to phytomedicines ABSTRACT: This work describes a full validation of a capillary gas chromatography analytical methodology using internal standardization for the quantification of coumarin (1,2-benzopyrone) in guaco (Mikania glomerata Spreng -Asteraceae) products: syrup, plant and its extract, including the stability study of the phytomedicine. For the analysis, it was used an HP-5 capillary column (30 m x 0.32 mm x 0.25 µm), hydrogen at a flow rate of 1.8 mL/min and the increasing temperature gradient was: 100 °C to 250 °C, 15 ºC/min. The temperature of injector (split 1:20) and detector were kept at 250 °C and 270 °C, respectively. The retention times of the standards for the above conditions were 2.86 minutes for 1, 2, 3, 4-tetramethylbenzene, 4.45 min for piperonal (internal standards), and 5.36 minutes for coumarin. After extraction procedure, the recovery of coumarin determined for plant raw material was 101.6 %, while for syrup it was 100.8 %. Detection and quantification limits were 0.5 µg/mL and 1.5 µg/mL, respectively. Precision was determined for all samples and the results were lower than 2.5 %. The total amount of coumarin in plant raw material, its extract and syrup were 0.38 % w/w, 1.33 mg/mL and 0.143 mg/mL, respectively.

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Determination of Coumarin and Kaurenoic Acid inMikania glomerata ("Guaco') Leaves by Capillary Gas Chromatography

Cited by 48 publications

References 4 publications

Occurrence, Biological Activities and Synthesis of Kaurane Diterpenes and their Glycosides

Occurrence, Biological Activities and Synthesis of Kaurane Diterpenes and their Glycosides

Chromatographical profiles of fluid extracts and tinctures obtained from Mikania glomerata Sprengel sterilized by gamma ray irradiation

A validated capillary gas chromatography method for guaco (Mikania glomerata S.) quality control and rastreability: from plant biomass to phytomedicines

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