Sesquiterpene lactones from Mikania micrantha and Mikania cordifolia and their cytotoxic and anti-inflammatory evaluation

Ríos, Viridiana; León, Alejandra; Chávez, Marı́a Isabel; Torres, Yuridia; Ramírez‐Apán, María Teresa; Toscano, Rubén A.; Bravo-Monzón, Ángel E.; Espinosa‐García, Francisco J.; Delgado, Guillermo

doi:10.1016/j.fitote.2014.02.006

Cited by 33 publications

(20 citation statements)

References 31 publications

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“…M. micrantha has long been used as a traditional herbal medicine in Jamaica to treat skin itches and athlete’s foot [ 2 ]. Previous phytochemical studies have reported some structurally diverse chemicals from this plant, including sesquiterpene lactones, flavonoids, steroids, diterpene glucosides, and phenolic compounds, some of which have shown significant bioactivities [ 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 ]. Our recent study on this plant also revealed a group of rare C-9 hydroxylated ent -kaurene diterpene glucosides [ 13 ].…”

Section: Introductionmentioning

confidence: 99%

Phenolics from Mikania micrantha and Their Antioxidant Activity

et al. 2017

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A phytochemical study on the aerial parts of Mikania micrantha led to the isolation of two new phenolic compounds, benzyl 5-O-β-d-glucopyranosyl-2,5-dihydroxybenzoate (1) and (7S,8R)-threo-dihydroxydehydrodiconiferyl alcohol 9-acetate (2), together with twelve known compounds, benzyl 2-O-β-d-glucopyranosyl-2,6-dihydroxybenzoate (3), 4-allyl-2,6-dimethoxyphenol glucoside (4), (+)-isolariciresinol (5), icariol A2 (6), 9,10-dihydroxythymol (7), 8,9,10-trihydroxythymol (8), caffeic acid (9), p-coumaric acid (10), ethyl protocatechuate (11), procatechuic aldehyde (12), 4-hydroxybenzoic acid (13), and hydroquinone (14). Their structures were elucidated on the basis of extensive spectroscopic analysis. Except 8 and 9, all the other compounds were isolated from this plant species for the first time. The antioxidant activity of those isolated compounds were evaluated using three different assays. Compounds 1, 2, 3, 9, 10, 13, and 14 demonstrated significant 2,2′-azinobis-(3-ethylbenzthiazoline-6-sulphonic acid) (ABTS) free radical cation scavenging activity ranging from SC50 0.31 to 4.86 µM, which were more potent than l-ascorbic acid (SC50 = 10.48 µM). Compounds 5, 9, 11, and 12 exhibited more potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity (SC50 = 16.24–21.67 µM) than l-ascorbic acid (39.48 µM). Moreover, the ferric reducing antioxidant power (FRAP) of compounds 2, 5, 9, and 11 were discovered to be also comparable to or even more potent than l-ascorbic acid.

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Section: Introductionmentioning

confidence: 99%

Phenolics from Mikania micrantha and Their Antioxidant Activity

et al. 2017

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“…Mikania spp. has provided a wide range of promising phamacological activities and it can be described as having expectorant, anti-inflammatory, bronchodilator, anti-hemorrhagic, antiasthmatic, analgesic, anti-mutagenic, trypanocidal, antimicrobial, antifungal, antiulcerogenic, muscle relaxant, and antirheumatic properties (Muelas-Serrano et al, 2000;Paul et al, 2000;Gasparetto et al, 2010;Pérez-Amador et al, 2010;Mourão et al, 2014;Ríos et al, 2014).…”

Section: Introductionmentioning

confidence: 99%

Comparative morphoanatomical analysis of Mikania species

Almeida

Hirt

Raeski

et al. 2017

Revista Brasileira de Farmacognosia

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Please cite this article in press as: de Almeida, V.P., et al. Comparative morphoanatomical analysis of Mikania species. Revista Brasileira de Farmacognosia (2016), http://dx. a b s t r a c tMikania belongs to the Asteraceae family and includes a wide range of promising pharmacological activities. Several species of Mikania, which is popularly known in Brazil as "guaco", occur in Southern Brazil and their external morphology is similar. The aim of this study was to investigate the morpho-anatomical characteristics of the leaf and stem of Mikania campanulata, Mikania cordifolia, Mikania glomerata, Mikania hastato-cordata, Mikania microptera and Mikania sessilifolia as a means of providing additional support for differentiating these taxa. The leaves and stems were investigated by employing scanning electron microscopy and light microscopy techniques. The morphological features of Mikania spp. leaves make it possible to differentiate between the species; nevertheless, when the plants were fragmented or pulverized the anatomical features of the leaves and stems supplied additional helpful data in this regard. The main anatomical characteristics were presence of hypodermis and lens shaped epidermal cells, set of trichomes; midrib, petiole and stem shape and vascular pattern; sclerenchymatous ring in the cortex, sclerenchymatous cells and secretory ducts in the pith.

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“… The sesquiterpene lactone helenalin was taken as reference . Nd: not determined, due to the paucity of available material.…”

Section: Resultsmentioning

confidence: 99%

Transformations of Some Sesquiterpene Lactones by Filamentous Fungi and Cytotoxic Evaluations

Cano-Flores

Delgado

2017

Chemistry & Biodiversity

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Biotransformation is an economically and ecologically viable technology which has been used to modify the structures of many classes of biologically active products. Some fungi may be useful for the biotransformation of sesquiterpene lactones (SLs), leading to unusual structural changes that modify their biological activities, and other transformations mimic their biosynthetic pathways, generating evidences for the proposed biogenesis. Eight filamentous fungi were screened for their ability to transform different SLs (1 - 9), and microbial reactions yielded compounds 10 - 17, which in turn have been isolated as natural products, thus mimicking their biosynthesis. Their structures were identified based on NMR and MS spectroscopic analyses. The cytotoxicities of SLs 1, 4, 6, 7 and 9, and their biotransformed produts (10, 14, 15 and 17) against human cancer cell lines U251 (glia), PC3 (prostate), K562 (leukemia), HCT-15 (colon), MCF7 (breast), and SKLU-1 (lung), were determined, confirming that the presence of Michael acceptor is an important feature for the bioactivity.

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Sesquiterpene lactones from Mikania micrantha and Mikania cordifolia and their cytotoxic and anti-inflammatory evaluation

Cited by 33 publications

References 31 publications

Phenolics from Mikania micrantha and Their Antioxidant Activity

Phenolics from Mikania micrantha and Their Antioxidant Activity

Comparative morphoanatomical analysis of Mikania species

Transformations of Some Sesquiterpene Lactones by Filamentous Fungi and Cytotoxic Evaluations

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