Advance in biological activities of natural guaiane-type sesquiterpenes

Ma, Ganghua; Chen, Kaixian; Zhang, Liuqiang; Li, Yiming

doi:10.1007/s00044-019-02385-7

Cited by 49 publications

(25 citation statements)

References 140 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For example, arglabin and micheliolide can selectively inhibit acute myelogenous leukemia stem or progenitor cell growth and dehydroleucodine displayed antitumour activity in a preclinical melanoma model [ 24 , 25 ]. Interestingly, phase II clinical trials were recently completed [ 3 ] for mipsagargin, an analogue of the potent sarco-endoplasmic reticulum Ca 2+ -ATPase inhibitor thapsigargin in several types of cancer.…”

Section: Discussionmentioning

confidence: 99%

“…Sesquiterpene lactones are naturally occurring compounds that display a wide array of biological properties and are potential agents against cancer [ 1 , 2 ]. Guaianolides belong to a class of sesquiterpene lactones characterized by three fused rings, two five-membered rings and a seven-membered ring structure with a wide range of biological activities [ 3 ]. Some compounds of this class exhibit anti-inflammatory activity due to inhibition of the transcription factor NF-κB [ 4 , 5 , 6 ].…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Chlorinated Guaiane-Type Sesquiterpene Lactones as Cytotoxic Agents against Human Tumor Cells

Estévez-Sarmiento

Saavedra

Ruiz-Estévez

et al. 2020

IJMS

View full text Add to dashboard Cite

Guaiane-type sesquiterpene lactones are naturally occurring compounds which have attracted attention due to their array of biological activities. In this study, chlorinated guaianolides 1–8, isolated from plants of the genus Centaurea, were evaluated against the human leukemia cell lines HL-60, U-937, a specific U-937 cell line that overexpresses the anti-apoptotic Bcl-2 protein and the human melanoma cell line SK-MEL-1. This established the relevant structure-growth inhibition relationships. Chlorohyssopifolins A (1), C (3) and D (4) and linichlorin A (6) were the most potent compounds in terms of inducing growth inhibition in the four cell lines. IC50 values were below 10 μM in all cases. Chlorohyssopifolins A (1) and D (4) and linichlorin A (6) were potent apoptotic inducers in human U-937 leukemia cells, as determined by fluorescent microscopy and flow cytometry, and their mechanism of action was associated with cytochrome c release, caspase activation and poly(ADP-ribose)polymerase cleavage. Overall this study shows that guaianolides induce cytotoxicity against human tumor cells and provides important insights into the cell death pathways that are involved.

show abstract

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Chlorinated Guaiane-Type Sesquiterpene Lactones as Cytotoxic Agents against Human Tumor Cells

Estévez-Sarmiento

Saavedra

Ruiz-Estévez

et al. 2020

IJMS

View full text Add to dashboard Cite

show abstract

“…The 3,4-diferuloylquinic acid was isolated in the genus Coffea [51] and it is reported that high amounts of chlorogenic acids can inhibit the proliferation of cancer cells due to their biological activity in the human colon [52,53]. Epicebellin J was found in Centaurea glastifolia [54] and its nutraceutical activity is unknown; conversely, guaianolides can have antitumor, anti-inflammatory, and antibacterial activities [55]. The last downregulated compound was the desacetyl-β-cyclopyrethrosin, which has antibacterial activity, especially against Gram-negative bacteria [56].…”

Section: Uhplc-qtof Mass Spectrometry Untargeted Profiling and Effectmentioning

confidence: 99%

Hydroponically Grown Sanguisorba minor Scop.: Effects of Cut and Storage on Fresh-Cut Produce

et al. 2019

View full text Add to dashboard Cite

Wild edible plants have been used in cooking since ancient times. Recently, their value has improved as a result of the scientific evidence for their nutraceutical properties. Sanguisorba minor Scop. (salad burnet) plants were hydroponically grown and two consecutive cuts took place at 15 (C1) and 30 (C2) days after sowing. An untargeted metabolomics approach was utilized to fingerprint phenolics and other health-related compounds in this species; this approach revealed the different effects of the two cuts on the plant. S. minor showed a different and complex secondary metabolite profile, which was influenced by the cut. In fact, flavonoids increased in leaves obtained from C2, especially flavones. However, other secondary metabolites were downregulated in leaves from C2 compared to those detected in leaves from C1, as evidenced by the combination of the variable important in projections (VIP score > 1.3) and the fold-change (FC > 2). The storage of S. minor leaves for 15 days as fresh-cut products did not induce significant changes in the phenolic content and antioxidant capacity, which indicates that the nutraceutical value was maintained. The only difference evidenced during storage was that leaves obtained from C2 showed a lower constitutive content of nutraceutical compounds than leaves obtained from C1; except for chlorophylls and carotenoids. In conclusion, the cut was the main influence on the modulation of secondary metabolites in leaves, and the effects were independent of storage.

show abstract

“…The basic skeleton is prone to rearrange to form a 12,6-guaiane lactone, a 12,8-guaiane lactone, pseudoguaianolides, an 11,1-guaiane, an 11,6-guaiane, and an 11,10-guaiane, significantly increasing the structural diversity of guaiane-type sesquiterpenoids. 11 This type of natural products has been reported to exhibit various biological activities, such as antitumor, anti-inflammatory, and antibacterial. 11 Many of these compounds have been widely used in pharmaceutical and perfume industries.…”

Section: Resultsmentioning

confidence: 99%

“…11 This type of natural products has been reported to exhibit various biological activities, such as antitumor, anti-inflammatory, and antibacterial. 11 Many of these compounds have been widely used in pharmaceutical and perfume industries. Thymelaeaceae plants are rich in guaiane-type sesquiterpenoids.…”

Section: Resultsmentioning

confidence: 99%

A new 11,10-guaiane-type sesquiterpenoid from the roots of Stellera chamaejasme Linn

Hu¹,

et al. 2020

Journal of Chemical Research

View full text Add to dashboard Cite

Chamaejasmone F, a new 11,10-guaiane-type sesquiterpenoid, is isolated from the roots of Stellera chamaejasme Linn., along with four known compounds including two guaiane sesquiterpenoids and two lignans. The structure of the new compound is elucidated by extensive spectroscopic analysis, especially two-dimensional nuclear magnetic resonance spectroscopy and high-resolution electrospray ionization mass spectrometry. The known compounds 1β-hydroxy-10βH-guaia-4,11-dien-3-one and (+)-hinokinin are isolated from the genus Stellera for the first time. In an in vitro assay, chamaejasmone F shows moderate cytotoxic activity against the human triple negative breast cancer cell line MB-MDA-231.

show abstract

Advance in biological activities of natural guaiane-type sesquiterpenes

Cited by 49 publications

References 140 publications

Chlorinated Guaiane-Type Sesquiterpene Lactones as Cytotoxic Agents against Human Tumor Cells

Chlorinated Guaiane-Type Sesquiterpene Lactones as Cytotoxic Agents against Human Tumor Cells

Hydroponically Grown Sanguisorba minor Scop.: Effects of Cut and Storage on Fresh-Cut Produce

A new 11,10-guaiane-type sesquiterpenoid from the roots of Stellera chamaejasme Linn

Contact Info

Product

Resources

About