Isolation and characterization of bioactive compounds from the bark of Litsea costalis

Hosseinzadeh, Masoumeh; Mohamad, Jamaludin; Khalilzadeh, Mohammad A.; Zardoost, Mohammad Reza; Haak, Jeannie; Rajabi, Mehdi

doi:10.1016/j.jphotobiol.2013.08.002

Cited by 14 publications

(4 citation statements)

References 33 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…174 Chen et al 175 reported (7R,8S,7 0 R,8 0 S)-erythrostrebluslignanol H (514) from the same plant species while biseugenol A (515) was isolated from the bark of Litsea costalis (Lauraceae). 176 Strebluslignanol F (516) and (7 0 R,8 0 S,7 00 R,8 00 S)-erythro strebluslignanol G (517) are two biphenyl neolignan dimers obtained from the ethyl acetate soluble part of methanol extract from the roots of Streblus asper. 177 The conguration was determined using CD spectra, as well as analyses of coupling constants and optical rotation data.…”

Section: Biphenyl Neolignansmentioning

confidence: 99%

“…The relative and absolute congurations of 531-533 were not assigned 142. Biseugenol B (535) and isostrebluslignanaldehyde (536) are constituents of Litsea costalis176 and Streblus asper, 177 respectively. Bioassay-guided fractionation of roots of Piper taiwanense led to isolation of four previously unreported neolignans namely neotaiwanensol A (537), neotaiwanensol B (538), taiwandimerol A (539) and taiwandimerol B (540) 178.…”

mentioning

confidence: 99%

See 1 more Smart Citation

Recent advances in research on lignans and neolignans

2016

View full text Add to dashboard Cite

Covering: 2009 to 2015Lignans and neolignans are a large group of natural products derived from the oxidative coupling of two C6-C3 units. Owing to their biological activities ranging from antioxidant, antitumor, anti-inflammatory to antiviral properties, they have been used for a long time both in ethnic as well as in conventional medicine. This review describes 564 of the latest examples of naturally occurring lignans and neolignans, and their glycosides in some cases, which have been isolated between 2009 and 2015. It comprises the data reported in more than 200 peer-reviewed articles and covers their source, isolation, structure elucidation and bioactivities (where available), and highlights the biosynthesis and total synthesis of some important ones.

show abstract

Section: Biphenyl Neolignansmentioning

confidence: 99%

mentioning

confidence: 99%

Recent advances in research on lignans and neolignans

2016

View full text Add to dashboard Cite

show abstract

“…A new compound, 2,2′-oxybis (4-allyl-1-methoxybenzene) or biseugenol B, has been isolated from L. costalis and belongs to the main group of natural origin, neolignan and oxyneolignan, which possess anti-proliferative and anti-cancer properties 14–16. The chemical structure of 2,2′-oxybis (4-allyl-1-methoxybenzene) or biseugenol B is shown in Figure 1 17…”

Section: Introductionmentioning

confidence: 99%

Apoptotic induction and inhibition of NF-κB signaling pathway in human prostatic cancer PC3 cells by natural compound 2,2'-oxybis (4-allyl-1-methoxybenzene), biseugenol B, from <em>Litsea costalis</em>: an in vitro study

Babaei

Huri

Kamalıdehghan

et al. 2017

OTT

View full text Add to dashboard Cite

Litsea is considered as an evergreen genus distributed in tropical and subtropical Asia; this genus belongs to the large family of Lauraceae. In this study, the cell-death metabolism of biseugenol B was investigated. Nuclear condensation, cell permeability, mitochondrial membrane potential (MMP) and release of cytochrome c have been detected in human prostate cancer cell line (PC3) treated with biseugenol B by high content screening (HCS). Fluorescent analysis was conducted to examine the reactive oxygen species formation. To determine the mechanism of cell death, the levels of Bcl-cell lymphoma (Bcl)-2 proteins, Bcl-2-associated X (Bax) protein and anti-apoptosis heat-shock protein 70 were tested by applying reverse transcription polymerase chain reaction and Western blot. Bioluminescent assays were also performed to assess the level of caspases such as 3/7, 8 and 9 during treatment. Furthermore, the involvement of nuclear factor kappa-B (NF-κB) was examined by Western blot and HCS. Biseugenol B showed significant cytotoxicity toward PC3 with no toxicity toward normal prostate cells (RWPE-1), which indicates that biseugenol B has qualities that induce apoptosis in tumor cells. The treatment of PC3 cells with biseugenol B provoked apoptosis with cell-death-transducing signals. Downregulation of Bcl-2 and upregulation of Bax regulated the MMP, which in turn caused the release of cytochrome c from mitochondria into cytosol. The release of cytochrome c activated caspase-9, which consequently activated caspase-3/7 with the cleaved poly(ADP-ribose) polymerase protein, thereby resulting in apoptosis alteration. Involvement of an extrinsic apoptosis pathway was exhibited by the increase in caspase-8, while the increase in caspase-3/7 and caspase-9 demonstrated involvement of an intrinsic apoptosis pathway. Meanwhile, no significant increase was observed in caspases 3/7, 8 or 9 in normal prostate cells (RWPE-1) after treatment with biseugenol B. Prevention of NF-κB translocation from the cytosol to the nucleus occurred in PC3 after treatment with biseugenol B. The results of our study reveal that biseugenol B triggers the apoptosis of PC3 cells via intrinsic and extrinsic apoptosis pathways and inhibition of NF-κB signaling pathway. Our findings suggest that biseugenol B is a potentially useful agent for prostate cancer treatment.

show abstract

“…Major clusters of antimicrobial compounds including alkaloids (Feng et al, 2009), butanoides (Chang et al, 2008), flavonoids (Wang and Liu, 2010), lignans (Pan et al, 2010), sesquiterpenes (Agarwal et al, 2011), and essential oils (Chowdhary et al, 2008) have been discovered in Litsea spp. These compounds have shown significant biological activities including anti-inflammatory (Devi and Meera, 2010), antitumor (Cheng et al, 2010), anticancer (Hosseinzadeh et al, 2013), antioxidant (Jia et al, 2013), antidepressant (Guzman and Navarrete, 2009) and antiphyperalgesic (Silva et al, 2012) properties.…”

Section: Resultsmentioning

confidence: 99%

Litsea glutinosa (Lauraceae): Evaluation of its Foliar Phytochemical Constituents for Antimicrobial Activity

Lagudu

Owk

2018

Not Sci Biol

View full text Add to dashboard Cite

The phytochemical investigation of the leaves of Litsea glutinosa revealed the presence of secondary metabolites like alkaloids, anthraquinones, cardiac glycosides, flavonoids, glycosides, phenols, saponins, steroids, tannins, terpenoids, volatile compounds, amino acids and carbohiydrates. The antimicrobial activity and minimum inhibition concentration values were determined for these phytochemical constituents as crude extracts using the agar well diffusion and two-fold serial dilution methods. The results indicated that Bacillus subtilis was the most susceptible bacterium with high inhibition zones for the methanol and chloroform extracts of 31 mm and 26 mm, respectively. The MIC values indicated that extracts possess good antimicrobial activity with significant MIC value against Enterococcus faecalis, Pseudomonas aeruginosa and Staphylococcus pneumoniae at 31.2 µg/ml concentrations. The extracts showed marked antimicrobial activity against both bacteria and fungi. Among the bacterial strains, gram-positive bacteria were more susceptible than the gram-negative. All the 13 microorganisms tested showed dose dependent susceptibility towards the phytochemicals present in the foliar extracts. The study suggests that Litsea glutinosa leaves possess potent antimicrobial activity and can be a good source for the development of new antibiotics.

show abstract

Isolation and characterization of bioactive compounds from the bark of Litsea costalis

Cited by 14 publications

References 33 publications

Recent advances in research on lignans and neolignans

Recent advances in research on lignans and neolignans

Apoptotic induction and inhibition of NF-κB signaling pathway in human prostatic cancer PC3 cells by natural compound 2,2'-oxybis (4-allyl-1-methoxybenzene), biseugenol B, from <em>Litsea costalis</em>: an in vitro study

Litsea glutinosa (Lauraceae): Evaluation of its Foliar Phytochemical Constituents for Antimicrobial Activity

Contact Info

Product

Resources

About

Isolation and characterization of bioactive compounds from the bark of Litsea costalis

Cited by 14 publications

References 33 publications

Recent advances in research on lignans and neolignans

Recent advances in research on lignans and neolignans

Apoptotic induction and inhibition of NF-&kappa;B signaling pathway in human prostatic cancer PC3 cells by natural compound 2,2&#39;-oxybis (4-allyl-1-methoxybenzene), biseugenol B, from <em>Litsea costalis</em>: an in vitro study

Litsea glutinosa (Lauraceae): Evaluation of its Foliar Phytochemical Constituents for Antimicrobial Activity

Contact Info

Product

Resources

About

Apoptotic induction and inhibition of NF-κB signaling pathway in human prostatic cancer PC3 cells by natural compound 2,2'-oxybis (4-allyl-1-methoxybenzene), biseugenol B, from <em>Litsea costalis</em>: an in vitro study