Polyprenylated Benzophenones from Garcinia assigu and Their Potential Cancer Chemopreventive Activities

Ito, Chihiro; Itoigawa, Masataka; Miyamoto, Yoshiaki; Onoda, Saori; Rao, K.R.S. Sambasiva; Mukainaka, Teruo; Tokuda, Harukuni; Nishino, Hoyoku; Furukawa, Hiroshi

doi:10.1021/np020372g

Cited by 101 publications

(58 citation statements)

References 14 publications

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“…[1][2][3][4][5][6] Knowledge of the chemical characteristics of biflavonoids from the genus has accumulated since the 1970s, and research into many species has shown that the majority of these biflavonoids are simply 3′-8″ and 3-8″ linked types, which are represented by amentoflavone and morelloflavone.…”

Section: Isolation Of Six Isoprenylated Biflavonoids From the Leaves mentioning

confidence: 99%

Isolation of Six Isoprenylated Biflavonoids from the Leaves of Garcinia subelliptica

et al. 2013

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Section: Isolation Of Six Isoprenylated Biflavonoids From the Leaves mentioning

confidence: 99%

Isolation of Six Isoprenylated Biflavonoids from the Leaves of Garcinia subelliptica

et al. 2013

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“…Secondary cyclizations involve the ␤-diketone and pendant olefinic groups affording adamantanes, homoadamantanes and dihydrofuran-or pyran-fused structures [1]. PPBs exhibit a wide variety of biological activities, the most interesting of which are cytoprotection against HIV-1 [2,3], antibacterial activity against methicillin-resistant Staphylococcus aureus [4 -6], antioxidant [7][8][9], and cytotoxic activity [9 -14].…”

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confidence: 99%

Fragmentation pathways of polycyclic polyisoprenylated benzophenones and degradation profile of nemorosone by multiple-stage tandem mass spectrometry

Piccinelli

Campone

Piaz

et al. 2009

J. Am. Soc. Mass Spectrom.

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Nemorosone is a polycyclic polyisoprenylated benzophenone (PPBs) with strong cytotoxic activity. It is the major constituent of Clusia rosea floral resin and brown Cuban propolis. Other PPBs found in Cuban propolis are oxidized and cyclized derivatives of nemorosone. The instability of PPBs carrying an enolizable 1,3-diketone system has been suggested, and the elucidation of this aspect is very fundamental for the evaluation of their biologic activity. Electrospray ionization multistage tandem mass spectrometry (ESI-MS n ) was employed to shed light on the origin of these derivatives of nemorosone and to define the stability of this natural product. For this purpose, we initially performed MS n experiments on seven related PPBs to obtain useful information for structural characterization of this class of compounds and to identify the degradation products of nemorosone. The proposed fragmentation pathways, supported by exact mass measurements, allowed the nature of side chains on the bicyclo core and the type and position of their modifications to be established. In a second part, the degradation profile of nemorosone under different conditions was investigated to assess the possible effects of isolation procedures, climatic, and storage conditions on its stability. Our results reveal that nemorosone undergoes rapid degradation in n-hexane and chloroform solutions. The degradation products, identified by HPLC-ESI/MS n and NMR, are identical to derivatives of nemorosone previously isolated from propolis and plants. Thus, these PPBs are artefacts formed predominantly during the extraction and purification procedures. (J Am Soc

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“…Garcinol is reported to have dose dependent activity against prostate cancer cell lines PC-3, LNCaP and DU-145 [26]. The types of cancer on which cytotoxic effect of garcinol is tested are breast cancer [27], Burkitt lymphoma [28], Colon cancer [29], esophageal cancer [27], hepatocellular carcinoma [30]. We assume that garcinol exhibits anticancer activity against neuroblastoma through triggering the apoptotic cascade.…”

Section: Choudhury Et Almentioning

confidence: 99%

Anticancer Activity of Garcinia Morella Chloroform Fraction and Its Active Compound Garcinol on Neuroblastoma

Choudhury

Kandimalla

Bharali

et al. 2017

Asian J Pharm Clin Res

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Objective: The aim of the present study is to evaluate the anticancer activity of G. morella fruit chloroform fraction and its isolated bioactive molecule garcinol on neuroblastoma cell line (SH-SY5Y).Method: Methanol extraction was performed for the G. morella fruits through cold maceration and further fractionated with chloroform. The presence of Garcinol was confirmed by measuring the melting point. Further, the bioactive chloroform fraction and pure Garcinol was tested for anticancer activity against SH-SY5Y cells through MTT assay. Result:The present study reveals the anticancer ability of bioactive chloroform fraction of G. morella fruit and its active molecule garcinol. Conclusion:G. morella fruit and its bioactive compound Garcinol have significant activity against neuroblastoma. This study opens an avenue to further elucidate the mechanism of action and development of alternative treatment of this dreaded disease.

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Polyprenylated Benzophenones from Garcinia assigu and Their Potential Cancer Chemopreventive Activities

Cited by 101 publications

References 14 publications

Isolation of Six Isoprenylated Biflavonoids from the Leaves of <i>Garcinia subelliptica</i>

Isolation of Six Isoprenylated Biflavonoids from the Leaves of <i>Garcinia subelliptica</i>

Fragmentation pathways of polycyclic polyisoprenylated benzophenones and degradation profile of nemorosone by multiple-stage tandem mass spectrometry

Anticancer Activity of Garcinia Morella Chloroform Fraction and Its Active Compound Garcinol on Neuroblastoma

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