Antitumor agents from (burseraceae)

Bianchi, E.; Sheth, Kirti; Cole, Jack R.

doi:10.1016/s0040-4039(01)88262-9

Cited by 28 publications

(27 citation statements)

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“…For instance, in 1969, Bianchi and Cole [26] found that the chloroform extract displayed a 32% reduction in the in vivo Walker carcinoma 256 tumor system (WA16). Further, the ethanol extract from the dried exudates of B. fagaroides showed a concentration-dependent inhibitory effect on cell proliferation against the human colon cell line HT-29, with an IC 50 value of 0.41 ± 0.01 µg/mL at 72 h [27].…”

Section: Anti-cancer Studies Of Extracts Of B Fagaroidesmentioning

confidence: 99%

“…The chemical study of B. fagaroides through the years allowed the characterization of 19 lignan structures (Figure 4) named: podophyllotoxin (1) [19,27], β-peltatin-A-methylether (2) [19,26], 5 desmethoxy-β-peltatin-A-methylether (3) [19,26,38], desoxypodophyllotoxin (4), acetyl podophyllotoxin (5) [19,27], morelensin (6) [19,27,39], burseranin (7) [19], acetylpicropodophyllotoxin (8) [40], desmethoxy-yatein (9), yatein (10) [19,40], hinokinin (11) [40], 7 ,8 -dehydropodophyllotoxin (12), 7 ,8 -dehydroacethyl podophyllotoxin (13), 7 ,8 -dehydro trans-p-cumaroylpodophyllotoxin (14) [20], 9-acetyl-9 -pentadecanoildihydroclusin (15), 2,3-demethoxy-secoisolintetralin diacetate ( 16), dihydroclusin diacetate (17), 2,3-demethoxy-secoisolintetralin monoacetate (18) dihydroclusin mono acetate (19) [25]. Eight of these are aryltetralin (1-8), three are dibenzylbutyrolactone (9-11), three are aryldihydronaphtalene (12)(13)(14), and five are dibenzylbutane lignans (15)(16)(17)(18)(19).…”

Section: Chemical Structuresmentioning

confidence: 99%

“…The lignans 1-19 have been isolated from specimens of B. fagaroides, collected in México, principally from the bark (Michoacán state) [19,20,26,27,38,39,41,42], two reports from Oaxaca state [25] and one from Guerrero state [42] analyzed the resin. The polarity of the used extracts was chloroform (CHCl 3 ) [25,26], dichloromethane (CH 2 Cl 2 ) [20,38,40,41], ethanol (CH 3 CH 2 OH) [27], CH 3 CH 2 OH 80% (previously treated with hexane) [42], and methanol (CH 3 OH) 70% [19,29,39]. In general, the purification of these extracts was carried out by bioassay-guided chromatographic methods [19].…”

Section: Isolation and Characterizationmentioning

confidence: 99%

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Lignans from Bursera fagaroides: Chemistry, Pharmacological Effects and Molecular Mechanism. A Current Review

Antúnez-Mojica

Romero-Estrada

Hurtado-Díaz

et al. 2021

Life

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Bursera fagaroides is a medicinal tree endemic to México, it belongs to the Burseraceae family and has proven antitumor activity. Modern research, performed principally with the bark extracts, have indicated that lignans are the main active constituents of B. fagaroides, with a high content of aryltetralin, aryldihydronaphtalene, dibenzylbutirolactone, and dibenzylbutane-type lignans as the constituents of the active extracts. In general, lignans from B. fagaroides exhibited potent anti-cancer activity, although antitumor, anti-bacterial, anti-protozoal, anti-inflammatory, and anti-viral properties have also been described. This review covers literature-reported lignans from B. fagaroides, chemical structures, nomenclature, chromatographic techniques of isolation, characterization strategies, and highlights the anti-cancer molecular mechanisms of lignans. Evaluation of the anticancer function of lignans has been extensively investigated since the cytotoxic in vitro results and in vivo assays in mice and zebrafish models to the tubulin molecular recognition by NMR. Also, we discuss the future direction for studying this important plant species and its lignan metabolites.

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Section: Anti-cancer Studies Of Extracts Of B Fagaroidesmentioning

confidence: 99%

Section: Chemical Structuresmentioning

confidence: 99%

Section: Isolation and Characterizationmentioning

confidence: 99%

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Lignans from Bursera fagaroides: Chemistry, Pharmacological Effects and Molecular Mechanism. A Current Review

Antúnez-Mojica

Romero-Estrada

Hurtado-Díaz

et al. 2021

Life

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“…At the end of 2010, 59 lignans, including compound 1 and its analogues 2 – 59 , were successively isolated from various plants (Table ), such as Podophyllum hexandrum (Figure ), Podophyllum peltatum , Podophyllum versipelle , Diphylleia cymosa , Diphylleia cymosa, Juniperus communis , Juniperus sabina (Figure ), Justicia procumbens , Cleistanthus collinus , Sinopodophyllum emodi , Linum flavum , Dysosma versipellis , Phyllanthus piscatorum , Hyptis verticillata , Bursera morelensis , Bursera fagaroides , Bursera graveolens , and Commiphora incise …”

Section: Introductionmentioning

confidence: 99%

Recent Advances in the Chemistry and Biology of Podophyllotoxins

Xiang

Che

2017

Chemistry A European J

181

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Podophyllotoxin and its related aryltetralin cyclolignans belong to a family of important products that exhibit various biological properties (e.g., cytotoxic, insecticidal, antifungal, antiviral, anti-inflammatory, neurotoxic, immunosuppressive, antirheumatic, antioxidative, antispasmogenic, and hypolipidemic activities). This Review provides a survey of podophyllotoxin and its analogues isolated from plants. In particular, recent developments in the elegant total chemical synthesis, structural modifications, biosynthesis, and biotransformation of podophyllotoxin and its analogues are summarized. Moreover, a deoxypodophyllotoxin-based chemosensor for selective detection of mercury ion is described. In addition to the most active podophyllotoxin derivatives in each series against human cancer cell lines and insect pests listed in the tables, the structure-activity relationships of podophyllotoxin derivatives as cytotoxic and insecticidal agents are also outlined. Future prospects and further developments in this area are covered at the end of the Review. We believe that this Review will provide necessary information for synthetic, medicinal, and pesticidal chemistry researchers who are interested in the chemistry and biology of podophyllotoxins.

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“…Also, presence of resins and essential oils is characteristic of the genus and many studies have focused on the chemical characterization of bark or volatiles; however, little is known about the compounds present in leaves and their biological activity. 18 , 19 , 40 , 41 …”

Section: Introductionmentioning

confidence: 99%

Bursera copallifera Extracts Have Cytotoxic and Migration-Inhibitory Effects in Breast Cancer Cell Lines

et al. 2018

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Plants from the Bursera genus are widely distributed in the tropical dry forests of Mexico. In traditional medicine, extracts from different species of Bursera have been used for a wide range of biological activities, including the treatment of cancer-related symptoms. Compounds present in the Bursera genus include lignans, flavonoids, steroids, short-chain aliphatic alkanes, acetates, alcohols, ketones, and terpenoids. In some instances, secondary metabolites of these classes of compounds may induce cytotoxicity, and therefore we sought to investigate the effects of B. copallifera leaf extracts in breast cancer cell lines to evaluate their potential therapeutic value for the treatment of breast cancer, one of the most prevalent types of cancer in women worldwide. Two B. copallifera leaf extracts exerted cytotoxic effects on both the MCF7 and MDA-MB-231 breast cancer cell line models. The cytotoxic effect was more evident in the MDA-MB-231 triple negative cell line inhibiting also the migration of these cells. We identified hydroxycinnamic acid and flavonol derivatives as major phenolic components of the extracts. Our results strongly suggest a potential use of the Bursera leaf extracts rich in phenolic compounds, their individual phenolic compounds, or their combinations for the treatment of breast cancer.

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Antitumor agents from (burseraceae)

Cited by 28 publications

References 4 publications

Lignans from Bursera fagaroides: Chemistry, Pharmacological Effects and Molecular Mechanism. A Current Review

Lignans from Bursera fagaroides: Chemistry, Pharmacological Effects and Molecular Mechanism. A Current Review

Recent Advances in the Chemistry and Biology of Podophyllotoxins

Bursera copallifera Extracts Have Cytotoxic and Migration-Inhibitory Effects in Breast Cancer Cell Lines

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