Structure−Activity Relationship of in Vitro Antiviral and Cytotoxic Activity of Semisynthetic Analogues of Scopadulane Diterpenes

Betancur‐Galvis, Liliana; Zuluaga, Carmen; Arnó, Manuel; González, Miguel A.; Zaragozá, Ramón J.

doi:10.1021/np010207l

Cited by 20 publications

(9 citation statements)

References 19 publications

(32 reference statements)

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“…The cytotoxicity of pure compounds 1-5 was also evaluated ( Table 2), and the flavonols 4 and 5 exhibited some selectivity toward HEp-2 and MKN-45 cancer cell lines. In general, none of the compounds examined showed significant cytotoxic activity for the cancer cell lines evaluated (the reference value recommended by the U.S. National Cancer Institute for promising cytotoxic compounds is <4 μg/ mL) (42,43). These results are in agreement with previous studies which demonstrated that the in vitro cytotoxic and antiproliferative activities toward some cancer cell lines are less effective in anthocyanin-rich fractions than the original extracts (15).…”

Section: Resultssupporting

confidence: 89%

Chemical Analysis and Screening as Anticancer Agent of Anthocyanin-Rich Extract from Uva Caimarona (Pourouma cecropiifolia Mart.) Fruit

Barrios¹,

Cordero²,

Aristizábal³

et al. 2010

J. Agric. Food Chem.

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The anthocyanin-rich extract (ARE) of the fruit from Pourouma cecropiifolia , a tropical plant native to the Amazon region, showed moderate cytotoxicity toward different cancer cell lines when evaluated by MTT assays. This extract was fractionated using Sephadex LH-20 chromatography to obtain three fractions (F1-F3), the composition of which was analyzed by HPLC-PDA and LC-ESI/MS. F1 was composed primarily of the monomeric anthocyanins delphinidin-3-O-beta-glucopyranoside, cyanidin-3-O-beta-glucopyranoside, and cyanidin-3-O-(6''-malonyl)glucopyranoside. F2 contained the isomeric flavonols quercetin 3-O-alpha-rhamnopyranosyl-(1-->6)-beta-galactopyranoside and quercetin 3-O-alpha-rhamnopyranosyl-(1-->6)-beta-glucopyranoside, the structures of which were confirmed by (1)H and (13)C NMR. F3 contained polymeric pigments, which were analyzed using tandem ESI/MS with an ion trap-TOF. The structures of two proanthocyanidin and two flavanol-anthocyanin condensed pigments were suggested on the basis of their MS(n) fragmentation patterns. After cell viability assays were performed, only fraction F3 showed a cell growth-inhibitory effect similar to the one found for ARE. F3 significantly reduced the viability of HEp-2 larynx, MKN-45 gastric carcinoma, and MCF-7 breast cancer cells; in contrast, the pure compounds did not show promising cytotoxicity toward the cancer cells evaluated.

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Section: Resultssupporting

confidence: 89%

Chemical Analysis and Screening as Anticancer Agent of Anthocyanin-Rich Extract from Uva Caimarona (Pourouma cecropiifolia Mart.) Fruit

Barrios¹,

Cordero²,

Aristizábal³

et al. 2010

J. Agric. Food Chem.

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“…The antiviral activity of 14-hydroxyabietane (phenols) (16)(17)(18) and triptoquinone epimers (19)(20)(21) against herpes simplex virus type 1 (HHV-1) was determined using a modied end-point titration technique (EPPT) according to the protocol reported by us. 15 None of the tested compounds reduced the HHV-1 replication at the evaluated concentrations (data not shown).…”

Section: Biological Evaluationmentioning

confidence: 89%

Cytotoxic, immunomodulatory, antimycotic, and antiviral activities of semisynthetic 14-hydroxyabietane derivatives and triptoquinone C-4 epimers

et al. 2013

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“…This experiment was performed according to the method described by [ 69 ] with some modifications for RSV and by Suzutani and Behbahani and with some modifications [ 70 , 71 ] for HSV-1. For RSV, Vero cells were cultivated as 1 × 10 5 cell/well in 96-well flat bottom culture plates in RPMI-1640 culture medium and for HSV-1, MRC-5 cells were cultivated as (3 × 10 4 cell/well) in 96-well flat bottom culture plates in RPMI-1640 culture medium.…”

Section: Methodsmentioning

confidence: 99%

Novel antiviral activity of mung bean sprouts against respiratory syncytial virus and herpes simplex virus −1: an in vitro study on virally infected Vero and MRC-5 cell lines

Hafidh

Abdulamir

Bakar

et al. 2015

BMC Complement Altern Med

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BackgroundNew sources for discovering novel antiviral agents are desperately needed. The current antiviral products are both expensive and not very effective.MethodsThe antiviral activity of methanol extract of mung bean sprouts (MBS), compared to Ribavarin and Acyclovir, on respiratory syncytial virus (RSV) and Herpes Simplex virus −1 (HSV-1) was investigated using cytotoxicity, virus yield reduction, virucidal activity, and prophylactic activity assays on Vero and MRC-5 cell lines. Moreover, the level of antiviral cytokines, IFNβ, TNFα, IL-1, and IL-6 was assessed in MBS-treated, virally infected, virally infected MBS-treated, and control groups of MRC-5 cells using ELISA.ResultsMBS extract showed reduction factors (RF) 2.2 × 10 and 0.5 × 102 for RSV and HSV-1, respectively. The 2 h incubation virucidal and prophylactic selectivity indices (SI) of MBS on RSV were 14.18 and 12.82 versus Ribavarin SI of 23.39 and 21.95, respectively, and on HSV-1, SI were 18.23 and 10.9 versus Acyclovir, 22.56 and 15.04, respectively. All SI values were >10 indicating that MBS has a good direct antiviral and prophylactic activities on both RSV and HSV-1. Moreover, interestingly, MBS extract induced vigorously IFNβ, TNFα, IL-1, and IL-6 cytokines in MRC-5 infected-treated group far more than other groups (P < 0.05) and induced TNFα and IL-6 in treated group more than infected group (P < 0.05).ConclusionsMBS extract has potent antiviral and to a lesser extent, prophylactic activities against both RSV and HSV-1, and in case of HSV-1, these activities were comparable to Acyclovir. Part of the underlying mechanism(s) of these activities is attributed to MBS potential to remarkably induce antiviral cytokines in human cells. Hence, we infer that MBS methanol extract could be used as such or as purified active component in protecting and treating RSV and HSV-1 infections. More studies are needed to pinpoint the exact active components responsible for the MBS antiviral activities.

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Structure−Activity Relationship of in Vitro Antiviral and Cytotoxic Activity of Semisynthetic Analogues of Scopadulane Diterpenes

Cited by 20 publications

References 19 publications

Chemical Analysis and Screening as Anticancer Agent of Anthocyanin-Rich Extract from Uva Caimarona (Pourouma cecropiifolia Mart.) Fruit

Chemical Analysis and Screening as Anticancer Agent of Anthocyanin-Rich Extract from Uva Caimarona (Pourouma cecropiifolia Mart.) Fruit

Cytotoxic, immunomodulatory, antimycotic, and antiviral activities of semisynthetic 14-hydroxyabietane derivatives and triptoquinone C-4 epimers

Novel antiviral activity of mung bean sprouts against respiratory syncytial virus and herpes simplex virus −1: an in vitro study on virally infected Vero and MRC-5 cell lines

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