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Garcienone, a Novel Compound Involved in Allelopathic Activity of Garcinia Xanthochymus Hook.

ABSTRACT: Plants are sources of diversified allelopathic substances that can be investigated for use in eco-friendly and efficient herbicides. An aqueous methanol extract from the leaves of Garcinia xanthochymus exhibited strong inhibitory activity against barnyard grass (Echinochloa crus-galli (L.) P. Beauv.), foxtail fescue (Vulpia myuros (L.) C.C.), alfalfa (Medicago sativa L.), and cress (Lepidium sativum L.), and appears to be a promising source of allelopathic substances. Hence, bio-activity guided purification of the extract through a series of column chromatography steps yielded a novel compound assigned as garcienone ((R, E)-5-hydroxy-5-((6S, 9S)-6-methyl-9-(prop-13-en-10-yl) tetrahydrofuran-6-yl) pent-3-en-2-one). Garcienone significantly inhibited the growth of cress at a concentration of 10 ?M. The concentrations resulting in 50% growth inhibition (I₅₀) of cress roots and shoots were 120.5 and 156.3 ?M, respectively. This report is the first to isolate and identify garcienone and to determine its allelopathic potential.

SUBMITTER: Rob MM

PROVIDER: S-EPMC6784076 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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Garcienone, a Novel Compound Involved in Allelopathic Activity of Garcinia Xanthochymus Hook.

Rob Md Mahfuzur MM Iwasaki Arihiro A Suzuki Ryota R Suenaga Kiyotake K Kato-Noguchi Hisashi H

Plants (Basel, Switzerland) 20190824 9

Plants are sources of diversified allelopathic substances that can be investigated for use in eco-friendly and efficient herbicides. An aqueous methanol extract from the leaves of Garcinia xanthochymus exhibited strong inhibitory activity against barnyard grass (Echinochloa crus-galli (L.) P. Beauv.), foxtail fescue (Vulpia myuros (L.) C.C.), alfalfa (Medicago sativa L.), and cress (Lepidium sativum L.), and appears to be a promising source of allelopathic subs ...[more]

PMID: 31450571

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Project description:BackgroundCancer is a leading cause of death worldwide, with breast cancer being the most common invasive cancer type in women. Several therapeutic strategies have been explored to reduce the mortality rates of breast cancer. Chemotherapy is the most commonly used systemic treatment, but associated with numerous side-effects. Development of anticancer agents with high efficacy and minimal negative effects is therefore an important focus of research. Natural materials provide an excellent source of bioactive compounds. For instance, Garcinia porrecta from the Clusiaceae family has multiple pharmacological activities, including antioxidant, anti-inflammatory, antibacterial, antiviral, anti-HIV, antidepressant, and anticancer properties.PurposeThe main objective of this study was to investigate the potential anticancer effects of compounds extracted from the bark of G. porrecta.Materials and methodsOur experiments were divided into three steps: (1) chromatographic isolation of compounds using various separation techniques, such as extraction, separation and purification, (2) characterization via infrared (IR), nuclear magnetic resonance (NMR) and mass spectroscopy, and (3) evaluation of anticancer activity in vitro (MTT assay) and in silico (via analysis of molecular docking against caspase-9, tumor necrosis factor alpha (TNF-α), estrogen receptor alpha (ER-α), and human epidermal growth factor receptor 2 (HER-2)).ResultsDepsidone (1) and benzophenone (2) from the ethyl acetate extract of bark of G. porrecta were identified as bioactive components. Examination of the activities of these compounds against MCF-7 cells revealed an IC50 value of 119.3 µg/mL for benzophenone, whereas IC50 for depsidone could not be estimated. Benzophenone activity was lower than that of the positive control doxorubicin (6.9 µg/mL). Depsidone showed the highest binding affinity for HER-2 (-9.2 kcal.mol-1) and benzophenone for ER-α (-8.0 kcal.mol-1).ConclusionBenzophenone displays potency as an anticancer agent through blocking ER-α.

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Garcienone, a Novel Compound Involved in Allelopathic Activity of Garcinia Xanthochymus Hook.

Publications

Garcienone, a Novel Compound Involved in Allelopathic Activity of <i>Garcinia Xanthochymus</i> Hook.

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