Chemical Constituents of the Fruits of Morinda citrifolia (Noni) and Their Antioxidant Activity

Division of Medicinal Chemistry and Pharmacognosy, The Ohio State University, Columbus, Ohio, United States
Journal of Natural Products (Impact Factor: 3.8). 05/2005; 68(4):592-5. DOI: 10.1021/np0495985
Source: PubMed


Purification of a n-BuOH-soluble partition of the MeOH extract of Morinda citrifolia (Noni) fruits led to the isolation of two new iridoid glucosides, 6alpha-hydroxyadoxoside (1) and 6beta,7beta-epoxy-8-epi-splendoside (2), as well as 17 known compounds, americanin A (3), narcissoside (4), asperuloside, asperulosidic acid, borreriagenin, citrifolinin B epimer a, citrifolinin B epimer b, cytidine, deacetylasperuloside, dehydromethoxygaertneroside, epi-dihydrocornin, d-glucose, d-mannitol, methyl alpha-d-fructofuranoside, methyl beta-d-fructofuranoside, nicotifloroside, and beta-sitosterol 3-O-beta-d-glucopyranoside. The structures of the new compounds were determined by spectroscopic data interpretation. Compound 4, borreriagenin, cytidine, deacetylasperuloside, dehydromethoxygaertneroside, epi-dihydrocornin, methyl alpha-d-fructofuranoside, and methyl beta-d-fructofuranoside were isolated for the first time from M. citrifolia. The antioxidant activity was evaluated for all isolates in terms of both DPPH and ONOO(-) bioassays. The neolignan, americanin A (3), was found to be a potent antioxidant in these assays.

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    • "Earlier reports indicated that fruits (Millonig et al., 2005; Stadlbauer et al., 2005; Yüce et al., 2006), leaves (West et al., 2006; Lopez-Cepero et al., 2007) and juice (Sivagnanam et al., 2011; Mrzljak et al., 2013) of M. citrifolia are hepatotoxic in humans, since preparations for them are rich inanthraquinones and coumarins (scopoletin) (Ee et al., 2009), they induce generation of free radicals derived from oxygen and trigger oxidative stress. Free radicals cause depletion of intracellular reduced glutathione and mitochondrial membrane potential, thus initiating lipid peroxidation and eventually, cell death (Su et al., 2005; Bussmann et al., 2013). Herein, using biochemistry and morphological analysis, it was shown that the AEMC at 2.5, 5 and 10 mg/kg induced hepatotoxicity in rats, as confirmed by levels of AST, ALT, ALP and GGT (this latter only at 10 mg/kg). "

    Full-text · Article · Jan 2016 · Journal of medicinal plant research
    • "C. The data was consistent with the previously published data (Su et al., 2005). "
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    ABSTRACT: Specioside (6-O-coumaroylcatalpol) is an iridoid glucoside which possesses multifunctional activities viz. analgesic, antidyspeptic, astringent, liver stimulating and wound healing properties. The present study for the first time delineates stress alleviating and lifespan prolonging action of specioside (SPC), isolated from Stereospermum suaveolens in the free living, multicellular nematode model Caenorhabditis elegans. A strong correlation between lifespan extension and stress modulation in adult worms was established in a dose dependent manner. The dietary intake of this phytomolecule elevated juglone induced oxidative and heat induced thermal stress tolerance in C. elegans. On evaluation, it was found that 25μM dose of SPC significantly extended lifespan by 15.47 % (P≤0.0001) with reduction in stress level. Furthermore, SPC enhanced mean survival in mev-1 mutant suggesting its oxidative stress reducing potential. Furthermore, SPC augmented stress modulatory enzymes superoxide dismutase (SOD) and catalase (CAT) level in C. elegans. Altogether, these findings broadens current perspectives concerning stress alleviating potentials of SPC and have implication in development of therapeutics for curing age related disorders. Copyright © 2015 Elsevier Inc. All rights reserved.
    No preview · Article · Jan 2015 · Comparative Biochemistry and Physiology Part C Toxicology & Pharmacology
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    • "Mahattanadul et al. (2011) showed that pure scopoletin has similar antisecretory and antiulcer properties to that of an aqueous extract of Noni, but lower prokinetic activity. Neolignan, americanin A, 3,3 0 -bisdemethyl pinoresinol, morindolin, and isoprincepin were shown to be potent antioxidant compounds in an assay based on copper-induced oxidation of low-density lipoprotein (Kamiya et al., 2004; Su et al., 2005). Noni fruit is reported to contain a novel component, proxeronine, a precursor of the alkaloid xeronine , as well as proxeronase, which have been shown to have a wide range of biological activities, such as cell strengthening and revitalizing activities (Logsdon, 2009). "
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    ABSTRACT: Morinda citrifolia L., “Noni”, has been used as a food and traditional medicine in Polynesian culture. Noni is now widely available in the global market, mainly as juices and dietary supplements. Here, we review recent research on Noni and its products. We summarize research on the beneficial therapeutic and nutritional properties of Noni, as well as that on the effects of post-harvest storage and processing methods on the properties of Noni products. The aim of this review is to provide a comprehensive data on the technical and nutritional advances related to Noni fruit, including those described in recent patents.
    Full-text · Article · Nov 2014 · Trends in Food Science & Technology
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