HIV-Inhibitory Prenylated Xanthones and Flavones from Maclura tinctoria

Groweiss, Amiram; Cardellina, John H.; Boyd, Michael R.

doi:10.1021/np000175m

Cited by 145 publications

(95 citation statements)

References 19 publications

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“…Macluraxanthone B isolated from Maclura tinctoria exhibited moderate anti-HIV activity and hinokiflavone isolated from methanolic extracts of twigs and leaves of Rhus succedanea showed strong inhibition of the polymerase of HIV-1 RTase in in vitro assay [39]. Hypericin obtained from Hypericum perforatum showed activity against non-human retrovirusesas well as human retroviruses in lymphocytes.…”

Section: N-butylharminementioning

confidence: 99%

Chemical Diversity in Nature Produces Potent Drugs of Various Ailments; Natural Products

Maheshwari¹

2017

IJRASET

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Nature is a unique source of structures of high phytochemical diversity, many of them possessing interesting pharmacological activities and medicinal properties. Many important substances were obtained anciently, e.g. foodstuffs, building materials, dyes and other extracts from nature. Natural products remain a prominent source for the discovery of new drugs and drug leads even from Vedic period. Population growth insufficient supply of drugs, prohibitive cost of treatments, side effects of allopathic drugs and development of resistance to currently used drugs for infectious diseases have increased attention on plant materials as a source of medicines for a wide variety of health disease.

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Section: N-butylharminementioning

confidence: 99%

Chemical Diversity in Nature Produces Potent Drugs of Various Ailments; Natural Products

Maheshwari¹

2017

IJRASET

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“…Due to their remarkable pharmacological and biological applications, their synthesis has drawn great attention in the field of medicinal and pharmaceutical chemistry. They possess antiviral [9], anti-inflammatory [10], antibacterial [11], antimalarial [12], anti-HIV [13], antimicrobial, antioxidant, and anticarcinogenic [14,15] activities. These are also used as an antagonist for paralyzing action of zoxazolamine [16].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Properties of Pharmaceutically Important Xanthones and Benzoxanthone Analogs: A Brief Review.

Bedi

Gupta

Pramanik

2018

Asian J Pharm Clin Res

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Xanthones are one of the biggest classes of compounds in natural product chemistry. A number of xanthones have been isolated from natural sources of higher plants such as fungi, ferns, and lichens. Synthetic analogs of xanthones have shown a large number of pharmacological properties such as antioxidant, anti-inflammatory, antidiabetics, antihistamine, antitumoral, antiulcer, and algicidal. Moreover, they also find usages in photodynamic therapy, laser technology, and dyes. This review lays stress on various solvents, catalyst and synthetic route for synthesis of xanthones, benzoxanthones analogs. The review has also focused on the classifications of xanthone as well as extensively studied biological properties of the xanthones and benzoxanthones analogs.

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“…were found to possess antiinflammatory (Chang et al, 2008), anti-lipid peroxidative (Chang et al, 1994), antioxidative Lee et al, 2006;Jeong et al, 2009Jeong et al, : 2012, hepatoprotective , antibacterial (Fukai et al, 2004), antifungal , antitumor effects and cytotoxicity against various cancer cells (Seo, et al, 2001;Zou et al, 2004;Wang et al, 2005Wang et al, : 2010Kuang et al, 2011). More extensive phytochemical and pharmacological studies, several xanthones and flavonoids as the main active components have been identified from this genus and some of them have been reported to possess significant pharmacological properties, including anti-inflammatory (Lin et al, 2012), anti-cancer Wang et al, 2010;Kuang et al, 2011), antibacterial (Fukai, et al, 2004) and anti-HIV (Groweiss et al, 2000) activities. For instance, macluraxanthone B and C isolated from Maclura tinctoria exhibited anti-HIV activity (Groweiss et al, 2000).…”

Section: Introductionmentioning

confidence: 99%

“…More extensive phytochemical and pharmacological studies, several xanthones and flavonoids as the main active components have been identified from this genus and some of them have been reported to possess significant pharmacological properties, including anti-inflammatory (Lin et al, 2012), anti-cancer Wang et al, 2010;Kuang et al, 2011), antibacterial (Fukai, et al, 2004) and anti-HIV (Groweiss et al, 2000) activities. For instance, macluraxanthone B and C isolated from Maclura tinctoria exhibited anti-HIV activity (Groweiss et al, 2000). Isoalvaxanthone, a prenylxanthone, isolated from Cudrania cochinchinensis (Lour.)…”

Section: Introductionmentioning

confidence: 99%

Anti-metastatic Effects on B16F10 Melanoma Cells of Extracts and Two Prenylated Xanthones Isolated from Maclura amboinensis Bl. Roots

Siripong¹,

Rassamee²,

Piyaviriyakul³

et al. 2012

Asian Pacific Journal of Cancer Prevention

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Inhibitory effects of Maclura amboinenesis Bl, one plant used traditionally for the treatment of cancers, on metastatic potential of highly metastatic B16F10 melanoma cells were investigated in vitro. Cell proliferation was assessed using the MTT colorimetric assay. Details of metastatic capabilities including invasion, migration and adhesion of B16F10 melanoma cells were examined by Boyden Chamber invasion and migration, scratch motility and cell attachment assays, respectively. The results demonstrated that n-hexane and chloroform extracts exhibited potent anti-proliferative effects (p<0.01), whereas the methanol and aqueous extracts had less pronounced effects after 24 h exposure. Bioactivity-guided chromatographic fractionation of both active n-hexane and chloroform extracts led to the isolation of two main prenylated xanthones and characterization as macluraxanthone and gerontoxanthone-I, respectively, their structures being identified by comparison with the spectral data. Interestingly, both exhibited potent effective effects. At non-toxic effective doses, n-hexane and chloroform extracts (10 and 30 µg/ml) as well as macluraxanthone and gerontoxanthone-I (3 and 10 µM) significantly inhibited B16F10 cell invasion, to a greater extent than 10 µM doxorubicin, while reducing migration of cancer cells without cellular cytotoxicity. Moreover, exposure of B16F10 melanoma cells to high concentrations of chloroform (30 µg/ml) and geratoxanthone-I (20 µM) for 24 h resulted in delayed adhesion and retarded colonization. As insights into mechanisms of action, typical morphological changes of apoptotic cells e.g. membrane blebbing, chromatin condensation, nuclear fragmentation, apoptotic bodies and loss of adhesion as well as cell cycle arrest in the G1 phase with increase of sub-G1 cell proportions, detected by Hoechst 33342 staining and flow cytometry were observed, suggesting DNA damage and subsequent apoptotic cell death. Taken together, our findings indicate for the first time that active n-hexane and chloroform extracts as well as macluraxanthone and gerontoxanthone-I isolated from Maclura amboinensis Bl. roots affect multistep of cancer metastasis processes including proliferation, adhesion, invasion and migration, possibly through induction of apoptosis of highly metastatic B16F10 melanoma cells. Based on these data, M. amboinensis Bl. represents a potential candidate novel chemopreventive and/or chemotherapeutic agent. Additionally, they also support its ethno-medicinal usage for cancer prevention and/or chemotherapy.

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HIV-Inhibitory Prenylated Xanthones and Flavones from Maclura tinctoria

Cited by 145 publications

References 19 publications

Chemical Diversity in Nature Produces Potent Drugs of Various Ailments; Natural Products

Chemical Diversity in Nature Produces Potent Drugs of Various Ailments; Natural Products

Synthesis and Biological Properties of Pharmaceutically Important Xanthones and Benzoxanthone Analogs: A Brief Review.

Anti-metastatic Effects on B16F10 Melanoma Cells of Extracts and Two Prenylated Xanthones Isolated from Maclura amboinensis Bl. Roots

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