Cytotoxic Naphthoquinones from Roots of Lippia microphylla

Santos, Hélcio Silva dos; Costa, Sônia M. O.; Pessoa, Otília Deusdênia Loiola; Moraes, Manoel Odoríco de; Pessoa, Cláudia; Fortier, Sérgio Costa; Silveira, Edilberto R.; Lemos, Telma L. G.

doi:10.1515/znc-2003-7-812

Cited by 20 publications

(12 citation statements)

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“…Lippia microphylla Cham., popularly known as alecrim-de-tabuleiro, is rarely mentioned in either the phytochemical or pharmacological literature; there are reports of the popular use of its leaves in the treatment of respiratory diseases or as an antiseptic [13]. From the roots of the plant, tecomaquinone I and naphthoquinones have been isolated [14]. These substances displayed significant cytotoxic activity against various cell lines.…”

Section: Introductionmentioning

confidence: 99%

Chemical composition, antitumor activity, and toxicity of essential oil from the leaves of Lippia microphylla

Xavier

Pita

Brito

et al. 2015

Zeitschrift Für Naturforschung C

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The chemical composition, antitumor activity and toxicity of the essential oil from Lippia microphylla leaves (OEL) were investigated. The major constituents were thymol (46.5%), carvacrol (31.7%), p-cymene (9%), and γ-terpinene (2.9%). To evaluate the toxicity of OEL in non-tumor cells, the hemolytic assay with Swiss mice erythrocytes was performed. The concentration producing 50% hemolysis (HC50) was 300 μg/mL. Sarcoma 180 tumor growth was inhibited in vivo 38% at 50 mg/kg, and 60% at 100 mg/kg, whereas 5-FU at 50 mg/kg caused 86% inhibition. OEL displays moderate gastrointestinal and hematological toxicity along with causing some alteration in liver function and morphology. However, the changes were considered reversible and negligible in comparison to the effects of several anticancer drugs. In summary, OEL displays in vivo antitumor activity and a moderate toxicity, which suggests further pharmacological study.

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Section: Introductionmentioning

confidence: 99%

Chemical composition, antitumor activity, and toxicity of essential oil from the leaves of Lippia microphylla

Xavier

Pita

Brito

et al. 2015

Zeitschrift Für Naturforschung C

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“…Finally, the mixture of 5 and 6 was established as 6methoxynaphtho[2,3-b]-furan-4,9-quinone and 7methoxynaphtho[2,3-b]-furan-4,9-quinoneby comparison of its NMR data with the ones in the literature. [15]…”

Section: Extraction and Isolationmentioning

confidence: 99%

A new iridoid from leaves of Avicennia officinalis L.

Thu

Hoang

Vinh

et al. 2019

Vietnam Journal of Chemistry

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Avicennia officinalis L., Avicenniaceae,is a widespread plant in mangrove forests in Vietnam, Cambodia, Thailand, Indonesia,… A. officinalis's chemical compositions remain mostly unknown. Therefore, we now report on the structural elucidation of six compounds isolated from this plant growing in Can Gio mangrove forest in Ho Chi Minh City by using a variety of chromatographic techniques. The structures of these compounds were elucidated by NMR spectroscopy analysis as well as compared with data in the literature. They areaviridoid(1), (1S,5R,8S,9R)-2'-(Ecoumaroyl)mussaenosidic acid (2), velutin (3), α-tocopherol (4), and a mixture of 6-methoxynaphtho[2,3-b]-furan-4,9quinone (5) and 7-methoxynaphtho[2,3-b]-furan-4,9-quinone (6). To the best of our knowledge, (1) is a new compound while (2), (4), (5) and (6) are obtained from Avicennia genus for the first time. Further studies on this species are in progress.

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“…Popularly called as “alecrim-da-chapada,” “alecrim-de-tabuleiro,” “alecrim-pimenta” and “alecrim-do-mato” in the Northeast Brazilian, L. microphylla is a deciduous shrub with a thin and brittle stem (up to 2 m in height), white flowers and with simple and aromatic leaves, which presents serrate margins and evident nerves with no more than 1 cm in length [ 11 , 33 , 34 ].…”

Section: Introductionmentioning

confidence: 99%

“…Ethnopharmacological records report the use of L. microphylla leaves to treat gastrointestinal disorders and influenza, bronchitis and sinusitis during vaporization resulting from boiling water. Phytochemical studies revealed the presence of quinones and flavonoids from stem and roots’ ethanol extracts [ 33 , 34 ]. Meanwhile, its aromatic volatile oils extracted by water vapor exhibit an EOs rich in monoterpenes, especially cineole, and terpineol, its more likely active principles.…”

Section: Introductionmentioning

confidence: 99%

Biomedical properties and potentiality of Lippia microphylla Cham. and its essential oils

Simões¹,

Santos²,

Abreu³

et al. 2015

J Intercult Ethnopharmacol

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Lippia microphylla Cham. (Verbenaceae) is an endemic underexploited Brazilian vegetal. This work reviewed the biological potentialities of Lippia microphylla, emphasizing the properties of essential oils (EOs) and analyzed scientific indicators about genus Lippia and L. microphylla. Databases from 1948 to the present were searched and a software (vantage point 7.1) associated with Derwent Innovation Index was used to identify the indicators of the genus Lippia, and biological activities and compounds in the L. macrophylla species. Ethnopharmacological records report use of L. microphylla leaves to treat gastrointestinal disorders, influenza, bronchitis, cough, nasal congestion, and sinusitis during vaporization, whose aromatic volatile oils are rich in monoterpenes, especially cineole, terpineol, and thymol. Other EOs have larvicidal activity on Aedes aegypti larvae, and antifungal, antibacterial and cytotoxic and antitumor action on human and murine cancer cells. Brazil is the country with more articles about Lippia species, but it deposited only 9 patents since 1993. Most of the publications about L. microphylla are concentrated in food and chemical sciences. This bioprospection helps to choice areas of interest for capital investment and to give support for Brazilian Institutions to establish cooperation and improve technological impact at the point of view of creation and innovation.

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Cytotoxic Naphthoquinones from Roots of Lippia microphylla

Cited by 20 publications

References 0 publications

Chemical composition, antitumor activity, and toxicity of essential oil from the leaves of Lippia microphylla

Chemical composition, antitumor activity, and toxicity of essential oil from the leaves of Lippia microphylla

A new iridoid from leaves of Avicennia officinalis L.

Biomedical properties and potentiality of Lippia microphylla Cham. and its essential oils

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