Jatrophone, a novel macrocyclic diterpenoid tumor inhibitor from Jatropha gossypiifolia

Kupchan, S. Morris; Sigel, Carl W.; Matz, M; Renauld, J. A. Saenz; Haltiwanger, R. C.; Bryan, R. F.

doi:10.1021/ja00717a066

Cited by 148 publications

(56 citation statements)

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“…J. podagrica is an ornamental plant which is also employed to cure various infections in traditional medicine. J. podagrica is known for many biological activities such as antitumour, antimicrobial, molluscicidal and antiinsect (Kupchan et al 1970, Bhushan et al 2008. Different parts of J. podagrica are also used for antipyretic, diuretic, choleretic and purgative effects (Irvine 1961).…”

Section: Introductionmentioning

confidence: 99%

Taxonomic value of the leaf micro-morphology and quantitative phytochemistry of Jatropha integerrima Jacq. and Jatropha podagrica Hook. (Euphorbiaceae) – known horticultural plants in Nigeria

Kolawole¹,

Jimoh²,

Yakubu³

et al. 2017

An Biol

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Valor taxonómico de la micromorfología de la hoja y la fitoquímica cuantitativa de Jatropha integerrima Jacq. y Jatropha podagrica Hook. (Euphorbiaceae)-conocidas plantas hortícolas en NigeriaSe examinó la micromorfología y la fitoquímica cuantitativa de J. integerrima y J. podagrica para para identificar caracteres útiles para la delimitación taxonómica, siguiendo protocolos estandarizados, descritos por autores anteriores. Ambas especies son hipostó-micas (paracíticas). Los tricomas (multicelulares, no glandulares) estaban presentes sólo en la superficie adaxial de J. integerrrima y ausentes en otras superficies epidérmicas. Los análisis fitoquímos también señalaron pequeñas diferencias en la cantidad de compuestos bioactivos presentes en ambas especies. El contenido de fenol es el mayoritario en ambas especies: 37.65% en J. integerrima y 36.13% en J. podagrica. Las semejanzas y diferencias de los caracteres epidérmico-foliares y contenidos fitoquímicos pueden ser empleadas para delimitar taxonomicamente ambas especies.Palabras clave: Jatropha, Microcaracteres, Fitoquímica, Taxonomía. AbstractThe leaf micro-morphology and quantitative phytochemistry of J. integerrima and J. podagrica were examined to find useful characters for the delimitation of taxa, following standard protocols as described by previous authors. Both species are hypostomatic (paracytic). Trichome (multicellular, non-glandular) are only present on the adaxial surface of J. integerrima and absent in other epidermal surfaces. Phytochemical analysis also showed little differences in the amount of bioactive compounds present in both species. Phenol contents are the highest in the two species: 37.65% in J. integerrima and 36.13% in J. podagrica. The similarities and differences in the foliar epidermal characters and phytochemical content can be used to delimit the two studies species, as taxonomic characters.

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Section: Introductionmentioning

confidence: 99%

Taxonomic value of the leaf micro-morphology and quantitative phytochemistry of Jatropha integerrima Jacq. and Jatropha podagrica Hook. (Euphorbiaceae) – known horticultural plants in Nigeria

Kolawole¹,

Jimoh²,

Yakubu³

et al. 2017

An Biol

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Section: )mentioning

confidence: 99%

“…2,4,5) This substance has been the object of several scientific investigations, and, in Brazil, results have included reports on molluscidal activity, 6) relaxant action in rat portal veins, 7) inhibition of insulin, 8) and inhibition of plateled rich plasma aggregation. 9) Most of the Jatropha elliptica in "cachaça" used in Brazil have no information on their exact composition in relation as substances presents or on the recommended dosages, imposing serious risks to public health.…”

Section: )mentioning

confidence: 99%

Quantitative Determination of Jatrophone in "Cachaca" Prepared with Jatropha elliptica

Brum

Cardoso

Honda

et al. 2006

CHEMICAL & PHARMACEUTICAL BULLETIN

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The genus Jatropha (Euphorbiaceae) are used in medicinal plant therapy against skin diseases.1) Jatropha elliptica according to popular wisdom can be used in the form of a tincture prepared by maceration of subterranean stems in a sugar-cane derived spirit "cachaça", administered orally, for the treatment of venomous snake bites. Other uses include as an anti-inflammatory, and an anticholestheremic. Studies phytochemical in ethanolic extract of the subterranean stems showed identification of the diterpene jatrophone ( Fig. 1) and also others substances.2) Other studied in dichloromethanic extract was determined d-selinene. 3)Jatrophone is considered cytotoxic and tumor-inhibitory agent. 2,4,5) This substance has been the object of several scientific investigations, and, in Brazil, results have included reports on molluscidal activity, 6) relaxant action in rat portal veins, 7) inhibition of insulin, 8) and inhibition of plateled rich plasma aggregation. 9)Most of the Jatropha elliptica in "cachaça" used in Brazil have no information on their exact composition in relation as substances presents or on the recommended dosages, imposing serious risks to public health.HPLC equipment is widely disseminated in Brazil. We have developed an analytical procedure suitable for sample preparation and HPLC-UV analysis of jatrophone contents in "cachaça".The HPLC technique has been shown to be a very efficient system separating complex mixtures plants. HPLC methods have been reported for the determination of substances in callus cultures, vitro culture, serum, dermis, plants, citrus, essential oils and phytomedicines, but only the most recent published methods report assay validation. [10][11][12][13][14][15][16][17][18][19][20][21] There are no descriptions in the literature about sample preparation and determination quantitative of jatrophone present in "cachaça" prepared with Jatropha elliptica employed in Brazil.The sensitivity, linearity, accuracy, precision were evaluated. The efficiency of the analytical procedure was assessed through calculation of recovery values. ExperimentalPlant Material The samples were collected from the "cerrado" of the Mato Grosso do Sul State, Brazil. A voucher specimen was deposited in the herbarium CCBS/UFMS, in Campo Grande/MS, Brazil.Chemicals Spectroscopy-grade acetonitrile, hexane, acetone, chloroform and methanol were purchased from Tedia Company/U.S.A. Water was purified using a Milli-Q system (Millipore). Jatrophone were isolated and purified by chromatography and recrystallization in Chemical Laboratories of the Mato Grosso do Sul Federal University. The identity of the standard was confirmed by MS, IR, and 1 H-and 13 C-NMR and their purity evaluated with HPLC-UV was 97.7% (Fig. 2). The "cachaça" (a commercial product containing distillates of sugar-cane, sugar and water) had and alcohol content of 38%). Stock mixtures of standard were made from the individual solutions in water-acetonitrile (13 : 7) and used as external standards.TLC Condition The chloroform fractions and the jatrop...

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“…Jatrophone ( fig.l) is a macrocyclic diterpene first isolated [1 ] from an alcoholic extract of Jatropha gossypiifolia L. (Euphorbiaceae) which shows a strong inhibitory activity in vitro against ceils obtained from human carcinoma of the nasopharynx (KB) and in vivo against animal tumor systems, such as sarcoma 180, Lewis lung carcinoma, P-388 lymphocytic leukemia and the Walker 256 intramuscular carcinosarcoma. In fact, extracts ofJatropha gossypiifolia and related species have been employed in the treatment of tumors [2].…”

Section: Introductionmentioning

confidence: 99%

On the interaction between jatrophone and DNA

1981

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Jatrophone, a novel macrocyclic diterpenoid tumor inhibitor from Jatropha gossypiifolia

Cited by 148 publications

References 1 publication

Taxonomic value of the leaf micro-morphology and quantitative phytochemistry of Jatropha integerrima Jacq. and Jatropha podagrica Hook. (Euphorbiaceae) – known horticultural plants in Nigeria

Taxonomic value of the leaf micro-morphology and quantitative phytochemistry of Jatropha integerrima Jacq. and Jatropha podagrica Hook. (Euphorbiaceae) – known horticultural plants in Nigeria

Quantitative Determination of Jatrophone in "Cachaca" Prepared with Jatropha elliptica

On the interaction between jatrophone and DNA

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