Lignans from Justicia hyssopifolia

Trujillo, Juan Manuel; Jorge, R. Elena; Navarro, Eduardo; Boada, J

doi:10.1016/0031-9422(90)87120-j

Cited by 39 publications

(38 citation statements)

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“…This lignan was determined to have the molecular formula: C 25 H 22 O 11 , with a molecular weight of MWϭ498. 7) The elenoside was suspended in a mixture of propylene glycol-ethanol-plant oil-Tween 80 (40 : 10 : 50 : 2).…”

Section: Methodsmentioning

confidence: 99%

“…In a previous paper 7) we reported the isolation from Justicia hyssopifolia L. of an arylnaphathalene lignan and its aglycone, now called elenoside and elenin, respectively, the first as a b-D-glucoside. This lignan has a central depressant effect in animals [8][9][10] and cytotoxic activity when studied in a human tumor cell line panel of the US National Cancer Institute (NCI).…”

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confidence: 99%

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Elenoside, a New Cytotoxic Drug, with Cardiac and Extracardiac Activity.

Navarro

Alonso

Trujillo

et al. 2002

Biological & Pharmaceutical Bulletin

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A great number of arylnaphthalene lignans have been isolated from different species of Justicia, many of them exhibiting diverse biological activities, of which the most noteworthy are their antitumoral, antiviral, insecticidal, anti-inflammatory and anti-hypertensive properties.1) Also, the lignans on the central nervous system (CNS) are capable of acting both as depressants and antidepressants.2) On the other hand, some lignans are shown to be present in human and certain animal urine or semen and blood plasma.3,4) These mammalian lignans show an inhibitory effect on Ca 2ϩ channels, or digitalis-like action. Thus, 2,3 dibenzilbutane-1,4-diol is noted to inhibit K ϩ depolarization-induced and receptor-mediated contractions, so as to block Ca 2ϩ entry into the smooth muscle of rabbit aorta, and it blocks the insensitive Ca 2ϩ channels to organic Ca 2ϩ blockers, as well as the sensitive channels in rabbit femoral artery. Also, some lignans (enterolactone, prestegane B and 3-O- /Kϩ ATPase activity in red cells and produce inotropic and chronotropic effects, similar to cardiac glycosides. In the present paper, its effects on the isolated cardiac auricle of rabbits and the urinary excretion of rats (an other effect of cardiac glycosides) are studied.In a previous paper 7) we reported the isolation from Justicia hyssopifolia L. of an arylnaphathalene lignan and its aglycone, now called elenoside and elenin, respectively, the first as a b-D-glucoside. This lignan has a central depressant effect in animals [8][9][10] and cytotoxic activity when studied in a human tumor cell line panel of the US National Cancer Institute (NCI).9,10) Cytotoxic compounds produced alterations in the intestinal tract. In this work the effect of elenoside on isolated rat ileum is studied. MATERIAL AND METHODSReagents Elenoside: Phytochemical study of elenoside was realized. Air-dried and ground leaves were extracted in a Soxhlet with EtOH, with heating and under reflux, to afford an extract that was concentrated under reduced pressure. Column chromatography using solvents of increasing polarity (n-hexane, EtOAc, EtOH) gave different groups of fractions. Elenoside was recovered as needles from the most polar fractions of the ethanolic extract and identified by NMR and MS methods and by comparison with reported data. This lignan was determined to have the molecular formula: C 25 H 22 O 11 , with a molecular weight of MWϭ498.7) The elenoside was suspended in a mixture of propylene glycol-ethanol-plant oil-Tween 80 (40 : 10 : 50 : 2).Ouabain: Ouabain octahydrate (Janssen Chimica, Belgium) had the molecular formula C 29 H 44 O 12 · 8H 2 O and a molecular weight of MWϭ728.79.Animals Male albino rabbits (1000-1300 g) and male Sprague-Dawley rats (Letica, Barcelona, Spain; 250-300 g) were used. The animals were housed under normal laboratory conditions at 22°C on a standard light-dark schedule (12 : 12; lights on: 0800 to 2000) and were given free access to standard laboratory diet and water. The animals were assigned to randomized groups of 10 eac...

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Section: Methodsmentioning

confidence: 99%

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confidence: 99%

Elenoside, a New Cytotoxic Drug, with Cardiac and Extracardiac Activity.

Navarro

Alonso

Trujillo

et al. 2002

Biological & Pharmaceutical Bulletin

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“…However, its aerial parts are used in Indian traditional medicine as an anti-diarrhea medicine as well as an anti-inflammatory agent. Preliminary studies on plants in the genus Justicia have led to the isolation of several compounds such as lignans (Okigawa et al, 1970;Ghosal et al, 1979Ghosal et al, , 1980Trujillo et al, 1990;Asano et al, 1996;Rajasekhar et al, 1998;Rajasekhar and Subbaraju, 2000) and an amide (Lorenz et al, 1999). However, there have been no reports on triterpenoidal glycosides of Justicia species, although a number of triterpenoidal glycosides were isolated from other genera in the family Acanthaceae.…”

Section: Introductionmentioning

confidence: 97%

Triterpenoidal glycosides from Justicia betonica

Kanchanapoom¹,

Noiarsa²,

Ruchirawat³

et al. 2004

Phytochemistry

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“…A large number of lignans have been isolated from this family, many of which exhibit diverse biological activities, such as antitumoral, antiviral, insecticidal and cardiotonic properties (Trujillo et al, 1990;Sastry et al, 1979). Lignans isolated from this family are mainly of the arylnaphthalene type (Trujillo et al, 1990;Sastry et al, 1979).…”

Section: Introductionmentioning

confidence: 97%

The First Report on the Occurrence of Furofuranoid Lignan Glucosides in Acanthaceae

El-Domiaty

El-Shafae

Abdelaal

et al. 2002

Pharmaceutical Biology

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A new furofuranoid lignan glucoside ((+)-epipinoresinol-4≤-b-D-glucoside) and the known lignan glucoside phillyrin ((+)-epipinoresinolmethyl ether-4≤-b-D-glucoside), were isolated from the aerial parts of Anisacanthus virgularis Nees, along with some known steroids, a terpenoid and flavonoids. Their structures were elucidated on the basis of spectral analysis, chemical derivatization and/or direct comparison with authentic samples. Furofuranoid lignans are reported in the family Acanthaceae for the first time. Their potential biological activity and chemotaxonomic value are discussed.

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Lignans from Justicia hyssopifolia

Cited by 39 publications

References 8 publications

Elenoside, a New Cytotoxic Drug, with Cardiac and Extracardiac Activity.

Elenoside, a New Cytotoxic Drug, with Cardiac and Extracardiac Activity.

Triterpenoidal glycosides from Justicia betonica

The First Report on the Occurrence of Furofuranoid Lignan Glucosides in Acanthaceae

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