Terpenes from Otostegia integrifolia

Tesso, Hailemichael; König, Wilfried Α.

doi:10.1016/j.phytochem.2004.03.012

Cited by 18 publications

(12 citation statements)

References 11 publications

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“…It was identified as the labdane diterpenoid otostegindiol based on its 1 H and 13 C NMR spectral features, and the structure was further confirmed by comparison of its NMR data with those reported in the literature for otostegindiol (Fig. ) (Tesso and Konig, ).…”

Section: Resultsmentioning

confidence: 99%

“…Other reports indicate that the leaves of the plant find application for the treatment of tonsillitis, uvulitis, lung diseases, stomachache, malaria and hypertension (Tesso and Konig, ; Giday et al ., ; Teklehaymanot et al ., ; Andemariam, ). To date, there appears to have been only one chemical study published on this plant, in which the identification of mono‐ and sesquiterpenes in the hydro‐distilled oil and isolation of labdane‐type diterpenoids from the CHCl 3 extract are described (Tesso and Konig, ). However, despite its widespread use in traditional medicine particularly for the treatment of malaria (Giday et al ., ; Abebe and Ayehu, ), there is no scientific report in the literature concerning the biological activity of the plant.…”

Section: Introductionmentioning

confidence: 97%

“…In Ethiopia, Otostegia integrifolia Benth., commonly known by its vernacular name ‘ Tinjut ’, is claimed to have insecticidal properties and often used as fumigant for pots and houses (Waka et al ., ; Mohagheghzadeh et al ., ; Karunamoorthi et al ., ). Other reports indicate that the leaves of the plant find application for the treatment of tonsillitis, uvulitis, lung diseases, stomachache, malaria and hypertension (Tesso and Konig, ; Giday et al ., ; Teklehaymanot et al ., ; Andemariam, ). To date, there appears to have been only one chemical study published on this plant, in which the identification of mono‐ and sesquiterpenes in the hydro‐distilled oil and isolation of labdane‐type diterpenoids from the CHCl 3 extract are described (Tesso and Konig, ).…”

Section: Introductionmentioning

confidence: 99%

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In vivo Antimalarial Activity of a Labdane Diterpenoid from the Leaves of Otostegia integrifolia Benth

Endale

Bisrat

Animut

et al. 2013

Phytotherapy Research

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In Ethiopian traditional medicine, the leaves of Otostegia integrifolia Benth. are used for the treatment of several diseases including malaria. In an ongoing search for effective, safe and cheap antimalarial agents from plants, the 80% methanol leaf extract O. integrifolia was tested for its in vivo antimalarial activity, in a 4-day suppressive assay against Plasmodium berghei. Activity-guided fractionation of this extract which showed potent antiplasmodial activity resulted in the isolation of a labdane diterpenoid identified as otostegindiol. Otostegindiol displayed a significant (P < 0.001) antimalarial activity at doses of 25, 50 and 100 mg/kg with chemosuppression values of 50.13, 65.58 and 73.16%, respectively. Acute toxicity studies revealed that the crude extract possesses no toxicity in mice up to a maximum dose of 5000 mg/kg suggesting the relative safety of the plant when administered orally. The results of the present study indicate that otostegindiol is among the antimalarial principles in this medicinal plant, and further support claims for the traditional medicinal use of the plant for the treatment of malaria.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 97%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

In vivo Antimalarial Activity of a Labdane Diterpenoid from the Leaves of Otostegia integrifolia Benth

Endale

Bisrat

Animut

et al. 2013

Phytotherapy Research

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“…It seems, however, that the presence of the C‐9 hydroxyl (and by extension the 9,13‐epoxy bridge) is not essential for furan or lactone ring formation as multiple furan‐ and lactone‐bearing diterpenoids without C‐9 hydroxylation exist (Smith et al ., ; Omosa et al ., ; Anwar et al ., ). Nevertheless, a potential intermediate of this alternative route was identified in the present study as a major product of Vac TPS2 when coupled with Vac TPS1 ( 3a ), and similar compounds are often encountered in other furan/lactone diterpenoid‐producing species (Ono et al ., ; Tesso and König, ; Kulkarni et al ., ). The sheer number of structurally related diterpenoids found in V. agnus‐castus points to the existence of a complex metabolic grid comprised of (multifunctional) enzymes, which combine to generate the observed chemical diversity.…”

Section: Resultsmentioning

confidence: 99%

Biosynthesis of bioactive diterpenoids in the medicinal plant Vitex agnus‐castus

et al. 2018

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Summary Vitex agnus‐castus L. (Lamiaceae) is a medicinal plant historically used throughout the Mediterranean region to treat menstrual cycle disorders, and is still used today as a clinically effective treatment for premenstrual syndrome. The pharmaceutical activity of the plant extract is linked to its ability to lower prolactin levels. This feature has been attributed to the presence of dopaminergic diterpenoids that can bind to dopamine receptors in the pituitary gland. Phytochemical analyses of V. agnus‐castus show that it contains an enormous array of structurally related diterpenoids and, as such, holds potential as a rich source of new dopaminergic drugs. The present work investigated the localisation and biosynthesis of diterpenoids in V. agnus‐castus. With the assistance of matrix‐assisted laser desorption ionisation‐mass spectrometry imaging (MALDI‐MSI), diterpenoids were localised to trichomes on the surface of fruit and leaves. Analysis of a trichome‐specific transcriptome database, coupled with expression studies, identified seven candidate genes involved in diterpenoid biosynthesis: three class II diterpene synthases (diTPSs); three class I diTPSs; and a cytochrome P450 (CYP). Combinatorial assays of the diTPSs resulted in the formation of a range of different diterpenes that can account for several of the backbones of bioactive diterpenoids observed in V. agnus‐castus. The identified CYP, VacCYP76BK1, was found to catalyse 16‐hydroxylation of the diol‐diterpene, peregrinol, to labd‐13Z‐ene‐9,15,16‐triol when expressed in Saccharomyces cerevisiae. Notably, this product is a potential intermediate in the biosynthetic pathway towards bioactive furan‐ and lactone‐containing diterpenoids that are present in this species.

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“…In addition, the essential oil and chloroform extract of air-dried leaves of O. integrifolia constitute monoterpenes, sesquiterpenes, diterpenes and their derivatives were identified [21]. Phytochemical screening study report indicated that saponins, glycosides and tannins, which are known to be bioactive purgative principles were present in V. amygdalina extract.…”

Section: Discussionmentioning

confidence: 99%

Evaluation of the antimycobacterial activity of crude extracts and solvent fractions of selected Ethiopian medicinal plants

Kahaliw

Aseffa

Abebe

et al. 2017

BMC Complement Altern Med

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BackgroundTuberculosis (TB) is a global health problem complicated by drug resistance and human immunodeficiency virus that has dramatically increased active TB. Several medicinal plants are used traditionally to treat TB in Ethiopia and investigating these plants is required as plants are an alternative source for development of new anti-TB drugs. The purpose of this study was to investigate antimycobacterial activity of crude extract of Carissa edulis, Otostegia integrifolia, Persea americana, Pterolobium stellatum and Vernonia amygdalina as well as fractions of the most active crude extract.MethodsThe effect of various doses of the crude extracts as well as solvent fractions on M. tuberculosis H37Rv and/or MDR-TB clinical isolate was determined using broth microdilution and microtiter resazurin assay methods. Minimum inhibitory concentration was determined by CFU count and resazurin color change observation.ResultsChloroform and 80% methanol extracts of P. stellatum and O. integrifolia as well as 80% methanol and acetone extracts of P. americana had significant antimycobacterial activity (p < 0.001) against M. tuberculosis H37Rv. Chloroform extract of V. amygdalina and C. edulis didn’t, however, show any significant activity compared to negative controls. P. stellatum chloroform extract was the most active on M. tuberculosis H37Rv (MIC 0.039 mg/ml) and AOZ8W-4 (MDR-TB clinical isolate) (MIC = 0.078 mg/ml). Ethyl acetate fraction of P. stellatum chloroform extract was the most active fraction.Conclusion P. stellatum, O. integrifolia and P. americana were found to be endowed with antimycobacterial activity. However, P. stellatum appears to be the most promising plant based on criteria set by different studies. Ethyl acetate fraction of P. stellatum was found to be the most active and future studies should involve this fraction.

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Terpenes from Otostegia integrifolia

Cited by 18 publications

References 11 publications

In vivo Antimalarial Activity of a Labdane Diterpenoid from the Leaves of Otostegia integrifolia Benth

In vivo Antimalarial Activity of a Labdane Diterpenoid from the Leaves of Otostegia integrifolia Benth

Biosynthesis of bioactive diterpenoids in the medicinal plant Vitex agnus‐castus

Evaluation of the antimycobacterial activity of crude extracts and solvent fractions of selected Ethiopian medicinal plants

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