Constituents of the stem bark of Discopodium penninervium and their LTB4 and COX-1 and -2 inhibitory activities

Wube, Abraham Abebe; Wenzig, Eva-Maria; Gibbons, Simon; Asres, Kaleab; Bauer, Rudolf; Bučar, Franz

doi:10.1016/j.phytochem.2007.11.001

Cited by 44 publications

(37 citation statements)

References 19 publications

(21 reference statements)

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“…4.2.3.) was a selective inhibitor of cyclooxygenase-2 and also of leukotriene formation; as both these pathways are involved in cell proliferation and angioneogenesis, the dual inhibition of COX-2 and leukotriene formation by 154 has been proposed as a starting point for the development of anti-inflammatory and cancer chemopreventive agents (82). …”

Section: Anti-inflammatory Activitymentioning

confidence: 99%

Withanolides and Related Steroids

Misico

Nicotra

Oberti

et al. 2011

Progress in the Chemistry of Organic Natural Products Vol. 94

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Section: Anti-inflammatory Activitymentioning

confidence: 99%

Withanolides and Related Steroids

Misico

Nicotra

Oberti

et al. 2011

Progress in the Chemistry of Organic Natural Products Vol. 94

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“…In the 1990s, withasomnines 1b and 1c along with 1a from the root bark of Newbouldia laevis SEEM (Bignoniaceae) were reported. [20][21][22] The isolation of withasomnines from Elytraria acaulis (Acanthaceae) 23) and Discopodium penninervium (Solanaceae) 24) was also reported in 2001 and 2008, respectively. Withasomnine 1a exhibited central nervous and circulatory system depressions, mild analgesic activity, 25,26) and TBL 4 , cyclooxygenase-1 (COX-1), and COX-2 inhibitory activities.…”

mentioning

confidence: 98%

“…Withasomnine 1a exhibited central nervous and circulatory system depressions, mild analgesic activity, 25,26) and TBL 4 , cyclooxygenase-1 (COX-1), and COX-2 inhibitory activities. 24) Because of these interesting biological activities, several reports of the synthesis of 1a were disclosed. [27][28][29][30][31][32][33][34][35][36] In the course of our synthetic studies of small natural products and their analogues, [37][38][39][40][41][42] we recently reported the divergent synthesis of withasomnines 1a-c and their analogues via 4-hydroxypyrazole intermediates in a preliminary communication.…”

mentioning

confidence: 99%

Divergent Synthesis and Evaluation of Inhibitory Activities against Cyclooxygenases-1 and -2 of Natural Withasomnines and Analogues

Usami

Watanabe

Fujino

et al. 2012

CHEMICAL & PHARMACEUTICAL BULLETIN

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The divergent synthesis of natural withasomnines and analogues was achieved from 4-hydroxypyrazoles, which was prepared via alkaline hydrolysis of the Baeyer-Villiger oxidation products from 4-formylpyrazoles. Key steps of this synthesis are regioselective Claisen rearrangement of 4-allyloxypyrazoles and the Suzuki-Miyaura coupling of 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl trifluoromethanesulfonate and commercially available arylboronic acids. The Suzuki-Miyaura coupling at the final step of this strategy enabled facile access to natural withasomnines and their analogues. The biological activities of the twelve synthesized compounds against cyclooxygenases-1 and -2 (COX-1 and COX-2) were evaluated.

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“…In a study on related species, Elytrariaacaulis, twopyrazole alkaloids were isolated and characterized to be with asomnine and 4'-hydroxywithasomnine (Ravikanth et al, 2001). In another study, asomnine was shown to have inhibitleukotriene metabolis mLTB4, and well had double inhibitory effect on COX-1 and COX-2 enzymes (Wube et al, 2008). Meanwhile, naturally occurring alkaloids, flavonoids and saponins have been found to elicit analgesic and anti-inflammatory properties (Fernanda et al, 2002;Anaga and Onehi, 2010).…”

Section: Discussionmentioning

confidence: 99%

Analgesic and anti-inflammatory effects of the ethanol extract of Elytraria marginata Vahl (whole plant) in Wistar rats

Ashidi¹,

Ojetola²,

Aziba³

et al. 2015

J. Pharmacognosy Phytother.

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The analgesic and anti-inflammatory effects of the ethanol extract of Elytraria marginata were studied using hot plate, thermal-induced pain and carrageenan-induced acute inflammation models in adult Wister rats. The preliminary phytochemical constituents of the extract were also ascertained. Inflammation was induced by injecting 0.1 ml of 1% carrageenan into the sub-planter surface of the right hind paw of the rats. Ethanol extract of E. marginata with doses of 50, 100 and 150 mg/kg and diclofenac 10 mg/kg were administered orally to separate groups of rats. Control group received 10 ml/kg of distilled water. The results showed that the extract (50, 100 and 150 mg/kg) significantly (p<0.05) reduced the carrageenan-induced rat paw oedema in a dose-dependent manner. The oedema reductions at a dose of 150 mg/kg at the 4th h were comparable to that obtained for diclofenac, the standard anti-inflammatory drug at the 3rd hour. The extract also showed a very good analgesic response against hot plate-induced analgesia (thermal stimuli) in the rats. Administration of the extract doses (50, 100 and 150 mg/kg) and ibuprofen 100 mg/kg produced a significant (p<0.05) reduction in the pain induced by the hot plate (thermal stimuli) in all the experimental groups when compared with the control. Preliminary phytochemical analysis showed the presence of alkaloids, flavonoids, tannins and saponins. These findings indicate that the ethanol extract of E. marginata has both analgesic and antiinflammatory effects and could be beneficial in alleviating painful inflammatory conditions.

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Constituents of the stem bark of Discopodium penninervium and their LTB4 and COX-1 and -2 inhibitory activities

Cited by 44 publications

References 19 publications

Withanolides and Related Steroids

Withanolides and Related Steroids

Divergent Synthesis and Evaluation of Inhibitory Activities against Cyclooxygenases-1 and -2 of Natural Withasomnines and Analogues

Analgesic and anti-inflammatory effects of the ethanol extract of Elytraria marginata Vahl (whole plant) in Wistar rats

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