Triterpenes, A sterol and A monocyclic alcohol from Momordica charantia

Begum, Sabira; Ahmed, Mansoor; Siddiqui, Bina Shaheen; Khan, A. Rasheed; Saify, Zafar Saied; Arif, Mohammad

doi:10.1016/s0031-9422(96)00615-2

Cited by 50 publications

(35 citation statements)

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“…Bitter and non-bitter cucurbitane triterpene aglycones and/or glycosides have been isolated from the plant. [4][5][6][7][8][9][10][11] The bitter principles so far reported have been characterized as momordicosides K and L, and momordicines I and II. 5,8) Interestingly, the four compounds have C-9 formyl, 7-OH or O-b-D-glucopyranosyl groups and are unsaturated at C-5, C-6.…”

Section: 3)mentioning

confidence: 99%

“…12,13) In the course of our phytochemical screening of medicinal plants aimed at finding the active principles for antidiabetic activities, eleven compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11) were isolated from the Indian bitter gourd sample. The structural elucidation of compounds 1-3 is reported and the major compounds (4 and 5) have been tested against the antidiabetic strain of male ddY mice.…”

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Momordica charantia Constituents and Antidiabetic Screening of the Isolated Major Compounds

et al. 2006

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Diabetes mellitus is one of the most common chronic diseases and a major contributor to the development of cardiovascular diseases. It is due to a deficiency or a failure of normal action of insulin, which is responsible of the use of the sugar from the diet. The number of cases of non-insulin dependent diabetes mellitus has increased dramatically due to the changes in lifestyle, increasing prevalence of obesity, and ageing of populations. 1) In the year 2000, the number of diabetic patients was 151 million and is estimated to rise to 300 million by 2025. 2,3)The uses of natural drugs, such as plants and herbal remedies to treat diseases is very common in Asia and developing countries, where the population is linked with the use of traditional medicines, due to their efficiency or due the costs of the synthetic drugs and/or pharmaceuticals. One of the aims of phytochemists is to find the application of ethnomedicine in drug discovery. Moreover, WHO study groups emphasize strongly the optimal, rational uses of traditional and natural indigenous medicines (http://www.who.int/mediacentre/factsheets/fs134/en/). The leprosy gourd (bitter gourd, ayurveda name: karela), Momordica charantia L., a well known plant for its antidiabetic properties in Asia and some African countries, is among the candidates. Bitter and non-bitter cucurbitane triterpene aglycones and/or glycosides have been isolated from the plant. [4][5][6][7][8][9][10][11] The bitter principles so far reported have been characterized as momordicosides K and L, and momordicines I and II. 5,8) Interestingly, the four compounds have C-9 formyl, 7-OH or O-b-D-glucopyranosyl groups and are unsaturated at C-5, C-6. These features might be the structural requirement for the bitter taste and undoubtedly, the high content of saponins in the plant can be related to its taste.The constituents responsible for the glucose lowering activity are not yet well known even though over hundred scientific articles have described the phytochemical and pharmacological properties of the plant. 12,13) In the course of our phytochemical screening of medicinal plants aimed at finding the active principles for antidiabetic activities, eleven compounds (1-11) were isolated from the Indian bitter gourd sample. The structural elucidation of compounds 1-3 is reported and the major compounds (4 and 5) have been tested against the antidiabetic strain of male ddY mice. The objective of the present study is to find the relationship between Momordica charantia constituents and the antidiabetic properties of the plant. Results and DiscussionEffect of the Extracts on Diabetes Induced Mice The ether and ethyl acetate fractions of the water suspension of the bitter gourds methanol extract were tested for antidiabetic assay in mice. Oral administration of each fraction at 500 mg/kg (Figs. 3, 4, respectively) resulted marked hypoglycaemic effects comparable to glibenclamide (at 200 mg/kg).Isolation and Characterization of Constituents from the Active Extracts A combination of size exclusion and sil...

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Momordica charantia Constituents and Antidiabetic Screening of the Isolated Major Compounds

et al. 2006

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“…Bitter gourd has been the subject of intensive investigations for biologically active compounds and for its medicinal properties (Majekodunmi et al, 1990;Begum et al, 1997). Kubola and Siriamornpun (2008) investigated the phenolic contents and antioxidant properties of leaf, stem, and fruit extracts by analyzing the inhibition of the free radical 1,1-Diphenyl-2-picrylhydrazyl (DPPH).…”

Section: Introductionmentioning

confidence: 99%

“…Bitter gourd and zucchini are known to contain a variety of biologically active compounds including the alkaloids momordicine I, momordicine II, and cucurbitacine B (Majekodunmi et al, 1990). Other compounds reported in these vegetables include a cytotoxic ribosome binding terpenoid and several glycosides including charantin, charantoside, and momordicoside (Begum et al, 1997;Harinantenaina et al, 2006;Akihisa et al, 2007;Chang et al, 2008;Dhiman et al, 2012). Glycosides are hydrolyzed by β-glucosidase enzymes (EC 3.2.1.21).…”

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confidence: 99%

Antioxidative properties of bitter gourd (Momordica charantia) and zucchini<br>(Cucurbita pepo)

Hamissou

Smith

Carter

et al. 2013

Emir. J. Food Agric

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The enzymatic and non-enzymatic antioxidative capacities of bitter gourd (Momordica charantia) and zucchini (Cucurbita pepo) were investigated in water extracts and chemical buffer extracts. Bitter gourd and zucchini fruits were purchased from a farmer's market and homogenized separately in water and in a native enzyme extraction buffer. Total phenolic compounds, free radical DPPH scavenging activity, SOD activity and β-glucosidase activity were assayed in the extracts. The average total phenolic compounds recorded in bitter gourd were 13.28 GAE/g fresh weights while in zucchini, the average was 8.67GAE/g fresh weight. This study also found that bitter gourd was 82.05% as effective as ascorbic acid in inhibiting the free radical DPPH while zucchini was 12.19% as effective. The results indicated that bitter gourd was significantly higher in antioxidant content and in β-glucosidase activities than zucchini (P<0.05). On the other hand, significantly higher SOD activities were recorded in zucchini than in bitter gourd extracts.

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“…Previous pharmacological studies have showed that the extracts or compounds of tissues of M. charantia possess anti-diabetic and anti-inflammatory activities. [1][2][3] Chemical investigations of M. charantia also revealed that more than seventy cucurbitane-type triterpenes have been isolated form the fruits, [3][4][5][6][7][8][9][10][11][12] seeds, 13,14 root, 15 and leaves and vines 16,17 of M. charantia. As part of our program aimed at the discovery of bioactive secondary metabolites from Taiwanese M. charantia, we had reported the isolation and structure elucidation of twenty-five cucurbitane-type triterpenoids from the MeOH extract of the stems of this plant.…”

Section: Introductionmentioning

confidence: 99%

Sterols from the Stems of Momordica charantia

Liao

Chen

Hsu

et al. 2011

J Chinese Chemical Soc

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A new sterol, 5a,6a-epoxy-3b-hydroxy-(22E,24R)-ergosta-8,22-dien-7-one (1), together with eight known sterols, 5a,6a-epoxy-(22E,24R)-ergosta-8,22-diene-3b,7a-diol (2), 5a,6a-epoxy-(22E,24R)-ergosta-8,22-diene-3b,7b-diol (3), 5a,6a-epoxy-(22E,24R)-ergosta-8(14),22-diene-3b,7a-diol (4), 3b-hydroxy-(22E,24R)-ergosta-5,8,22-trien-7-one (5), ergosterol peroxide (6), clerosterol (7), decortinol (8), and decortinone (9), were isolated from the stems of Momordica charantia. Their structures were elucidated by mean of extensive spectroscopic methods, including 1 H, 13 C, 2D-NMR and HR-EI-MS, as well as comparison with the literature data. Compounds 1, 4, 5, 8, and 9 were not cytotoxic against the SK-Hep 1 cell line.

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Triterpenes, A sterol and A monocyclic alcohol from Momordica charantia

Cited by 50 publications

References 11 publications

Momordica charantia Constituents and Antidiabetic Screening of the Isolated Major Compounds

Momordica charantia Constituents and Antidiabetic Screening of the Isolated Major Compounds

Antioxidative properties of bitter gourd (Momordica charantia) and zucchini<br>(Cucurbita pepo)

Sterols from the Stems of Momordica charantia

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