Marmelene, an alkaloid, and other components of unripe fruits of Aegle Marmelos

Sharma, B.R.; Rattan, Ram; Sharma, Perveen

doi:10.1016/0031-9422(81)83112-3

Cited by 34 publications

(14 citation statements)

References 2 publications

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“…The methanolic extract of A. mexicana showed activity at 5 lg/mL; however, after partitioning, only the BuOH extract was found to be moderately active. Two protopine alkaloids, protopine (7) and allocryptopine (8), were isolated from A. mexicana. Compound 7 with methylenedioxy groups at both ends was moderately active whereas 8 with methylenedioxy at one end and two methoxy groups at the other end was inactive.…”

Section: Chemistry Of Active Extractsmentioning

confidence: 99%

“…Isolation and characterization of compounds Two furanocoumarins, imperatorin and xanthotoxol, and one alkaloid, marmeline, were isolated from the methanolic extract of fruits of A. marmelos [7,8]. Xanthotoxin, another furanocoumarin, was semisynthesized from xanthotoxol by O-methylation [7], and aurapten was synthesized from commercially available umbelliferone [9].…”

Section: Preparation Of Plant Extractsmentioning

confidence: 99%

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Anti-HIV activity of Indian medicinal plants

et al. 2011

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Acquired immunodeficiency syndrome patients face great socio-economic difficulties in obtaining treatment. There is an urgent need for new, safe, and cheap anti-HIV agents. Traditional medicinal plants are a valuable source of novel anti-HIV agents and may offer alternatives to expensive medicines in future. Various medicinal plants or plant-derived natural products have shown strong anti-HIV activity and are under various stages of clinical development in different parts of the world. The present study was directed towards assessment of anti-HIV activity of various extracts prepared from Indian medicinal plants. The plants were chosen on the basis of similarity of chemical constituents with reported anti-HIV compounds or on the basis of their traditional usage as immunomodulators. Different extracts were prepared by Soxhlet extraction and liquid-liquid partitioning. Ninety-two extracts were prepared from 23 plants. Anti-HIV activity was measured in a human CD4+ T-cell line, CEM-GFP cells infected with HIV-1NL4.3. Nine extracts of 8 different plants significantly reduced viral production in CEM-GFP cells infected with HIV-1NL4.3. Aegle marmelos, Argemone mexicana, Asparagus racemosus, Coleus forskohlii, and Rubia cordifolia demonstrated promising anti-HIV potential and were investigated for their active principles.

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Section: Chemistry Of Active Extractsmentioning

confidence: 99%

Section: Preparation Of Plant Extractsmentioning

confidence: 99%

Anti-HIV activity of Indian medicinal plants

et al. 2011

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“…(Rutaceae) is a medicinal plant used in Indian Ayurvedic medicine to treat an array of ailments. 1 Phytochemical studies of A. marmelos (common name: Bael tree) have led to the isolation and identification of over 100 compounds that include amide alkaloids, 2–4 lignan glucosides, 5 coumarins, 6,7 protolimonoids, 8 and anthraquinones. 9,10 While A. marmelos extracts have been demonstrated to be pharmacologically active in various animal models, 1 the molecular target(s) and/or mechanism(s) of action for the majority of the purified A. marmelos metabolites remain unknown.…”

Section: Introductionmentioning

confidence: 99%

Semisynthetic studies identify mitochondria poisons from botanical dietary supplements—Geranyloxycoumarins from Aegle marmelos

Mahdi

et al. 2013

Bioorganic & Medicinal Chemistry

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Bioassay-guided isolation and subsequent structure elucidation of a Bael tree Aegle marmelos lipid extract yielded two unstable acylated geranyloxycoumarin mixtures (1–2), six geranyloxycoumarins (3–8), (+)-9′-isovaleroxylariciresinol (9), and dehydromarmeline (10). In a T47D cell-based reporter assay, 1 and 2 potently inhibited hypoxia-induced HIF-1 activation (IC50 values 0.18 and 1.10 μg mL−1, respectively). Insufficient material and chemical instability prevented full delineation of the fatty acyl side chain olefin substitution patterns in 1 and 2. Therefore, five fatty acyl geranyloxycoumarin ester derivatives (11–15) were prepared from marmin (3) and commercial fatty acyl chlorides by semisynthesis. The unsaturated C-6′ linoleic acid ester derivative 14 that was structurally most similar to 1 and 2, inhibited HIF-1 activation with comparable potency (IC50 0.92 μM). The octanoyl (11) and undecanoyl (12) ester derivatives also suppressed HIF-1 activation (IC50 values 3.1 and 0.87 μM, respectively). Mechanistic studies revealed that these geranyloxycoumarin derivatives disrupt mitochondrial respiration, primarily at complex I. Thus, these compounds may inhibit HIF-1 activation by suppressing mitochondria-mediated hypoxic signaling. One surprising observation was that, while less potent, the purported cancer chemopreventive agent auraptene (8) was found to act as a mitochondrial poison that disrupts HIF-1 signaling in tumors.

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“…In the case of the plant, Sarcorhachis naranjoana (Piperaceae), the extract was subjected to a liquid -liquid solvent partition with water, methanol, methylene chloride and hexane fol- lowing literature protocols (Montenegro et al, 2003). The material derived from the hexane partition demonstrated the highest antileishmanial activity and was subjected to silica gel chromatography, yielding the compound aegeline (Sharma et al, 1981), a compound whose anti-leishmanial properties were not previously recognized (IC 50 = 3.5 Ag/ml) ( Table 1). In summary, the XTT-based methodology described herein is a straightforward, reliable, efficient and inexpensive means of determining antileishmanial properties in crude biological materials and purified chemical substances.…”

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confidence: 99%