The botanical origin of cerumen and propolis of Indian stingless bees (Tetragonula iridipennis Smith): pollen spectrum does not accurately indicate latex and resin sources

Layek, Ujjwal; Das, Nandita; De, Suman Kumar; Karmakar, Prakash

doi:10.1007/s13592-023-00994-1

Cited by 3 publications

(2 citation statements)

References 34 publications

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Section: Resultsmentioning

confidence: 99%

“…Independently with our study, Layek et al have reported Jatropha curcas and J. gossypiifolia, that widely distributed in Vietnam, were resin sources for T. iridipennis in West Bengal, India by the direct observation method. 34 The malabaricane-type triterpenes 1 and 2 were isolated from Ailanthus triphysa (synonym: Ailanthus malabarica) and A. excelsa. 28,35 Furthermore, triterpenes 3, 5, 9, and 11 were also found in Ailanthus exelsa and Ailanthus altissima plants.…”

Section: Compound Identification and Plant Sourcesmentioning

confidence: 99%

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Chemical Constituents, Cytotoxicity, and Molecular Docking Studies of Tetragonula iridipennis Propolis

Phuong,

Cong,

Phuong

et al. 2023

Natural Product Communications

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Objective: Propolis of Tetragonula iridipennis, which is one of the most popular stingless bees found in Vietnam, has been used to promote health and prevent disease. This study aims to identify the chemical constituents of T iridipennis propolis and their cytotoxic activity. Methods: The propolis sample was extracted with ethanol. The crude extract was isolated by combined chromatographic methods. The structures of isolated compounds were determined by electrospray ionization mass spectrometry and nuclear magnetic resonance spectra. The cytotoxicity was evaluated by 3-(4,5-dimethylthiazolyl-2)-2,5-diphenyltetrazolium bromide method. The protein interactions of active compounds were explored by molecular docking study. Results: Sixteen known compounds, including 11 triterpenes, 3 xanthones, a sterol, and a flavonoid were isolated and identified. The propolis ethanol extract displayed good cytotoxicity against A-549 and KB cancer cell lines. 24 S,25-Dihydroxytirucall-7-en-3-one was the most active compound with IC50 values ranging from 18.75 ± 0.21 to 19.62 ± 0.36 µg/mL. Conclusions: Sixteen known constituents were identified from T. iridipennis propolis, of which 8 compounds were discovered for the first time. The propolis of T iridipennis has multiple sources of plant resin, among that Ailanthus triphysa (Simaroubaceae) was identified as a new plant source. A molecular docking study revealed that cytotoxic effects of 24 S,25-dihydroxytirucall-7-en-3-one, α-mangostin, 6-methoxy–bispyrano xanthone, and 3-isomangostin related to the inhibition of all 3 targets epidermal growth factor receptor, human epidermal growth factor receptor 2, and mammalian target of rapamycin (mTOR), while other isolated triterpenes exert their cytotoxicity by the inhibition of mTOR protein activity.

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Section: Resultsmentioning

confidence: 99%

Section: Compound Identification and Plant Sourcesmentioning

confidence: 99%

Chemical Constituents, Cytotoxicity, and Molecular Docking Studies of Tetragonula iridipennis Propolis

Phuong,

Cong,

Phuong

et al. 2023

Natural Product Communications

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Resin foraging interactions in stingless bees: an ecological synthesis using multilayer networks

Nakamura,

Koffler,

Mello

et al. 2024

Apidologie

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Bioassay-guided isolation of cycloartane-type triterpenes, their cytotoxic properties and identification of potential chemical markers from Geniotrigona thoracica propolis

Mohd Badiazaman,

Nazif Aziz,

Mohamad

et al. 2024

Natural Product Research

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Bioassay-guided isolation of cycloartane-type triterpenes, their cytotoxic properties and identification of potential chemical markers from Geniotrigona thoracica propolisPhytochemical investigation through cytotoxicity bioassay-guided isolation of Geniotrigona thoracica propolis led to the identification of five cycloartane-type triterpenes, including mangiferonic acid 1, ambonic acid 2, mangiferolic acid 3, ambolic acid 4 and cycloartenol 5. Their structures were established based on detailed spectroscopic analysis and comparison with literature data. Compounds 1-5 were isolated for the first time in this species. From cytotoxicity MTT assay, compound 3 inhibited the growth of breast (MCF-7) and hepatocellular carcinoma (HepG2) cancer cell lines with IC50 of 5.08 µg/mL and 4.82 µg/mL, respectively. Cytotoxicity of compounds 1-5 were reported for the first time against HepG2 cancer cell lines. Compounds 1-4 were suggested to serve as main and/or analytical markers for G. thoracica propolis based on HPLC analysis. To our knowledge, this is the first report on the isolation of bioactive constituents and identification of chemical markers for G. thoracica propolis.

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The botanical origin of cerumen and propolis of Indian stingless bees (Tetragonula iridipennis Smith): pollen spectrum does not accurately indicate latex and resin sources

Cited by 3 publications

References 34 publications

Chemical Constituents, Cytotoxicity, and Molecular Docking Studies of Tetragonula iridipennis Propolis

Chemical Constituents, Cytotoxicity, and Molecular Docking Studies of Tetragonula iridipennis Propolis

Resin foraging interactions in stingless bees: an ecological synthesis using multilayer networks

Bioassay-guided isolation of cycloartane-type triterpenes, their cytotoxic properties and identification of potential chemical markers from Geniotrigona thoracica propolis

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