A bitter diterpenoid furanolactone columbin from Calumbae Radix inhibits azoxymethane-induced rat colon carcinogenesis

Kohno, Hiroyuki; Maeda, Masako; Tanino, Mikio; Tsukio, Yoshiaki; Ueda, Naomi; Wada, Keiji; Sugie, Shigeyuki; Mori, Hideki; Tanaka, Takuji

doi:10.1016/s0304-3835(02)00159-3

Cited by 28 publications

(24 citation statements)

References 20 publications

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“…Inclusion of Sphenocentrum jollyanum fruits in several traditional recipes may therefore not be unconnected to its possible inherent ability to confer chemopreventive advantage against some diseases. The anti-viral activity of Sphenocentrum jollyanum extracts against polio viruses, previously demonstrated by us (Moody et al, 2002a(Moody et al, , 2002b as well as the recently reported inhibition of azoxymethane-induced rat colon carcinogenesis by columbin (Kohno et al, 2002) may lend support to this position.…”

Section: Resultsmentioning

confidence: 58%

Anti-inflammatory activities of the methanol extracts and an isolated furanoditerpene constituent of Sphenocentrum jollyanum Pierre (Menispermaceae)

Moody

Robert

Connolly

et al. 2006

Journal of Ethnopharmacology

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Section: Resultsmentioning

confidence: 58%

Anti-inflammatory activities of the methanol extracts and an isolated furanoditerpene constituent of Sphenocentrum jollyanum Pierre (Menispermaceae)

Moody

Robert

Connolly

et al. 2006

Journal of Ethnopharmacology

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“…6–9 The roots of J. columba , T. capillipes , and T. sagittata containing columbin ( 1 ) have been used in folk medicine as analgesic and antipyretic agents. 2 Tinospora sagittata , which is in the Pharmacopeia of the People’s Republic of China , demonstrates anti-inflammatory, analgesic, antibacterial, antiulcer, antitumor, and antistress effects, 10–13 and its roots have been used in traditional medicine to ease sore throats, stop diarrhea, and treat upper respiratory tract infections. 14 Pharmacological studies have shown that ethanol extracts of the roots of T. sagittata and T. capillipes have antibiotic, anti-inflammatory, and antiviral activities.…”

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confidence: 99%

Semisynthesis and Kappa-Opioid Receptor Activity of Derivatives of Columbin, a Furanolactone Diterpene

et al. 2017

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Columbin (1) is a furanolactone diterpene isolated from the roots of Jateorhiza and Tinospora species. These species generally grow in Asia and Africa and have been used in folk medicine for their apparent analgesic and antipyretic activities. Columbin (1) is of particular interest due to its structural similarity to the known kappa opioid receptor (KOR) agonist salvinorin A. Given that the KOR is of interest in the study of many serious diseases, such as anxiety, depression, and drug addiction, obtaining natural or semisynthetic molecules with KOR activity recently has gained much interest. For this reason, in the present study, derivatives of 1 were designed and synthesized using known structure-activity relationships of salvinorin A at KORs. The structures of the columbin analogues prepared were elucidated by NMR spectroscopy and mass spectroscopy and their KOR activity was investigated in vitro by inhibition of forskolin-induced cAMP accumulation. Slight improvements in KOR activity were observed in columbin derivatives over their parent compound. However, despite the structural similarities to salvinorin A, neither columbin (1) nor its derivatives were potent KOR ligands. This work represents not only the first evaluation of columbin (1) at the KOR but also one of the first works to explore synthetic strategies that are tolerated on the columbin core.

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“…The other important compounds identified were cis-5,8,11,14,17-Eicosapentaenoic acid trimethylsilyl ester, which is omega 3 fatty acid and plays a vital role as an energy source, maintains membrane stability and cell signaling [17]. The compound 13 was identified as Columbin, a diterpenoid furane lactone, previously extracted from Calumbae radix reported to reduced azoxymethane-induced colon carcinogenesis gave m/z at 358 [18]. The compound 15 was Resibufogenin, bufadienolides reported as a cytotoxic agent, reduce hypertension and proteinuria gave m/z at 384.…”

Section: Gc-ei/ms Profilingmentioning

confidence: 99%

Ethnopharmacological Evaluation of Medicinal Plants for Cytotoxicity Against Various Cancer Cell Lines

Thakur

Ahirwar

2017

Int J Pharm Pharm Sci

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Objective: To evaluate the cytotoxic potential of leaves and seeds of Hibiscus sabdariffa L., fruit juice of Phyllanthus emblica, rhizomes of Dryopteris cochleata and flowers of Caesalpinia decapetala (Roth) Alston along with the chemical profiling of the most toxic extract through Gas-mass spectroscopy-MS technique. Methods:The hydroalcoholic extract of the selected crude drugs was prepared by maceration method and the extracts were undergone through phytochemical analysis. The cytotoxic activity of the hydroalcoholic extract was performed against four cancer cell lines i.e. liver (HepG2), breast (MCF7), prostate (PC-3) and leukemia (HL60) using sulphorhodamine B assay. The hydroalcoholic extract of Caesalpinia decapetala flowers was profiled through using gas mass spectroscopy. Results:The results confirmed that Phyllanthus emblica inhibited HL60 cancer cells at the dose of 35.6 µg/ml and show dose-dependent growth inhibition. The flowers of Caesalpinia decapetala inhibited nearly fifty percent of HL60 cancer cells at very low dose i. e 10 µg/ml. The analysis of Caesalpinia decapetala flowers shows the presence of diterpenoid furanolactones, bufadienolides, polycyclic enones, and androsterone. Conclusion:The fruit juice of Phyllanthus emblica and flowers of Caesalpinia decapetala showed good inhibitory activity against HL60 cancer cell line. The use of Phyllanthus emblica in herbal medicine is justified. The data obtained impelled to further assess the in vivo efficacy of Caesalpinia decapetala flowers for anticancer activity.

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A bitter diterpenoid furanolactone columbin from Calumbae Radix inhibits azoxymethane-induced rat colon carcinogenesis

Cited by 28 publications

References 20 publications

Anti-inflammatory activities of the methanol extracts and an isolated furanoditerpene constituent of Sphenocentrum jollyanum Pierre (Menispermaceae)

Anti-inflammatory activities of the methanol extracts and an isolated furanoditerpene constituent of Sphenocentrum jollyanum Pierre (Menispermaceae)

Semisynthesis and Kappa-Opioid Receptor Activity of Derivatives of Columbin, a Furanolactone Diterpene

Ethnopharmacological Evaluation of Medicinal Plants for Cytotoxicity Against Various Cancer Cell Lines

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