title: Biologically active xanthones from Codonopsis ovata.
abstract: Five new xanthones, named coxanthones A-E (1-5), together with 21 known secondary metabolites (6-26) that include seven xanthones, five flavonoids, two steroids and seven triterpenoids were isolated from the chemically unexplored whole plant Codonopsis ovata. The structures of new metabolites were elucidated by HRMS, interpretation of NMR spectra and other spectroscopic techniques. The absolute configuration of the stereogenic centre of coxanthone B (2) was determined by electronic circular dichroism (ECD) spectroscopy. This is the first report of xanthones from the genus Codonopsis. All isolated metabolites were evaluated for cytotoxic activity by SRB assay against six human cancer cell lines A549 (lung), PC-3 (prostate), HCT-116 (colon), MCF-7 (breast), SF-295 (CNS), and MDAMB-435 (melanoma). Among the new compounds, coxanthone B (2) exhibited significant inhibitory activity against SF-295 and MDAMB-435 with IC50values of 7.0 and 15.0 μM, respectively. Coxanthone A (1) displayed cytotoxicity against A549 cell line at IC50value of 22.5 μM. Cytotoxic activity of 1-hydroxy-3,5-dimethoxyxanthone (7), swertiperenine (9) and 1,7,8-trihydroxy-3-methoxyxanthone (10) are reported here first time that exhibited the IC50values of 3.0, 5.0 and 21.0 μM against A549, MDAMB-435, and A549 cell lines, respectively. Kaempferol (13) showed most potent cytotoxic activity with an IC50values in the 1.0-2.3 μM range against all tested cancer cell lines.
authors.affiliation: Bioorganic Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu Tawi, J&K 180001, India.
authors.forename: Alamgir A
authors.initials: AA
authors.lastname: Dar
authors.affiliation: Bioorganic Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu Tawi, J&K 180001, India.
authors.forename: Nisar A
authors.initials: NA
authors.lastname: Dangroo
authors.affiliation: Bioorganic Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu Tawi, J&K 180001, India; Academy of Scientific and Innovative Research (AcSIR), CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu Tawi, J&K 180001, India.
authors.forename: Arun
authors.initials: A
authors.lastname: Raina
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR), CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu Tawi, J&K 180001, India; Cancer Pharmacology Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu Tawi, J&K 180001, India.
authors.forename: Arem
authors.initials: A
authors.lastname: Qayum
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR), CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu Tawi, J&K 180001, India; Cancer Pharmacology Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu Tawi, J&K 180001, India.
authors.forename: Shashank
authors.initials: S
authors.lastname: Singh
authors.affiliation: Faculty of Sciences, Shri Mata Vaishno Devi University, Katra 182320, India.
authors.forename: Anil
authors.initials: A
authors.lastname: Kumar
authors.affiliation: Bioorganic Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu Tawi, J&K 180001, India; Academy of Scientific and Innovative Research (AcSIR), CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu Tawi, J&K 180001, India. Electronic address: plsangwan@iiim.ac.in.
authors.forename: Payare L
authors.initials: PL
authors.lastname: Sangwan
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D029745:Codonopsis / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D005260:Female; D005419:Flavonoids / Q000138:chemical synthesis / Q000302:isolation & purification* / Q000494:pharmacology; D045325:HCT116 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D008297:Male; D019906:Nuclear Magnetic Resonance, Biomolecular; D013256:Steroids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D044004:Xanthones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D005419:Flavonoids; D013256:Steroids; D014315:Triterpenes; D044004:Xanthones; C000614424:coxanthone A
keywords: Campanulaceae; Codonopsis ovata; Cytotoxicity; Flavonoids; Steroids; Triterpenoids; Xanthones