{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,14]],"date-time":"2026-02-14T02:27:47Z","timestamp":1771036067342,"version":"3.50.1"},"reference-count":21,"publisher":"MDPI AG","issue":"4","license":[{"start":{"date-parts":[[2014,4,2]],"date-time":"2014-04-02T00:00:00Z","timestamp":1396396800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Gerbera anandria (Compositae) was extracted with 75% ethanol and the residue was fractionated using light petroleum, chloroform and ethyl acetate. The constituents of the extracts were separated by column chromatography employing solvents of different polarity. Column chromatography of the light petroleum fraction resulted in the isolation of methyl hexadecanoate, while the chloroform fraction afforded xanthotoxin, 2-hydroxy-6-methylbenzoic acid, 7-hydroxy-1(3H)-isobenzofuranone, a mixture of \u03b2-sitosterol and stigmasterol, and 8-methoxysmyrindiol and the ethyl acetate fraction gave gerberinside, apigenin-7-O-\u03b2-d-glucopyranoside and quercetin. A new coumarin, 8-methoxysmyrindiol, was found. The chemical structures of the isolated compounds were established by MS and NMR (HSQC, HMBC). Free radical scavenging and cytotoxic activities of crude extracts and 8-methoxysmyrindiol were further investigated. The ethyl acetate phase exerted the strongest DPPH free radical scavenging activity in comparison to the other fractions. The coumarin 8-methoxysmyrindiol demonstrated cytotoxicity against multiple human cancer cell lines, with the highest potency in HepG2 cells.<\/jats:p>","DOI":"10.3390\/molecules19044046","type":"journal-article","created":{"date-parts":[[2014,4,2]],"date-time":"2014-04-02T11:09:47Z","timestamp":1396436987000},"page":"4046-4057","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":35,"title":["Chemical Composition and Biological Activities of  Gerbera anandria"],"prefix":"10.3390","volume":"19","author":[{"given":"Fa","family":"He","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Analysis, School of Pharmacy, Shenyang Pharmaceutical University, No. 103 Wenhua Road Shenhe District , Shenyang 110016, China"},{"name":"College of Pharmacy, Harbin Medical University, Daqing 163319, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Miao","family":"Wang","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Analysis, School of Pharmacy, Shenyang Pharmaceutical University, No. 103 Wenhua Road Shenhe District , Shenyang 110016, China"},{"name":"School of Life Science and Biopharmaceutics, Shenyang Pharmaceutical University,  Shenyang 110016, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Minghuan","family":"Gao","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Analysis, School of Pharmacy, Shenyang Pharmaceutical University, No. 103 Wenhua Road Shenhe District , Shenyang 110016, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Min","family":"Zhao","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Analysis, School of Pharmacy, Shenyang Pharmaceutical University, No. 103 Wenhua Road Shenhe District , Shenyang 110016, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yuhua","family":"Bai","sequence":"additional","affiliation":[{"name":"College of Pharmacy, Harbin Medical University, Daqing 163319, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chunjie","family":"Zhao","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Analysis, School of Pharmacy, Shenyang Pharmaceutical University, No. 103 Wenhua Road Shenhe District , Shenyang 110016, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2014,4,2]]},"reference":[{"key":"ref_1","first-page":"272","article-title":"Study on the antibacterial components in Gerbera anandria","volume":"22","author":"Gu","year":"1987","journal-title":"Acta Pharm. Sin."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"382","DOI":"10.1002\/cber.19731060203","article-title":"Naturally occurring coumarin derivatives. IX. The constituents of the Genus Gerbera","volume":"106","author":"Bohlmann","year":"1973","journal-title":"Chem Ber."},{"key":"ref_3","first-page":"714","article-title":"Coumarin constituents of Gerbera-lanuginosa Benth","volume":"30","author":"Guha","year":"1991","journal-title":"Indian J. Chem. B Org."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"99","DOI":"10.1016\/S0031-9422(00)90922-1","article-title":"New geranylecumarin derivatives and further constituents of the tribe Mutisieae","volume":"18","author":"Bohlmann","year":"1979","journal-title":"Phytochemistry."},{"key":"ref_5","first-page":"14","article-title":"Chemical constituents of Gerbera jamesonii","volume":"2","author":"Bass","year":"1988","journal-title":"J. Nat. Prod."},{"key":"ref_6","first-page":"326","article-title":"Chemical investigation of Gerbera lanuginose Benth (whole plant) and leaves of Ipomoen fistulosa Mart","volume":"6","author":"Sen","year":"1979","journal-title":"J. Indian Chem. Soc."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"203","DOI":"10.1016\/j.jfluchem.2013.09.013","article-title":"N-Hydroxycinnamoyl amides of fluorinated amino acids: Synthesis, anti-tyrosinase and DPPH scavenging activities","volume":"156","author":"Chochkova","year":"2013","journal-title":"J. Fluor. Chem."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"788","DOI":"10.1016\/j.foodchem.2013.04.055","article-title":"Rapid high-throughput assay to assess scavenging capacity index using DPPH","volume":"141","author":"Abderrahim","year":"2013","journal-title":"Food Chem."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"88","DOI":"10.1016\/j.molstruc.2013.07.018","article-title":"Studies on the syntheses, structural characterization, antimicrobial-, and DPPH radical scavenging activity of the cocrystals caffeine: Cinnamic acid and caffeine: Eosin dehydrate","volume":"1050","author":"Kumar","year":"2013","journal-title":"J. Mol. Struct."},{"key":"ref_10","first-page":"775","article-title":"A cytotoxic and hepatoprotective agent from Withania somnifera and biological evaluation of its ester derivatives","volume":"2","author":"Saxena","year":"2007","journal-title":"Nat. Prod. Commun."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"428","DOI":"10.5246\/jcps.2012.05.057","article-title":"Chemical constituents of Pseudolarix kaempferi gord","volume":"21","author":"Cai","year":"2012","journal-title":"J. Chin. Pharm. Sci."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"997","DOI":"10.7164\/antibiotics.31.997","article-title":"Carbon-13 nuclear magnetic resonance assignments of pactamycin and related compounds","volume":"31","author":"Weller","year":"1978","journal-title":"J. Antibiot."},{"key":"ref_13","first-page":"34","article-title":"Isolation and identification of the chemical constituent of Hemerocallis fulva (L.)L","volume":"13","author":"Yang","year":"2003","journal-title":"Zhong Guo Yao Wu Hua Xue Za Zhi"},{"key":"ref_14","first-page":"109","article-title":"Antiproliferative Constituents from Gynura divaricata subsp. formosana","volume":"55","author":"Chen","year":"2003","journal-title":"Chin. Pharmaceut. J."},{"key":"ref_15","first-page":"410","article-title":"Chemical constituents in whole herb of Bidens pilosa var. radiata","volume":"36","author":"Chen","year":"2013","journal-title":"J. Chin. Med. Mater."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"108","DOI":"10.1016\/j.phytochem.2011.11.018","article-title":"Alkaloid and coumarins from the green fruits of Aegle marmelos","volume":"75","author":"Chakthong","year":"2012","journal-title":"Phytochemistry"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"191","DOI":"10.1016\/0031-9422(94)85023-2","article-title":"Sesquiterpene lactones and other constituents of Vernonia species from Ethopia","volume":"37","author":"Berhanu","year":"1994","journal-title":"Phytochemistry"},{"key":"ref_18","first-page":"159","article-title":"Isolation and identification of flavonoids from Chrysanthemum morifolium Ramat","volume":"13","author":"Jia","year":"2003","journal-title":"J. Chin. Med. Chem."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"307","DOI":"10.1016\/j.mimet.2012.12.018","article-title":"The MTT assay is a rapid and reliable quantitative method to assess Staphylococcus aureus induced endothelial cell damage","volume":"92","author":"Seidl","year":"2013","journal-title":"J. Microbiol. Meth."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1016\/j.vascn.2013.09.003","article-title":"Comparison of prestoblue and MTT assays of cellular viability in the assessment of anti-proliferative effects of plant extracts on human endothelial cells","volume":"69","author":"Boncler","year":"2014","journal-title":"J. Pharmacol. Toxicol. Meth."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"521","DOI":"10.1016\/j.brainresbull.2012.02.005","article-title":"A novel method for the rapid determination of beta-amyloid toxicity on acute hippocampal slices using MTT and LDH assays","volume":"87","author":"Mozes","year":"2012","journal-title":"Brain Res. Bull."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/19\/4\/4046\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T21:09:51Z","timestamp":1760216991000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/19\/4\/4046"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,4,2]]},"references-count":21,"journal-issue":{"issue":"4","published-online":{"date-parts":[[2014,4]]}},"alternative-id":["molecules19044046"],"URL":"https:\/\/doi.org\/10.3390\/molecules19044046","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2014,4,2]]}}}